What’s your plan to fight authoritarianism?

January 30, 2026

Filed under: About My Work,Leadership,Politics — jonathanpoisner @ 9:51 am

I’ve struggled with how to navigate the tension between doing my day job — meeting the needs of my clients who’re fighting to make the world a better place — and my reaction to the assaults on democracy, the rule of law, decency, common sense, and a livable planet by the current occupant of the White House and his lackeys and minions.

Much of what I’ve learned, preached, and practiced when it comes to nonprofits depends upon some foundational principles around how the world operates that have been thrown into doubt when the rule of law doesn’t matter.

Meanwhile, the good people of Minneapolis — and many other cities on a smaller scale — are promoting general strikes, putting their bodies in literal danger trying to protect their neighbors from Trump’s goon squad, and setting an incredible example of both valor and smarts.

So what can I do from the comfort of my home beyond show up at one of the occasional Portland protests? Should I even continue to do my day-to-day work with nonprofits as if the country wasn’t teetering on the edge of chaos or open war against the people?

In thinking about my own role, I was recently reminded that in nearly every example of countries backsliding into authoritarianism, among the first things wanna-be dictators do is undercut civil society — any bonds between people that aren’t either about fear or money. That means investigating or making illegal nonprofit organizations (non-governmental organizations or NGOs in the international context).

We’ve seen the Trump Administration launch war against many nonprofits first by cutting off their funding, not just prospectively, but also illegally breaking contracts.

We’ve seen investigations — particularly by some of Trump’s Congressional toadies — although not yet at the scale that I initially feared. (But we’re only one year in, so time will tell).

So that lands me right back at my mission as a consultant: “to make the world a better place by helping mission-driven organizations thrive.” I think everyone should double down on what they know best in how they help in this moment of peril.

Fortunately, the nonprofit sector in the United States is strong, robust, resilient, and has the capacity to fight back. There are literally dozens of examples of nonprofits in Minneapolis, to give just one example, who’re doing the day-to-day work of defending their city and neighbors. National organizations are waging both legal battles and PR battles. People are continuing to be incredibly generous, notwithstanding declining consumer confidence and economic headwinds.

So I’ll keep plugging away helping the nonprofits I love and care about put themselves on a stronger, more resilient trajectory, both accomplishing their mission and reminding everyone in the process that people can and should work together for the common good. I’ll continue to offer free introductory consultations, even to nonprofits who have no intention of using my services. I’ll double down on making most of my resources free for anybody to read on my website or to read offline via my e-books.

Of course, the other thing I know from my years with the Oregon League of Conservation Voters and working with electorally focused nonprofits is elections. So I’ll continue my practice of finding 2-4 candidates and electorally focused nonprofits who I believe in who I’ll both donate to and champion as a fundraiser. For rest assured, the November midterms are going to be a hurricane of noise, heat, and misinformation, and the good people of America absolutely must rise up and show via the outcome that the current occupant of the White House is America’s past, not it’s future.

And I’ll also show up at as many protests as I can.

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Being willing to be uncomfortable

December 22, 2025

Filed under: Board Development,Fundraising,Leadership,Volunteers — Tags: , — jonathanpoisner @ 3:03 pm

This is a follow-up to an article I wrote more than a decade ago entitled: “Step Out of your Comfort Zone.”

I was recently talking to a board member for a nonprofit and they used the exact phrase I wrote about then. “I’m not comfortable approaching my friends to ask for donations.”

To which I asked, with some attempt at diplomacy, “I hear you, but are you not willing to be somewhat uncomfortable if that means the organization can better help people?”

Here’s my paraphrase of what the board member really was saying:

“Our mission is vitally important to the community. Which is why I’m unwilling to make myself uncomfortable to support it.”

Of course, the board member would clearly balk if phrased that way. Yet, this is the disconnect we often hear.

Great passion. Only willing to do things that are emotionally easy.

Now if someone is uncomfortable with a request because they have ethical or legal qualms, that’s a different story. But if it’s emotional discomfort, people need to recognize that change in our world rarely happens only by people being comfortable.

Organizations that fail to create a culture where its leaders get past this disconnect are likely to putter along doing some work, but they are unlikely to thrive.

Why does this disconnect between belief in the cause and unwillingness to be uncomfortable?

What are the consequences of this disconnect?

And how can a nonprofit overcome it?

Why the disconnect?

The level of discomfort people expect to feel when talking to a friend or acquaintance about supporting an organization is based on two cultural taboos:

  • A taboo against talking about money
  • A taboo against pressuring people

It’s not that people aren’t sincere about their belief in the cause. It’s that taboos are strong, especially when combined with fear of the unknown.

Both taboos are cultural. Young children don’t have them. They’re constantly asking their parents for money. And have no qualms about using pressure tactics.

Our parents and others teach us not to talk about money or use pressure tactics and most of us (though not all) absorb those lessons by the time we are adults. For example, we learn that it’s rude to ask someone how much money they make.  Or to be viewed by others as someone who is “pushy.”

What are the consequences of the disconnect?

You may be thinking, so what?

Almost always, the consequence is the organization winds up on a lower trajectory with less ability to accomplish its mission.

A focus on comfort is a recipe for complacency, inaction, and inertia. Any organization seeking change (whether global, national, or local in scope), is rarely likely to succeed without people routinely stepping outside their comfort zone.

The biggest practical impact: fewer resources (both money and volunteer time).

Many people may be aware of and even like the organization from afar, but few wind up in a relationship with the organization in ways that make a difference.

Foundation grants may give the appearance of organizational health for a while.

But the long run prospects are rarely good.

How do you overcome this disconnect?

There is no silver bullet you can produce that instantly will make this disconnect go away. But there are some strategies that work over time.  Here are four you may wish to try.

  1. Name the taboo.

Often times, the first step towards getting past a fear of being uncomfortable is to name the taboo behind it. Talk about it. Recognize it for being the cultural artifact that it is. A cultural taboo that is learned can be unlearned.

With regard to the concern about being perceived as pushy, do an exercise where you name all the more positive synonyms for pushy (e.g. assertive, dynamic, persistent, strong-willed). These are characteristics of strong leaders who are most likely to generate followers to a cause.

  1. Recognize the difference between imagined discomfort and actual discomfort.

Many times the discomfort people expect to experience dwarfs the actual discomfort they will feel when doing it.

Indeed, for the vast majority of board and staff who I’ve worked with as fundraisers, their expectation of discomfort turns into the opposite: a positive experience both for the asker and donor. The asker feels validated. The donor is happy to invest in an organization that will accomplish things in the community the donor values.

“Try it, you may like it” isn’t just a phrase for parents trying to get their kids to taste something new.

  1. Find a cheerleader.

Cheerleading works. Find someone who’s “been there, done that” and who can talk about their fears of doing something uncomfortable and how when they tried it the experience was positive. Nothing is more likely to get board members willing to fundraise than hearing one of their peers talk about how they overcame their own reticence and now recognize that effective fundraising can be a powerful way to strengthen relationships.

If nobody within your own organization fits the bill, find someone else in the community. In any community there are organizations thriving. Get to know them and who is driving them forward. Ask them to provide a pep talk about what’s possible.

  1. Keep the cause front and center.

Sometimes organizational meetings are so stuck in the weeds of finances, programs, and action plans that those involved can become disconnected from what motivated them to get involved in the first place.

They’re unwilling to be uncomfortable in part because they’ve lost passion for the mission. If you fear this is happening, set aside 10 minutes at every board meeting for a round-robin where everyone shares one thought about why they are passionate about the work being done. This may seem like a waste of 10 minutes, but when I’ve used this technique it makes a palpable difference in the quality of the remaining meeting time.

When it comes time to get out of the comfort zone, remind people about their passion for the cause.


So for those of you reading this prior to New Years, recognize that the last few days of the year are the very best days to ask people to make donations to your nonprofit, so challenge yourself to step beyond your comfort and make at least one bold ask!

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More year end fundraising tips

November 24, 2025

Filed under: Fundraising — jonathanpoisner @ 4:47 pm

November 24, 2025

Last November, I published a set of year-end fundraising tips.

Since it was the most clicked on email article I published last year, I figured I should expand upon it this year.

Of course, I really should have published this in September or October and I’ll aim to do that next year. But better late than never.

Here are eight key suggestions for you to consider when it comes to year-end fundraising:

1. Don’t just make one effort and call it done

This was my top suggestion last year and I’m repeating it.

People are incredibly generous in December.  I’ve read various statistics, but roughly one-third of all nonprofit donations come in during the month.  And as much as 10% comes in during the final couple of days of the year.

If your organization has the capacity, you should send out a letter to past donors (and prospective) asking for a gift.

Again, if capacity allows, you should individually follow up via phone or text with those you can (starting with those with the highest level of past giving assuming you have limited capacity).

Of course, for your very top donors, you should be trying to meet with them in-person if they’re interested as that’s the most effective way to build relationships.

Your email campaign should also not just be a one-off.  Ideally, you’d kick off the month with an email about your year-end campaign (perhaps focused on Giving Tuesday), follow-up mid-month with a progress/update, and finish it off on the 29th or 30th to spur those final end-of-year donations. Maybe even throw in a final email on the morning of the 31st.

Layer in social media with an overlapping message.  And again, not just one.  Time at least some social media to go out the same day as your emails. Sometimes the first message piques their interest and the second spurs them to action.

For each separate social media channel where you are active, think 2-3 posts early in December launching your year-end giving, 3-4 mid-month, and a final burst of 4-6 between Christmas and New Years.

2. Make it an integrated campaign

Don’t think you have to write a dozen different appeals if you follow the strategy above.

Have one over-arching campaign, with a goal/theme, that you repeat across every appeal/channel.

Too many nonprofits I know feel like they shouldn’t repeat themselves. Yet, for-profit businesses will use the same marketing and sales pitches over and over again and people don’t blink an eye.

That doesn’t mean you don’t have some variation. Email will be shorter and use simpler language than mail, for example.

3. Make your donor the hero of the story

Think you not we.

Help the donors (and prospective donors) feel celebrated, important, and part of the team. You want them to feel “super” like they have a “super power.”

For example, don’t talk about what “we” have accomplished. Talk about what “you” have accomplished.

Bonus points if you can make the story unfinished, so the donor’s continued generosity is key.  Or have a clear sequel story that you gin up as part of the ask for the “next story.”

4. Prime your best folks to further spread the word

You have your lists and social media reach and they get you so far.

But messages from you will have more power when reinforced by individuals who the donor knows.

Reach out to your board members and any key volunteers letting them know to expect the year-end fundraising email(s) and ask them to forward/share them (preferably more than one of them).

Consider directly messaging them on social media (if they’re on your channel) making the same request as you make posts.

This takes time, of course, but can both increase the odds donors respond and allow you to reach new donors from the networks of your board/volunteers.

5. Offer a match (if you can)

Especially for email, evidence shows a match can be motivating to some donors and increase the number of responses and the average gift. 

Of course, you can overemphasize a match. It needs to be part of the appeal — the shiny icing on the cake — not the cake itself.  

But to the extent you have a single donor (or an array of donors together) who can offer a match that’s large enough to seem motivating, you should do so. After all, cake icing is yummy.

I would not necessarily feature the match in every message.  I’d do so more at the beginning of the campaign and again at the end if you haven’t already secured the match.

6. Offer multiple ways to give

Don’t just push people towards online giving and writing checks.

Find at least one or two opportunities (social media, your emails, etc.) to remind people that you:

  • Can receive donations of stock
  • Can receive distributions from Donor Advised Funds.
  • Can receive donations of Crypto

7. Segment

Don’t treat all your donors the same.

To the extent you can, you should remove those you’re targeting with large individual asks from your mass emails and general mailings.  Perhaps include them in the final year-end emails if they haven’t given.

With mail, if you can produce two letters – one for those who haven’t given recently and one for those whose support you want to renew, that’s preferable to one message covering both.  The letter is mostly the same, but at a few key points your ask language would differ. You can, of course, take this further and segment past donors into different tiers who get letters that mention slightly varied asked for donation amounts.

Likewise, with email, if your email list is synced to your fundraising database in a way that allows you to distinguish past donors from prospective, I would again recommend a slightly different message to the two lists.

8. Don’t forget to allocate time for stewardship

Just because the focus is on asking in December doesn’t mean you can walk away from the need to quickly thank and properly steward your ongoing relationships.

Major donors from earlier in the year should receive some form of year-end thank you.

Build in time to thank your December donors.

And this carries over to the first week in January when it’s time to thank your sustaining/monthly donors from the prior year.

Bonus: Don’t let the perfect be the enemy of the good

Don’t read the tips above and get overwhelmed if you’re starting from scratch. Better to do a few of these than none. Pick those doable within your time and technology.

Then start planning earlier next year and see what more is feasible.

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Scary Nonprofit Quotes 2025

October 31, 2025

Filed under: Board Development,Human Resources,Leadership,Strategic Planning — jonathanpoisner @ 11:34 am

October 31, 2025

For the last few years (with one exception), I’ve taken time to compile some of the scariest nonprofit quotes I’ve heard in the last year and sharing these spooky statements with my audience.

Past editions:

Here’s the 2025 edition:

  1. “A few of our board members feel like we should save the money and have one of them facilitate our strategic planning process.”  Then, after prodding: “No, none of them have experience playing that role for a nonprofit.”

  2. “We’re shutting our doors because our funding model is broken,” after ignoring all sorts of opportunities to properly build an individual donor program or alerting the organization’s hundreds of volunteers that this was a possibility to determine if there was another path forward.

  3. “I know that’s what the grant says it’s for.  But I figure I can still use the funds to hire NAME to do what she’s already doing.  It’s in the ballpark of what the grant says.”

  4. “I know I was supposed to take care of this task months ago and it’s been weighing on me [since others on staff were counting on it].  But I haven’t known where to start.”  Said by somebody who didn’t ask for help once over several months since they became stuck.

  5. “My wife should be allowed to come to a board meeting.,” said by a board member even though the board meetings aren’t open to the public and confidential information is often discussed.

  6. “We realized we could use some help at our upcoming planning retreat.  Are you available to facilitate?” Asked 1 week before the retreat in question.

  7. “If we don’t rehire for this role [upon the departure of someone highly effective], we’ll just cobble together the work with volunteers.” 

  8. “Our Executive Director has to be spoon fed information for him to make decisions.”

  9. “The board determined that the Executive Director role could be done in 10 hours per week.”

  10. “The Executive Director [of a nonprofit co-located with a for-profit entity that the Exec Director owns], gets a consignment fee for every item sold,” [even as the nonprofit is promoting the for-profit entity.

Please take a minute and vote for your scariest!

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Needs versus budget fundraising

September 10, 2025

Filed under: Fundraising — jonathanpoisner @ 2:34 pm

Another consultant recently reminded me of a concept that’s been implicit in fundraising materials I’ve generated for clients, but that I’ve never written about.

The concept: the needs you present donors don’t have to match the budget you use for fiscal management.  Indeed, if you’re only presenting your actual budget to funders, you’re setting yourself up for reduced impact.

This can be confusing because foundation funders nearly always ask for your adopted budget, so that becomes the default that many nonprofit leaders think individuals will want to see with fundraising.

To understand why that hamstrings you, let’s review what goes into a nonprofit budget.

The budget should be adopted annually by your board and should identify the revenue you’re seeking to achieve in the upcoming fiscal year, along with expenses.  Both revenue and expenses should be broken down by categories to allow for a reasonable understanding of the major sources of revenue you’ll receive, along with the various ways you spend money. 

Here’s the important part: the budget is a tool for the board to exercise its fiduciary duty and ensure that the organization is being prudent with how it spends money.  If it spends more than it receives on an ongoing basis, this could lead to a cash flow crunch, inability to meet payroll, and other significant challenges. 

Note: I deliberately inserted the words “ongoing basis” into the above paragraph.  In any given year, you may very well adopt a budget that spends more than you raise if you’re entering the fiscal year with a more than adequate reserve.  And in other years, you may well adopt a budget to raise more than you spend, particularly if you’re hoping to build up a reserve fund or save for some really big future expense.

So why shouldn’t you present to donors the revenue targets in your budget and call that your need?

Two reasons.

Reason one is the simplest and least important: timing.  Your budget is for a fiscal year, but you’ll be talking to many donors late in a fiscal year, before the next budget is adopted.  You need to be able to articulate needs for the subsequent fiscal year.

Reason two is the crux of the matter:  if you want to inspire big, investment level gifts, you need to be able to articulate the actual needs you have to grow your capacity to significantly advance your mission.  Big audacious goals are more likely to generate big audacious gifts. Yet, budgeting for big and audacious isn’t prudent.

How does this play out in practice? 

With one of my clients, we created and regularly updated a “Funding Needs” document that was two pages long.  The initial two-thirds of a page provided context (the organization’s mission, leadership, and core strategy).  The remainder laid out major areas of expenses that need to be incurred to achieve greater impact.  Big, round numbers were used that covered the needed expenses over a 3 year period.  These covered both major, new projects/activities and ongoing needs, including general operating expenses.

We shared this document broadly with potential/current funders, individual major donors, and stakeholders. Occasionally this led to some restricted gifts, particularly from foundations (and in one case an individual) interested in one specific need articulated. But overall, those shared this document in many instances made large, new, unrestricted gifts. This was true both for foundations and individuals.

Of course, some Executive Directors are nervous about projecting out activities/expenses before the board has authorized them in the form of budgets.  Indeed, a Funding Needs document shouldn’t identify any major new area of expense that hasn’t been discussed with the board.  But that discussion can come in the form of strategic planning or some other discussion about long-term needs.

The 2-pager approach described above is just one way of accomplishing this outcome.  You could create something longer and fancier.  Or use this approach on a more ad hoc basis.

But bottom line:  to inspire big gifts, focus on the dollars needed to significantly advance (or achieve) your mission, over a 2-4 year period.  Don’t just ask donors to help you hit your budget targets.

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After the ask

September 8, 2025

Filed under: Fundraising — jonathanpoisner @ 12:00 pm

I devote an entire chapter of the Essential Major Donor Toolkit to the ask meeting.  How do you structure the meeting?  What stories do you tell and in what order?  And how to make the ask itself, along with what comes after the ask.

Here’s a quick primer on what comes after the ask:

Immediately after the ask:  Stop talking.  You asked a question.  Let them answer it.  If you start talking again to cover up your own nerves, you can get sidetracked or actually decrease the odds of a donation of the amount requested.

If the donors says maybe:  If the donor says, “I’m not sure” or “I have to think about it” or any of a dozen maybe variants:

“Thanks so much for considering a donation.”

Then ask an open-ended question.  Get them talking so you can understand what they’re thinking.  Possible questions:

  • What do you think of our plans?
  • What do you like best about our work?
  • What more do you think we should be doing?

On more than one occasion when I did this the donor became a yes in answering the question and I walked away with a check.  They needed time to think, but the time could be just a minute or two and they could emotionally and mentally process while they were talking about the organization.

Of course, that usually doesn’t happen.  So you should then say something appropriate riffing off their answer and bringing it back to your own case/story that speaks to their priorities/interests. 

And then if it seems promising based on their answer to your open-ended question: re-ask for your original dollar request (or perhaps a smaller request if that seems more appropriate). 

Example: “I’m so glad to hear you’re excited about our PROGRAM/ACTIVITY. Our ability to plan and implement that work over the next few months goes up as we get more donations and pledges.  Is a DONATION AMOUNT gift something you can do this year?

Of course, if they say that they need more time at this point, don’t ask a third time during the meeting.

“I really appreciate your taking some time to think about making a significant donation this year. Can I circle back in a week to see what you’ve decided?”

Giving a firm timeline to circle back is important so that you’re not left with the awkwardness of not knowing how quickly to get back to them.

If the donor says yes:  Thank them and then work out the timeline for their gift.

Example: “Thanks so much!  I really appreciate your stepping up so we can have a bigger impact.  Would you like to make the donation via check today or would you prefer to mail a check or give in some other way?”

If they’re going to send it later/go online: “Can we count on your donation by the end of the month?” (Or “end of next week” if the ask is taking place near the end of the month).

If the donor says no: “Thanks so much for taking the time to meet with me.  I appreciate you have other priorities right now.”

Then try to figure out if this is a firm no or a “not now.”

“Would you like me to follow up in 6 months to see if your priorities line up at that point with our needs?”

Or: “Would you be open to discussing a gift in the future?  If so, when would be a good time to circle back to you?”

For everyone:

Regardless of whether you’ve had a maybe, yes, or no, ask:

“Do you have any friends or colleagues who you think would be interested in investing in our work?  And, if so, would you be willing to send an introductory email or text for me?”

Closing out the meeting

Thank them for their time if a “no.”

Thank them for their “consideration” if a maybe.

“Thanks again for your donation” if a yes.

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Wingspan lessons for nonprofit leaders

August 26, 2025

Filed under: Advocacy,Leadership,Strategic Planning — jonathanpoisner @ 3:57 pm

Four years ago, I wrote about Ticket to Ride, a board game I had become “addicted to” during the pandemic.  My article identified lessons from playing the game that could be applied to nonprofit leadership. (By writing about it, I could justify my addiction).

Now it’s time to share some overlapping lessons from another game that I’ve played a LOT in recent years, Wingspan.

In Wingspan, you compete with others to build the best wildlife refuge. (For my wildlife conservation clients, I know!!!) 

To build your refuge, you collect different types of food, use them to play different birds, lay eggs on those birds, and then, over the course of the game, take actions associated with the different birds, based on the specific combination of birds you have in three habitats: forests, grasslands, and wetlands.

Here are six lessons from Wingspan that I feel nonprofits should consider.  They overlap somewhat with my Ticket to Ride lessons, but with some crucial differences.

Lesson 1: Smaller impact/less effort is sometimes better at the start

The winner of the game is determined by a combination of ways to score points, perhaps the most important of which is the numerical value of the birds you’ve played.  While it’s tempting to immediately play high point birds, lower point birds often are the ones that provide more resources to you when activated over the course of the game. (The higher point birds often just look pretty).  

The nonprofit lesson, especially for those getting going: Don’t always go for the biggest impact right from the start.  (See my recent blog and read the section about the impact/effort matrix). It’s often better to set in motion strategies that take less effort, for less impact, while building resources for a bigger play down the road.

Lesson 2: Search for synergies

In Wingspan, all the birds you play have powers.  For example, one bird when activated may give you a worm.  Another bird may let you permanently cache worms on a bird, which counts as a point at the end of the game.  These birds have more value when played together than just one of them.  It’s usually not the person who plays the “best birds” who wins, so much as the best birds that reinforce each other. 

The nonprofit lesson:  Look for synergies where work done to pursue one outcome also benefits another outcome.  Perhaps your community education reinforces your advocacy work.  Or the content you create for your email newsletter can also extend your social media reach.  Or your advocacy work yields ongoing funding that provides future opportunities for advocacy.

Lesson 3: Focus on a few things

While it’s tempting to build really strong sets of birds in all three habitats (forest, grasslands, and wetlands), my experience is that focusing on just two yields a better result, as you can play more birds in those habitat that build upon each other when activated in succession.  Not that you play zero birds in the third habitat – that rarely works – but focus that habitat on playing higher point birds. 

The nonprofit lesson: Don’t try to do everything equally all at once.  Pick one or two things to do really well and build out from there.

Lesson 4: Don’t chase shiny objects

The game has four rounds and each round has a unique goal that scores points, randomly picked from a large number of possible end of round goals.  These are things like: number of eggs in the forest, or number of birds in the wetland, or number of brown-powered birds (a particular type).  The randomness makes each game unique (or close to it).  The end of round bonuses are large enough they can determine who wins so it’s important to pay attention to them.  But they’re not THAT large.  If you deviate too much from an otherwise strong strategy to win those end of round bonuses, you often come out worse off. 

The nonprofit lesson: This is the equivalent of chasing money (usually from a foundation). It sounds great to get the grant, but if it’s for work that you wouldn’t otherwise want to do, it usually is a distraction from your mission and long-term strategy.

Lesson 5: Adapt to your opposition

There are special pink-colored birds that activate when another player takes certain actions.  Think about the bird that lays its egg in another bird’s nest!  Playing these pink birds can be very powerful.  But that’s only true if you’re paying attention to the other player’s strategy to predict what they’re most likely to do.  And if somebody else plays a pink bird early, you may wish to adjust your strategy to avoid benefiting them too much. 

The nonprofit lesson:  Particularly for advocacy organizations who may have organizations on the “other side” of whatever issue you’re focused on, you shouldn’t just ignore their expected opposition as you plan your activities.  Are there things you expect them to do that you should prepare for ahead of time?  Are there things you should avoid doing because it might boomerang back against you based on their reaction?  What messages are they giving to elected officials and how should you adapt your message in response?

Lesson 6: Sharing is often the best option 

Some birds when activated produce resources not just for yourself, but your opponents. Example: When activated, everyone gets a worm.  Or everyone draws a new bird card.   When I first started playing Wingspan, my competitive instinct took umbrage with playing these “sharing” birds.  But over time I saw that the combination of the bird’s point value and the resources offered often gave me more value than my opponents, particularly if I could use other birds that took advantage of the resources. Also, when playing with the same opponents repeatedly over time, my willingness to play “sharing” birds increased the odds my opponents would do so, sending resources my way.  When more players use these types of birds, overall scores tend to go up.

The nonprofit lesson:  There are things you can do as a nonprofit that benefit you and other nonprofits with which you are sometimes competing (over funding, for example), but with whom you often collaborate (working to advance overlapping missions, for example).  Sometimes the best thing to do is something that advances all the groups with whom you’re allied, even if you’re the one putting in the time/money to do it.  Becoming known as an organization that plays well with others increases the odds you’ll be invited into sharing opportunities in the future, including from funders.

Fancy a game?

There you have it: six lessons for nonprofit leaders from playing Wingspan.  I can now play the game more without feeling guilty.  If anyone is playing it online and looking for an opponent, just email me and we can set up a game while chatting about how Trump is taking the country over the edge into fascist authoritarianism. 

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Three quadrant tools for being strategic

July 24, 2025

Filed under: Advocacy,Leadership,Strategic Planning — jonathanpoisner @ 12:21 pm

About a decade ago, I posted a blog that suggested how to apply a matrix approach in organizational decision-making.

The blog examined a time-management technique originally generated by Stephen Covey in his seminal book, 7 Habits of Highly Effective People.  The technique involved assigning all tasks into one of four quadrants based on two axes.  The vertical axis was “important” versus “unimportant.”  The horizontal access was urgent (from a time perspective) and non-urgent. 

Here’s what the matrix looked like as I adapted it from Covey’s Seven Habits (page 151).

The obvious solution applied to organizations (and individuals) is to do away with everything you can that is both unimportant and non-urgent.  That requires discipline. 

The big aha moment (at least for me) was the necessity of addressing the upper righthand quadrant by forcing yourself to spend time addressing items that are important, but where there is never time urgency. 

This tool can be useful for both individuals in how they manage their own time and organizations in how they prioritize staff and board time.   

I recently came across two similar quadrant approaches that are also useful both for individuals and organizations when it comes to making decisions about where to focus time (including what programs/strategies to take on). 

Technique one: The Impact-Effort Matrix.

Technique two: The Impact-Achievability Matrix.

Let’s take them one at a time.

The Impact-Effort Matrix

The Impact-Effort Matrix, like Covey’s time management matrix, has a vertical access of Important versus unimportant (although the term impact is used as a substitute for importance).  The horizontal impact focuses on the level of effort needed to achieve the outcome (a lot of effort versus not much effort).

Of course, in the nonprofit context, “effort” often equates to dollars.  If something requires more effort, that usually equates to time, and money can buy more time (staff-time, contractor time, etc.).

This is what the Impact-Effort Matrix looks like:

Like with the importance-urgency matrix, one quadrant (the lower right) is easy to dismiss: stop doing things that have little impact, but require a lot of effort.  Often times these are things you’re doing because “that’s what we’ve always done.”  Maybe the activity once had a high impact.  Or maybe changes in the landscape have made the activity take far more effort than previously.

It’s also pretty straightforward to prioritize time towards activities that are in the upper left quadrant (high impact, low effort).  This should be the focus of brainstorms about new things your organization may wish to take on.  What are the things that will have the biggest impact for the level of effort required?

What about the other two quadrants? 

  • High Impact/High Effort (the upper right) – Clearly you need to do some in this quadrant because the high impact may justify the level of effort.  These may be activities your supporters care about and want to see done.  For these activities, the primary question I’d ask is: can we accomplish the same result with less effort if we change how we approach the program/strategy? 

  • Low Impact/Low Effort (the lower left) – Think about whether there are secondary ways where you can create impact beyond the primary reason (e.g. impact you’re trying to create) from doing the activity/strategy.  Are there ways to generate excess funding from the activity?  Or some communications/branding benefit? 

In a nutshell:

The Impact-Achievability Matrix

This is very loosely related to Impact-Effort matrix, since what’s achievable can depend on the level of effort applied. 

Nonetheless, I find “achievability” a more useful term than “effort” when evaluating situations where the level of effort is not the major determinant on whether something is achievable. 

This is often the case in advocacy/lobbying context where many of my clients do their work.  

Again, the easy advice is: do more things that are high impact, easy to achieve (upper right quadrant).

Likewise, it’s also easy to advise nonprofits to stop doing things that are low impact and difficult to achieve (lower left quadrant).

For the low impact, high achievability (lower right quadrant), doing some of this activity/strategy is worthwhile as an insurance to be able to have some “wins” or “success stories” you can point to, even if they are low impact.  But if that’s all you ever do, you’re probably not advancing your mission to a significant degree.

For the high impact, low achievability (upper left quadrant), you sometimes do need to roll the dice and take chances to make a big impact, even if success is less likely.  The question I’d ask is: are we designing the work so that we’re building organizational capacity so that even if we “lose” or “fail to achieve” what we set out to, we’re nonetheless positioning ourselves to win future “fights” or make success more achievable further down the road.  Will we come out of the activity with more volunteers, more donors, new skills, a better brand, etc.?  And are we designing the work to maximize the odds we’ll gain these ancillary benefits?

In a nutshell:

So when do you use these tools?  And do you use them in combination?

I’ve used these tools one at a time, rather than creating some more complicated scheme.  I’d be curious to hear if anybody has had success creating some 3-D matrix that pulls from multiple of these tools. 

If you’ve never used these tools, I’d pick the matrix that seems most relevant to your organization and try it out as a decision-making tool.  This could be as part of strategic planning, annual organizational work planning, or just as a tool used by an individual to focus their own time.

Of course, all three matrixes are worthless if the organization tends to misevaluate what’s important!  Or what will make the biggest impact!    

How to evaluate what’s important/impactful will be a focus of a future article.

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16 tips for getting fundraising meetings – UPDATED

July 9, 2025

Filed under: Fundraising — jonathanpoisner @ 3:53 am

I originally created 12 Tips back in 2013.  Here’s an expanded and updated set of 16 Tips. 

One of the biggest keys to successful fundraising is asking people in a meeting for money.

Events, letter, phone calls, and emails all belong as part of a robust, comprehensive fundraising system.  But thriving organizations almost always find that one-on-one solicitations are where they secure most of their unrestricted funds.

Many fundraisers I train believe that making the ask at the meeting is the easy part – where they profess to get held up is in getting the meeting in the first place.

Here’s sixteen tips for how to get the meeting

1. Make sure you’re working connections and not cold prospects.  If they’re not current donors, you should focus on people you know, or having someone who knows the donor connect you (either by making the meeting request directly or at least letting you use their name).  If you’re counting on your board to supply connections and they’re not being helpful, find others who will be (from existing donors, allies, don’t be shy in asking for help).  

2. Make the request via phone.  It’s too easy to duck an email and in an email you can’t engage people, motivate them, and respond to any misapprehensions they might have about the meeting.  If you don’t have their phone number, there are still ways to look up people’s number just as in the old days of the white pages.  (Don’t have phone numbers, check out tip 16).     

3. Be persistent without being a pest.  You will often have to try to call a donor a dozen times before getting a meeting request in, especially with people are increasingly not answering their phone.  So script out a really compelling short voicemail message that ends with the bottom line: I’ll to reach you again next week. This increases the odds they’ll pick up the phone when you call again.   Just keep trying at different times and dates.

4. Start the process far in advance of when you really need the meeting to happen.  If you need the ask to take place in November, start requesting the meeting in October.  The further out you set a proposed date, the less likelihood that conflicts will get in the way.  Or, if you ask for a time 10 days out and they say they are already booked, it gives you an easy (and hard to refuse) follow-up ask for a later time when they’re not booked.

5. If they say it’s a bad time to talk, ask if you can call back “in an hour” or “tomorrow.”

6. Start by thanking them if at possible.  For past donations.  For past volunteer work.   For some other community work they’ve done even if not for your organization.

7. Be passionate and upbeat.  Passion is contagious and people are more likely to want to spend time with someone if they perceive you as upbeat.  You are selling yourself as much as the organization in trying to set up the meeting.

8. If it’s geographically appropriate, tell them you’re going to be in their area.  Some donors are reluctant to have you make a special visit just for them.  But if they think you’re already in the area, they’re more willing to meet. 

9. Make clear you’re looking both for their input and to see how they can help.  Propose some topic where you’re seeking input (your upcoming or new strategic plan, your communications, ideas, some specific organizational issue, etc.).

10. Create some time-urgency.   Mention something you hope to do in 2-4 months and the impact it will have and that you’re talking to supporters so that you’re in a position to move forward at full capacity. 

11. Propose a specific date and time.  Don’t ask: “Can we meet?”  Ask: “Are you free to meet on Tuesday the 22nd at 3 p.m.?”   Assume they want to meet.  Wouldn’t anybody want to meet you?  Get them focused on the where/when.  

12. Focus on their convenience, not yours.  Always offer first to meet them at their home, office, or a nearby coffee shop or restaurant.  Let them choose.  Be willing to meet early in the morning, just after work, or during the evening.  If they say they’d like to meet via zoom, that’s not a bad option compared to no meeting, but make at least one attempt to gently push them into an in-person option.  

13. Be prepared to pivot back to a second ask for a meeting if they initially say no.  In my experience, nearly half of the eventual meetings I got involved a donor prospect initially saying something like: “I’m too busy” or “Don’t waste your time with me, I’ll donate regardless.” 

14. Use peer pressure.  If you know they’re friends/colleagues/rivals of someone else who you’ve met with or are meeting with, figure out how to drop that into the conversation.

15. If they say something that divulges something personal (e.g. I’m going to my son’s wedding”), don’t be afraid to follow up with a question designed to make the relationship more personal (e.g. “Congratulations!  Where is he getting married?”  You should be genuinely interested in them as a person, not just a checkbook.

16. Lastly, if you don’t have phone numbers for a donor, consider ways to obtain it.  The free way: If you know of a board member or person close to the organization who likely has it, don’t be shy to ask.  The paid ways: If your organization subscribes to a Wealth Screening service via your donor database, those often come with a data append function that will provide phone numbers.  Alternatively, WhitePages.Com is a relatively affordable (on a monthly basis) way to put in a name and physical address and get information about the person, including phone number.  You may be able to subscribe for just a couple months to fill in phone numbers for your top donor prospects and then let your subscription lapse. 

Have your own tip with something that’s worked for you?  Please share your ideas!

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Selling without Overselling

June 30, 2025

Filed under: Communications,Fundraising,Online Communications — jonathanpoisner @ 10:59 am

I was recently talking with a former Executive Director whose organization thrived under their leadership.

I’ve been thinking a lot about one of their comments.

Their comment: “In promoting their organization to funders, allies, stakeholders, and others, they were always trying to find the balance between selling and overselling.”

What did they mean by that?

If you fail to “sell,” you’re organization is going to flounder.  The nonprofit space is crowded and people need to be motivated in some way to take actions you want (whether it’s offering direct financial support, volunteer energy, or some other action).

Yet, if you “oversell,” you can overstate your organization’s role in events, particularly when your work is done in coordination of some form with other nonprofits.  You may secure funds this way in the short-term, but there’s a high risk of this boomeranging against you over the long run as the truth emerges.

I’ve personally seen an organization go from solid to in trouble because a new Executive Director “oversold” to key funders and those funders lost faith when the organization didn’t deliver and the word got back to the funders that the organization was taking credit for coalition work that was outsized for their role.

So how do you know if you’re finding the balance between selling and overselling.  Or perhaps worst of all, not selling at all.

Here are some techniques for finding the right balance.

Evidence that You’re Not Selling Enough

While not the focus of the comment that prompted my thinking, I’ve seen Executive Directors reluctant to tout their organization and unwilling to sell.

Of course, some object to the word “selling” when it comes to nonprofits.  In their view, nonprofits aren’t a commercial endeavor. 

I disagree.  Nonprofits are selling impact – something they’re doing in the world that the donor wants and is willing to contribute towards achieving. You are in the business of connecting people’s values with your organization’s mission.  In the process, you’re both making the impact they desire and helping them feel good about themselves.

But what about the “sales” part?  It’s not just about marketing – building the brand so to speak.  You also need to sell:  to get to that point in the conversation you’re having with potential donors where you “ask” and they say yes (or no).

Warning signs you’re not selling enough?

  • You don’t celebrate/communicate your successes and tout the impact you’re going to have with further donations.
  • You’re not willing to stand out from the crowd.  I recently discussed with an organization that was clearly the leading group for a geographic area when it came to an issue, but they balked at describing themselves that way, preferring to say “one of the leading organizations.” I believe their fundraising is suffering because they’re unwillingness to toot their own horn.
  • You meet with donors and don’t make an ask or just generally say: “we hope you’ll contribute.” You’re a salesperson, not just a marketer.

Evidence You’re Selling Too Much

Of course, overselling is also something I’ve seen repeatedly among nonprofits. Sometimes this is based on a charismatic leader who sells themself as much as the nonprofit and its impact.

Those who oversell risk coming across as inauthentic and losing the trust of supporters.

So how do you know if you’re overselling?

  • If you’re prone to exaggerating your claims of success and justify doing so by saying, “everyone does it.”
  • If more than 25% of your communications with supporters represents an “ask.”   (Use the 80-20 rule — 4 communications that are not about donations for every “ask”).
  • If your social media churn and email list attrition is greater than typical for the nonprofit world.  (Check out the M&R benchmarks for some evidence on that front).

You may want to bring in a third party to help review whether you’re overselling.

  • Do a brand audit, looking at your communications and fundraising materials.  Somebody taking a fresh look can help.
  • Use strategic planning (or some other hook) as a reason for having a neutral party confidentially interview the organizations with which you are most frequently collaborating. If you have a reputation for taking more credit than deserved within coalitions, it will likely come out in the interviews.

Finding the Sweet Spot

Presumably, if you’re selling enough, and not overselling, you’ve found the sweet spot.

You’re authentically communicating in a positive way about your impact, taking credit for who you are and what you’re accomplishing.

Donors and supporters respond accordingly.

Relationships are strengthened.

Jim Collins, in his monograph, Good to Great and the Social Sector, talks about organizations that find the sweet spot in a Venn diagram where they are the best at something, they are passionate about something, and there is a resource engine (e.g. donors who’re interested/excited to help, or some other financing method). 

With that in mind, my final recommendation:

  • Find your passion and don’t be afraid to show it!
  • Be the best at something and let people know it!
  • Authentically communicate with your potential supporters, building relationships based on trust where you tout your successes without exaggerating them.
  • And don’t forget to make the ask.

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