Everyone loves the idea of collaboration — but real partnership? That’s harder. From mismatched visions to unclear roles, even the most well-intentioned alliances can go sideways fast. In this episode, Eric and Jonathan break down what makes partnerships work — and what to watch out for before saying yes. ➔ The five elements every partnership needs to succeed (straight from the Collective Impact framework). ➔ The one conversation to have before committing to collaborate. ➔ How to recog...
Too many social impact leaders step into donor meetings with a bold vision — but an unclear case for why anyone should support it. Your case for support isn’t just a fundraising tool — it’s a strategic asset that can align your messaging, mobilize your team, and inspire serious investment in your mission. But only if you get it right. In this episode, Eric and Jonathan walk through a 5-part framework to help you build a clear, compelling case that connects with hearts and minds — and opens do...
We’re constantly told to “do more with less” — but what if that’s the wrong goal altogether? In this episode, Eric and Jonathan challenge the traditional definition of efficiency and unpack why it can be a trap for social impact organizations. From donor pressure to staff burnout, they explore how the pursuit of efficiency often undermines effectiveness — and what to prioritize instead if you're serious about sustainable, meaningful impact. ➔ Why efficiency and innovation often live at opposi...
Too many social impact organizations are stuck trying to explain everything they do — and in the process, end up saying nothing that sticks. When your mission is complex, how do you distill it into a clear, compelling story that actually resonates? In this episode, Eric and Jonathan dig into the storytelling struggles that come with multifaceted missions — and offer a practical framework to help you cut through the noise, focus your narrative, and connect more powerfully with your audiences. ...
Major donor funding can feel like the holy grail of nonprofit growth — big checks, deep relationships, and potentially game-changing support. But what’s often left out of the conversation? The risk. In this episode, Eric and Jonathan dive into the real tradeoffs of major donor programs — the power dynamics, the mission drift moments, and the long runway it takes to build trust at scale. Whether you're building from scratch or recalibrating your fundraising strategy, this candid conversation w...
Annual reports shouldn’t feel like an obligation — they should feel like a gift. But for too many nonprofits, impact reporting is still stuck in the past: flat, uninspired, and quickly forgotten. In this episode, Eric and Jonathan unpack how to rethink your approach to reporting — and turn your annual impact story into one of your organization’s most powerful strategic tools. ➔ The secret ingredient of high-performing reports. ➔ The real ROI of a well-designed impact report — and how to...
Social impact leaders are visionaries — but getting others to see what you see isn’t easy. When your work hasn’t caught up to your ambitions, how do you win over funders, staff, and partners who need proof before they commit? In this episode, Eric and Jonathan explore what it really takes to sell a bold new vision — even when the work is still taking shape. ➔ Why internal conviction is the first — and most underrated — step to building external trust. ➔ How to frame your future vision w...
Nonprofit leaders know storytelling matters — but many are missing a critical opportunity to move hearts, shift narratives, and deepen support. In this episode, Eric and Jonathan pull back the curtain on why so much nonprofit content falls flat — and how a simple three-step framework can radically transform the way you communicate your mission. ➔ Why "naming the problem" is more powerful — and more complicated — than you think. ➔ The common trap organizations fall into when showcasing impact...
Not all “no’s” are equal—and if you’re in fundraising, you know that firsthand. In this episode, Eric and Jonathan unpack the three types of objections every social impact leader will face: the silent no, the vague no, and the hard no. They explore why each shows up, what it’s really signaling, and how to respond in a way that transforms rejection into relationship. Whether you're navigating donor hesitancy or partner pushback, you'll walk away with practical tools to shift conversations from...
Social impact leaders are scaling back, funding streams are evaporating, and public trust is eroding. In this candid kickoff to Season 4, Eric and Jonathan hold space for what’s really happening in the field—and why this moment demands courageous communication, community resilience, and reimagined leadership. This isn’t a time to shrink. It’s a time to show up. The surprising parallels to early COVID-era chaos (and how that can inform today’s crisis response)Why you might need to ‘scale back’...
To wrap Season 3, Eric and Jonathan are doing something different — and a little vulnerable. In this raw and unfiltered finale, they look back on the leadership decisions, strategic misfires, hiring blunders, and marketing missteps that didn’t go according to plan. No spin. No gloss. Just two founders owning their hardest lessons out loud. Why end the season like this? Because mistakes aren’t just part of leadership — they are leadership. If we want a social impact sector that embraces failur...
What do you do when your mission is evolving… but your brand, programs, and funding strategy haven’t caught up yet? In this episode, Jonathan brings a live challenge to the table: a bold new vision for the Seymour Center that could reposition it as a hub for climate solutions and STEM leadership — but it comes with branding risks, potential backlash, and major funding implications. Eric coaches him through the decision-making, exploring when to stay quiet, when to go big, and how to avoid mis...
The funding landscape is shifting, and relying on the same revenue strategies that got you here may not be enough to take your organization to the next level. Many nonprofits and social enterprises struggle to generate enough revenue—not just to sustain their work, but to fully fund their missions and reinvest in long-term growth. So how do you build a revenue model that works? One that’s not just about survival, but about impact at scale? In this episode, Eric and Jonathan dive into how fund...
We are living through the biggest shift in media and marketing of our lifetimes. Misinformation spreads faster than ever, trust in institutions is crumbling, and social impact leaders are left navigating a fractured, chaotic digital landscape. So how do you build credibility, mobilize communities, and create real impact when attention is scattered and trust is eroding? In this episode, Eric and Jonathan break down the new realities of marketing and media—the rise of digital tribalism, the fin...
Most social impact leaders think they’re measuring their impact — but are they really? Measuring impact is especially difficult when change happens over years or even decades, and when the outcomes are tied to complex, systemic issues. On top of that, the process of evaluation and measurement can feel like extra work — another task on an already full plate. But without it, we risk relying on anecdotes and vibes instead of real data to prove we’re making a difference. In this episo...
Nonprofit leaders constantly hear that diversifying revenue streams is the key to financial stability. But what if that advice isn't the whole story? Research shows that 90% of high-growth nonprofits rely on a single dominant funding source. Does that mean nonprofits should double down on one funding stream—or is there a smarter way to approach fundraising? In this episode, Eric and Jonathan break down the real reasons some nonprofits scale while others stay stuck, the risks and rewards of fo...
Failure isn’t just a possibility in social impact work — it’s inevitable. But are we failing constructively? In this episode, Eric and Jonathan break down the difference between constructive failure and harmful failure, and why embracing the right kind of failure is essential for innovation, leadership, and long-term impact. From team dynamics and funding challenges to moonshot thinking and psychological safety, this conversation will shift your perspective on what it truly means to fail — an...
If you’ve ever felt like your messaging isn’t quite landing — like people don’t get it or aren’t inspired to take action — you’re not alone. We hear it all the time: “We’re struggling to tell our story.” But here’s the thing: your story isn’t the story that matters most. The real question is: How do you craft messaging that actually moves people? In this episode of Designing Tomorrow, we’re breaking down the last messaging framework you’ll ever need. We cover: The biggest messaging mistake mo...
The way we work is changing — fast. Remote work, shifting boundaries, and evolving expectations have reshaped what it means to work in the social impact sector. But are nonprofits keeping up? In this episode, Jonathan and Eric dive into the unique challenges mission-driven organizations face in building a sustainable, healthy work culture. From balancing remote flexibility with team cohesion to tackling burnout in a sector known for overwork, they explore what leaders must do to attract and r...
Confidence: it’s one of the most critical traits for effective leadership, but also one of the trickiest to master. In this episode of Designing Tomorrow, Eric and Jonathan dive into what it truly means to embody confidence as a social impact leader. From personal struggles with self-doubt to lessons on humility, resilience, and overconfidence, this conversation pulls back the curtain on the realities of leadership in nonprofit and social enterprise sectors. How can confidence breed suc...