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Diligent Q&A – Darian Rodriguez Heyman on Navigating AI, Regulation & Rising Expectations

April 7, 2026
7 min read
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In this article

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Jordan Gingrich-Hadley

Jordan Gingrich-Hadley

Director, Marketing Communications

Mission-driven organizations are facing rapid change as AI, new regulations, and rising expectations reshape how boards lead and make decisions. Many are recognizing that the old ways of working aren’t enough. They need clearer structures, stronger accountability, and modern tools that support their mission in a more complex world.

That’s why nonprofit leaders are heading to Diligent Elevate 2026, where they’ll explore practical innovations that strengthen governance and help boards respond with confidence. Among this year’s speakers is Darian Rodriguez Heyman, a longtime advocate for nonprofit effectiveness whose advice is known for being both candid and highly actionable.

We sat down with Darian for his unfiltered take on governance, board expectations, and the real opportunities AI presents for mission-driven organizations. Here’s what he had to say:

Q: What's a blunt truth you'd tell a mission-driven board or leadership team behind closed doors about their governance, risk and compliance programs?

A: If a board believes it can avoid risk by staying away from AI, that’s a dangerous misconception. Choosing not to engage with AI doesn’t protect the organization; it increases exposure. Without clear organizational policies and guardrails, employees will still use AI tools on their own, often without understanding the risks or data privacy implications. Everyone is already using AI in some form, whether an organization has an official approach or not. That’s why it’s essential for leaders to get ahead of AI use now and proactively manage issues like data security and responsible implementation.

Q: What’s one thing most mission‑driven organizations overlook or underestimate about turning governance, compliance, and ethics into a lived culture rather than a checklist?

A: Too many leaders think of governance as bureaucratic or burdensome, even though governance provides the scaffolding for leadership and impact. For mission-led organizations, it's crucial that we practice what we preach and embrace our values by taking a responsible approach to our work and internal operations.

It’s not administrative noise; it’s a foundational part of running a mission-aligned organization. The oversight of aligned leaders helps enable us to reach bigger heights and serve more people more effectively.

The challenge is that because of this common perspective, too many non-profits don’t set clear expectations for their boards. That means a lack of clarity on roles and responsibilities and how all the pieces fit together. That ambiguity leads to misaligned expectations. When organizations communicate clearly and transparently, the full potential of governance can be unlocked.

Q: Looking 12–24 months ahead, what will look materially different in how mission-driven boards respond to evolving regulatory and stakeholder expectations — from AI and data privacy to transparency and accessibility?

A: In short, we will all have a robotic intern in our back pocket. AI and technology-powered tools will increasingly provide proactive, tailored news and updates to nonprofit leaders and boards. Whereas today you have to go hunting for this kind of information or hire an expensive consultant, there are new tools rolling out every day that proactively comb the internet to identify important changes to policy and regulations that will impact our organizations.  Over time, these tools won’t just surface what you need to know—they’ll help interpret those changes and support your response, giving boards a level of visibility and preparedness that simply wasn’t possible before.

Q: In 3 years, what will be considered table stakes in GRC for mission-driven organizations that feels optional today?

A: As technology fuels the adoption of best practices, I expect it to be completely standard to have the building blocks of good governance in place within most non-profits.

I frequently work with small to mid-sized organizations – and even large ones – that still don’t have a concise and clear board member agreement that outlines roles and responsibilities. They also lack an intentional approach to recruitment that uses a board matrix.

In addition, many nonprofits still do not use a consent agenda (my favourite tool as both an ED and a Board Chair!), and they often miss the added benefit of pairing it with an organizational dashboard. Together, these tools streamline board meetings by moving routine updates to the first five to ten minutes and freeing the rest of the meeting for dialogue and problem-solving.

As these fundamentals become more accessible, they will move from aspirational to expected, giving boards the structure to spend less time on updates and more time on the strategic conversations.

Q: Where do you see the biggest blind spot between what mission-driven leaders and boards think they're doing well and reality?

A: I am consistently hearing from executive directors who are frustrated that their boards are not more engaged in fundraising, even though that expectation was never clearly communicated. Too many nonprofit CEOs assume that fundraising is a crucial part of the board’s role, but money is a tricky thing. Most board members think fundraising only means asking someone for money, and that can be an uncomfortable conversation.

The biggest blind spot is recognizing that effective fundraising, when done properly, is primarily about building and nurturing relationships. Although the ask is certainly a culminating moment, most of the real work happens before and after it through cultivation, stewardship and ongoing engagement.

Q: Where is the biggest untapped opportunity for mission-driven boards and executives to turn GRC into a strategic asset that strengthens trust, resilience, and impact?

A: When done right, governance supports the organization and the executive director and helps provide a sound basis for judgment and critical decisions. That means integrating some of the tools mentioned above to create the foundational structures for good governance and focusing on the generative discussions that move the work forward. It also requires ensuring ample time to solve the problems the team does not already have answers to before walking into the meeting, instead of using meeting time primarily for one-way updates.

Q: What's one high-impact, realistic action a mission-driven leadership team could take in the next 90 days to get ahead?

A: Write it down! If the only articulation of what it means to be a board member can be found in your bylaws, where it's typically expressed vaguely and written in legalese, you have a gap, or perhaps even an opportunity.

Over the next 90 days, talk with your board and identify the minimum requirements that are reasonable to expect of each and every member. Be sure to talk about:

  • term limits and the board term
  • concrete expectations around meeting participation and committees
  • fundraising engagement

Along with the standard requirements related to conflicts of interest and fiscal responsibility. Use these requirements as a foundation and shape them in partnership with the board, ensuring expectations are clear without catching anyone off guard.

Q: What are the smartest mission-driven organizations already doing in governance effectiveness and culture transformation that others haven't caught up to yet?

A: One of my favorite tactics is integrating a mission moment into most board meetings. Because board members aren’t always close to the day-to-day impact of the work, it can be grounding to begin the meeting with a brief client story that highlights how the organization’s work has made a meaningful difference. This simple practice brings the mission into the room and reconnects everyone to the purpose behind their decisions. When combined with the tools mentioned earlier for streamlining routine updates, these mission moments create the space needed for richer, more generative discussions and lay the foundation for vibrant dialogue.