How chief fundraisers break through the $10M ceiling


The 10 Leadership Shifts Every Chief Fundraiser Must Make

Issue #011

This week's strategic brief (5-minute read)

The chief fundraisers who double contribution revenue don’t just work harder. They make 10 big leadership shifts that separate them from those who stall.

After 30+ years leading teams, and now growing from $8M to $27M, I’ve seen where most chief fundraisers get stuck and what the successful ones do differently.

The breakthrough is simple: the skills that got you to $10M become barriers at $20M.

The $10M Leadership Trap

At $10M, you can know every donor personally.
At $20M, you need systems that work without you.

At $10M, you can review every proposal.
At $20M, you need teams who can write strong proposals without you.

At $10M, you can attend every cultivation meeting.
At $20M, you need to decide which 10 relationships only you can manage.

Most chief fundraisers get promoted because they’re great tacticians. But scaling requires becoming a strategic architect.

The 10 Strategic Shifts

SHIFT 1: From Managing Tasks → Managing Outcomes
$10M: “Did we submit the grant?”
$20M: “Are we positioned as their top strategic partner?”
→ Stop tracking activity and start measuring depth and positioning.

SHIFT 2: From Reviewing Everything → Building Judgment
$10M: “Let me check that before it goes out.”
$20M: “Here’s the framework for making that decision.”
→ Build decision frameworks instead of being the bottleneck.

SHIFT 3: From Donor Focus → Portfolio Strategy
$10M: “How do we steward this donor better?”
$20M: “What should our donor portfolio look like in 3 years?”
→ Think in terms of portfolio health, not single donors.

SHIFT 4: From Problem Solving → System Building
$10M: “I’ll fix that.”
$20M: “What system prevents this problem next time?”
→ Every problem becomes a chance to build process.

SHIFT 5: From Always Available → Strategically Available
$10M: “My door is always open.”
$20M: “Here’s when I need to be looped in.”
→ Create clear escalation rules so your team knows when to solve and when to elevate.

SHIFT 6: From Relationship Owner → Relationship Strategist
$10M: “I’ll manage our top 50 donors.”
$20M: “I’ll own the 10 relationships only I can handle.”
→ Focus on assignments, not just personal stewardship.

SHIFT 7: From Annual Planning → Quarterly Execution
$10M: “Here’s our yearly plan.”
$20M: “Here’s what we’ll deliver in 90 days.”
→ Move from annual hoping to quarterly progress.

SHIFT 8: From Team Management → Talent Development
$10M: “How do I get better performance?”
$20M: “How do I grow leaders who scale without me?”
→ Shift from managing work to multiplying leadership.

SHIFT 9: From Revenue Pressure → Revenue Strategy
$10M: “We must hit this year’s number.”
$20M: “What model sustains growth beyond this year?”
→ Focus on engines, not just targets.

SHIFT 10: From Expert → Architect
$10M: “I’m the best fundraiser on the team.”
$20M: “I build systems that create great fundraisers.”
→ Value comes from organizational capability, not personal skill.

How to Put This Into Practice

These shifts don’t happen overnight. Pick one shift and work on it for 90 days. Then move to the next.

Suggested Sequence

  • Months 1–6: Focus on Shifts 1–3 (Outcomes, Judgment, Portfolio)
  • Months 7–12: Shifts 4–6 (Systems, Escalation, Relationships)
  • Year 2+: Shifts 7–10 (Execution, Talent, Strategy, Architect)

The Hardest Transition

Shift #10 is the toughest because it means letting go of being “the best fundraiser.” You got promoted for execution, but now your success depends on making others successful.

I’ll be honest: this was the hardest for me. It felt like giving up my identity. But once I stepped back, my team grew stronger, and so did revenue.

Scale Check

Which shift would create the biggest impact for your operation right now?

If you’re not sure, start with Shift #2 (Building Judgment). Everything else gets easier when your team can think strategically without you.

Coming Next Week

You've identified which leadership shift would create the biggest impact for your operation. But here's the challenge most chief fundraisers face: How do you promote your best fundraiser without losing your best fundraiser?

Next Sunday: "Why Your Best Fundraiser Shouldn't Be Your Major Gifts Director." Let's address this talent development mistake that stalls growth and explore the hiring framework that resolves it.

Your Turn

Which of the 10 shifts resonates most with your current challenge?

Hit reply and tell me:

  • Which shift feels hardest for you right now?
  • What's making that transition difficult for you?
  • One specific thing you'll try in the next 30 days

I read every response and often feature the best insights in future issues (with permission, of course).

Until next week,
Christine

P.S. The chief fundraisers who scale to $20M+ aren’t necessarily the best fundraisers. They’re the best at building other fundraisers. That’s Shift #10 in action.

I’m Christine Bork, Chief Development Officer at the American Academy of Pediatrics. I write Chief Fundraiser Weekly to help other fundraising leaders escape the chaos of daily tasks and build high-performing, strategy-first operations.

If you found this helpful, forward it to a peer—it might be the boost they need.

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Chief Fundraiser Weekly

Most senior fundraisers spend 70% of their week in tactical work instead of leading growth. I’m a practicing Chief Development Officer scaling a $27M shop, and I share the systems that actually work. Every Sunday, you’ll get a 5-minute executive brief with one system, real proof, and one action you can use right away.

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