Encore Careers: Diane Hageman’s Path from Healthcare Marketing to YMCA Leadership

If you’ve ever wondered what a meaningful “Act Two” looks like, meet Diane Hageman—a Central Minnesota powerhouse whose career arc proves you can evolve, lead, and stay true to your values at every stage.

On a recent episode of Behind the Brand, Moxie Creative’s Taylor and Kelly sat down with Diane to unpack her path: from early healthcare marketing at St. Cloud Hospital and CentraCare, to media relations at the College of St. Benedict, to purpose-driven fundraising leadership at the YMCA of St. Cloud. Along the way, she helped shape major service lines, pitched national media, navigated digital transformations, raised money during a pandemic, and found new ways to serve her community.

This recap explores the episode’s biggest themes—encore careers, women in leadership, community impact, and flexible work—and shares lessons you can apply to your own career or business journey.

From Intern to Innovator: Building a Foundation in Healthcare Marketing

Diane began her career at St. Cloud Hospital while finishing her communications degree at St. Cloud State in the 1980s. It was a period of transformation: local hospitals were evolving into regional systems, and healthcare marketing was still uncharted territory.

Diane helped brand and promote services like the Heart Center, Family Birthing Center, and cancer care—showing how strategic storytelling could connect patients to life-changing programs. Her early work laid the foundation for modern healthcare marketing in the region.

Lesson: When your industry is shifting, own the narrative. Be the first to communicate change clearly and consistently.

The PR Superpower: Spot the Story Before Everyone Else

During her years supporting senior care and working alongside visionary leaders like Sister Rita, Diane developed a skill that became her hallmark: recognizing a great story before it hits the headlines.

Her ability to identify local innovation and connect it to national trends earned coverage from outlets like the New York Times and major Minnesota networks—elevating both her organization and the region she served.

Lesson: Media moments don’t happen by accident. Great stories come from pattern recognition and bold pitching.

Career “Itch” as a Compass

Throughout her career, Diane noticed a rhythm—every five to seven years, she felt “itchy” for change. Rather than ignore it, she treated that restlessness as a signal to learn, grow, or pivot. That mindset moved her through new industries and roles, from healthcare to higher ed to community fundraising.

Lesson: If you feel stuck, take it as a cue for reflection. Sometimes, career longevity is built on knowing when to evolve.

Re-Entering During a Digital Shift

In 2007, Diane joined the College of St. Benedict just as social media and digital platforms were reshaping communications. She embraced the challenge—helping the college secure national placements while guiding leaders and students through a new media landscape.

Her success showed how adaptability—and a willingness to learn alongside younger peers—keeps a career relevant in changing times.

Lesson: Transformation rarely feels comfortable. Learn publicly, stay curious, and share what you discover.

The Fellowship that Reframed “What’s Next”

After decades in marketing, Diane enrolled in the University of Minnesota Advanced Careers Fellowship (U-MAC) in 2018—a program for professionals in their 50s and 60s exploring their “encore adulthood.” Through coursework, speakers, and mentorship, she re-examined her skills, values, and purpose.

The experience gave her clarity on her next step: a pivot toward mission-driven work and community service.

Lesson: Reflection is powerful. Whether through a program, mentorship, or sabbatical, intentionally step back to assess where you can make the most impact.

Purpose with a Bottom Line: Fundraising at the YMCA

Soon after her fellowship, Diane joined the YMCA of Central Minnesota as Director of Fundraising—just in time for the pandemic. Overnight, in-person events turned virtual. Diane led creative solutions like “Promenade Party Packs” and digital campaigns that kept donations flowing when families needed the Y most.

Her leadership not only sustained vital programs but redefined what flexible, mission-driven work could look like.

Lesson: During crisis, creativity and empathy are your best tools. Lead with purpose, and generosity will follow.

The Sandwich Generation, Reimagined

In her “Act Two,” Diane balanced work, family, and caregiving—supporting her mother and spending time with her grandchildren while maintaining part-time freelance work. Instead of stepping away, she redefined what meaningful work looked like.

Lesson: Flexibility isn’t a perk—it’s a sustainable strategy that keeps skilled professionals engaged through life’s changing seasons.

Women in Leadership: Then vs. Now

The conversation also explored how workplace culture for women has evolved—from the strict expectations of the 1980s to the more open, flexible environments many leaders now champion. As Kelly and Taylor noted, today’s small businesses can thrive by prioritizing balance and empathy without sacrificing results.

Lesson: Modern leadership is built on systems, not sacrifices. Plan ahead, respect boundaries, and empower results-driven flexibility.

Five Practical Takeaways for Your Brand or Career

  1. Name your season. If you’re feeling restless, use that energy to realign your career with your purpose.

  2. Curate your stories. Keep track of the human outcomes and milestones that define your impact.

  3. Design flexible systems. Structure work around projects and deliverables—not hours.

  4. Build long-term community partnerships. Consistency breeds trust, and trust fuels growth.

  5. Invest in reflection. Periodically pause to reassess your goals and measure progress beyond metrics.

Tune In and Get Inspired

At Moxie Creative, we help small businesses, nonprofits, and entrepreneurs start strong, stand out, and stay bold.

Diane’s encore career is a living example of that philosophy—blending passion, purpose, and perseverance across decades and disciplines.

Whether you’re considering a career pivot, building a legacy brand, or exploring how to keep your work meaningful through life’s transitions, her story reminds us that reinvention is always possible.

Listen wherever you get podcasts!

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