If you’ve ever felt weighed down by burnout or the urge to abandon it all and start fresh, you’re not alone.

In this lively conversation, serial entrepreneur Megan Eckman shares her delightfully candid journey of starting, scaling, hibernating, and moving on from multiple businesses, offering honest lessons you won’t find in most business books.

We talk about Megan’s recent ADHD diagnosis, the three distinct ways she’s learned to transition in business, the emotional toll and freedom of letting go, and how curiosity and self-awareness have kept her evolving as both a creator and entrepreneur.

Why You’ll Love It:

Megan walks us through the three ways she’s learned to pivot and the circumstances that led to each one, allowing her to follow her curiosity and pursue her creative impulses, without risking her well-being or financial stability:

Test & Build - Learning to listen to your customers, running small experiments, and transitioning into new opportunities

Jump Without a Parachute: The Hard Stop Pivot - When a dramatic, not-so-planned exit from a thriving business is the way to save your sanity —and what it really takes to walk away.

The Hibernate & Resuscitate Pivot - Sometimes the best move isn’t quitting cold turkey, but putting a project “in the freezer” while you work on your next big idea.

Three key takeaways:

Pivoting isn’t failure—it’s evolution. Whether you’re testing and building, taking a bold leap, or putting a project into hibernation, each pivot can be a strategic step toward growth and alignment. (Diann said it perfectly: “You can burn out on your own success just as easily. Maybe even easier.”)
Curiosity is your greatest asset. Megan Eckman reveals how following her curiosity—not just passion or profit—helped her create unique offers and build true superfans, even when the work didn’t “look” like her dream on paper.
Burnout prevention requires boundaries and self-awareness. Recognize when you’ve hit your scale ceiling—or when you’re simply not excited anymore. It’s okay to say “enough,” recalibrate, and design your next chapter intentionally, not reactively.

Mic Drop Moment:

“It was basically a ‘hold my beer, I’ll go build that business for you.’ To be fair, they did wait a month.” Megan Eckman

About today’s guest, Megan Eckman

Megan Eckman is a serial entrepreneur who constantly finds new ways to delight her audiences, from fantastical pen-and-ink illustrations to bold embroidery kits to fantasy rom-coms.

For 14 years, she ran an embroidery kit business, managing revenue streams from wholesale, retail, and subscriptions. She's a published author and now also a podcast co-host for a show all about networking.

When she’s not working, she’s likely out on one of her bicycles exploring new routes in the woods. She lives in Vancouver, WA, with her husband and tri-color cat. Megan was diagnosed with ADHD in her 30s.

Connect with Megan:

Fat Cap Design

PDX Spellbound

The Awkward Handshake podcast

Your ADHD-ish host, Diann Wingert

Diann Wingert brings decades of experience as a psychotherapist and serial business owner and is now a sought-after coach to entrepreneurs with ADHD traits. Her style is direct, strategic, and always honest—peppered with the insight of someone who lives and breathes the neurodivergent experience.

Known for her candor and her refusal to compromise on what matters, Diann Wingert is a fierce advocate for self-acceptance and meaningful growth at the intersection of neurodivergence and entrepreneurship.

Mentioned during this interview:

Etsy

Colonial Patterns

Lisa Congdon

Simple suggestions for preparing for your next potential pivot:

1) Assess emotional, financial, and market conditions regularly.

2) Define your personal “red flags” for burnout and your criteria for build and grow, hard stop and hibernate, and resuscitate pivots

3) Inventory current and planned activities, noting which are energizing versus draining.

4) Keep communication open with your clients/community during hibernation phases. You never know who might want to be a part of whatever you do next.

If this episode saved you from burnout (or burning your business down…), now would be a perfect time for that 5-star rating and review you keep meaning to leave. Here’s the link to make it happen. Be sure to mention what you loved about the episode or the show in general.