Redefining Success After Loss: An ADHD-Informed Approach to Grief & Burnout

ADHD-ish Podcast, ADHD-ish blog, Diann Wingert, Diann Wingert Coaching, New Success After Loss, ADHD Grief & Burnout Relief, business strategist coach, small business owner burnout, setting boundaries work, Steph Cottrell, client success story

Welcome back to ADHD-ish! In this episode, host Diann Wingert sits down with her client Steph Cotrell for a candid and relatable discussion about what it really means to build—and rebuild—a business when you have ADHD traits and life throws you curveballs. 

Originally hired to help Steph Cotrell grow and scale her successful business, Diann quickly uncovered some uncomfortable truths about her business model, specifically how her notion of collaboration revealed a lack of boundaries, which led to burnout. 

Their coaching journey took an unexpected turn as Steph was faced with redefining her work, grappling with exhaustion, and eventually reshaping her business to prioritize authenticity, personal connection, and family in the wake of a heartbreaking loss.

Together, they explore the challenges of managing emotional labor, the reality of ADHD-driven blind spots, and the courage it takes to rethink your path when everything changes. 

If you've ever felt caught between ambition and overwhelm or questioned how your neurodivergence shapes your entrepreneurial journey, this episode is for you. 

Here are 3 key takeaways from this conversation:

Scaling “as-is” can scale your problems, not just your profits: Before trying to grow, pause to check if your foundation—relationships, workload, boundaries—truly supports the life you want.

  • Give yourself permission to redefine success: It’s not all-or-nothing. You can reshape business relationships and paths to fit changing needs, values, and energy levels.

  • Clarity fuels action: The sooner you move from overthinking to taking action (even messy, uncertain steps), the faster you learn, adapt, and build the business—and life—that truly work for you.


Mic Drop Moment: 

"You don't have to be the glue holding all of this together.  If you enjoy working with them, work with them, and if you don't, don't."


Connect with Steph Cottrell: 

Website: https://www.blueelephantcreative.com

LinkedIn: https://www.linkedin.com/in/bluelecreative/


How Steph discovered me: 

ADDItude Magazine webinar:  “How to Build a Business That Works for Your ADHD Brain” 


Want to hear more Client Success Stories?  Click here for the custom playlist 


Is it time to redefine your success as a business owner with ADHD? 

I have two openings for one-on-one coaching engagements, starting in January.  The first step is scheduling a free consultation where we talk about your goals and see if we are a good fit.  Click here to book yours now.

And, don’t forget to leave a comment on Spotify (I personally respond to every one) or leave a review so more ADHD-ish business owners can find THE podcast full of real talk and real solutions for neurodiverse business brains.

© 2025 ADHD-ish Podcast. Intro music by Ishan Dincer / Melody Loops  / Outro music by Vladimir /  Bobi Music / All rights reserved. 

Diann Wingert Coaching, LLC

Former psychotherapist and serial business owner turned business coach for ADHD-ish creatives, entrepreneurs and small business owners.

https://www.diannwingertcoaching.com
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Is ADHD Only in Your Brain? Embodied Neuroscience Says No