ADHD-ish™ ADHD Business Strategy for Busy Brains
Diann Wingert | ADHD Business Strategist & Coach
▶ Webplayer
Diann Wingert | ADHD Business Strategist & Coach
▶ WebplayerDiscover ADHD success stories, ADHD entrepreneurship, and ADHD energy management on ADHD ish™, the podcast redefining business strategy for ADHD founders. Hosted by Diann Wingert, a seasoned business coach and former psychotherapist, this show is built for entrepreneurs who are tired of chasing hacks, rigid routines, or “one size fits all” advice that never sticks. Instead of quick fixes, ADHD ish™ offers real world stories, expert insights, and practical solutions for scaling a business while managing the realities of ADHD. You’ll hear how entrepreneurs navigate delegation, accountability, executive function challenges, decision fatigue, and burnout prevention. Each episode blends personal experience...
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Sep 29, 2026 · 42:53
Welcome to the ADHD-ish podcast, where we explore what it truly takes to build a thriving business when your brain is wired differently. In this episode, host Diann Wingert is…
Sep 22, 2026 · 19:12
Entrepreneurial ADHD brains crave novelty, often leading to constant rewrites of core messaging. Yet your audience has barely encountered your message, and reinvention blocks…
Sep 15, 2026 · 47:26
What if the problem isn’t that you’re too much—but that you’ve spent years trying to fit into environments that don’t understand your intensity? Diann Wingert and Imi Lo explore…
Sep 8, 2026 · 24:00
“Just be consistent” is frustrating advice for entrepreneurs with ADHD because capacity is anything but consistent. This episode examines why traditional marketing expectations…
Sep 1, 2026 · 52:41
What happens when explosive success turns your ADHD business strategy upside down? Dani Donovan returns to reveal the hidden reality of scaling a tool for neurodivergent…
Aug 25, 2026 · 38:22
In this episode of the ADHD-ish™ Podcast, host Diann Wingert sits down with client Kim Van Lue, an executive development coach, to discuss relaunching a business with intention.…
Aug 18, 2026 · 45:07
Kristina Flynn has had a psychiatrist since she was twelve, collected diagnoses like frequent flyer miles (anxiety, depression, OCD, bulimia, and more), and still didn't get an…
Aug 11, 2026 · 31:26
Ever find yourself saying yes to a new collaboration, tool, or project—then months later wondering how you got there? If you run a business (especially with an ADHD-ish™ brain),…
Aug 4, 2026 · 37:36
Traditional business coaching falls short when late-night decision-making spirals hit, leaving many ADHD entrepreneurs feeling isolated and tired of generic productivity advice.…
Jul 28, 2026 · 18:53
Welcome back to ADHD-ish! For many ADHD entrepreneurs, "out of sight, out of mind" is a daily reality, whether that means active client projects, strategic goals, or vital admin…
Jul 21, 2026 · 43:52
Standard productivity frameworks and hustle culture often sell a rigid, neatly divided version of work-life balance that rarely works for high-achieving neurodivergent brains.…
Jul 14, 2026 · 21:07
If you are a business owner with ADHD trapped in procrastination, resistance, and avoidance, stop fighting your nervous system. Standard productivity tips fail because running a…
Jul 7, 2026 · 48:20
If you suspect you have an ADHD-ish brain but lack a formal diagnosis, you might hesitate to step into neurodivergent leadership. Driven entrepreneurs often struggle with…
Jun 30, 2026 · 30:46
If you are a business owner with ADHD, mainstream advice says business growth requires recurring revenue. However, predictable retainers often cause burnout for neurodivergent…
Jun 23, 2026 · 54:53
Traditional business blueprints fail visionary ADHD entrepreneurs who think non-linearly. If you struggle with rigid strategies, this episode explores why standard methods fall…
Jun 16, 2026 · 35:28
Leaving corporate life promises freedom, yet many ADHD entrepreneurs recreate burnout through scope creep and people-pleasing. If you overwork to prove your value, setting clear…
Jun 9, 2026 · 56:30
Building something unique takes time, energy, talent, and a whole lot of heart. For any business owner with ADHD, that can make it especially painful when someone copies your…
Jun 2, 2026 · 21:20
For any ADHD entrepreneur, time blindness can affect far more than productivity. It frequently leads to underpricing, missed revenue, scope creep, and hours of unpaid…
May 26, 2026 · 45:36
Want to become a published author with ADHD? Meg Casebolt shares how she went from publishing books while running a business. In this episode of the ADHD-ish podcast, host Diann…
May 19, 2026 · 23:16
What if your ADHD hyperfocus wasn’t random? For any ADHD entrepreneur, deep work can feel unpredictable. In this episode of the ADHD-ish podcast, host Diann Wingert reframes…
May 12, 2026 · 39:50
Virtual assistants can be a powerful solution for reducing overwhelm, yet common myths about delegation often keep business owners stuck in self-sufficiency, indecision, and…
May 5, 2026 · 31:46
High-functioning ADHD entrepreneurs often mask chronic stress behind professional success, leaving hidden mental health risks unaddressed. When outward capability hides internal…
Apr 28, 2026 · 43:36
Welcome back to ADHD-ish! Traditional hiring and management frameworks often fail neurodivergent business owners trying to build a reliable team. When traditional management…
Apr 21, 2026 · 25:09
Everyday choices and constant self-control can drain mental energy, leaving neurodivergent founders vulnerable to severe operational paralysis. When high mental workloads trigger…
Apr 14, 2026 · 39:13
Standard productivity advice often leaves neurodivergent founders stuck in loops of executive dysfunction and frustration. When forced motivation creates burnout, business owners…
Apr 7, 2026 · 25:58
If you think starting medication will magically fix your back-end operations and clear your inbox, this conversation is your necessary reality check. Medication targets…
Mar 31, 2026 · 42:08
Past experiences with bullying and social exclusion leave lingering marks that often bleed directly into how neurodivergent founders run their companies. When unaddressed…
Mar 24, 2026 · 28:05
Welcome to ADHD-ish! Navigating entrepreneurship often means needing immediate strategic support without waiting for your next scheduled session. For a business owner with ADHD,…
Mar 17, 2026 · 34:46
What if changing direction in your business isn't a sign of failure, but a strategic move toward your full potential? For neurodivergent founders, recognized market shifts often…
Mar 10, 2026 · 22:08
Did a late diagnosis finally reveal why traditional business strategies left you chronically exhausted despite your success? Realizing you’ve been running a company without your…
Mar 3, 2026 · 31:47
This episode uncovers why traditional advice fails neurodivergent founders and how forced productivity leads directly to task paralysis and burnout. Relying on sheer willpower or…
Feb 24, 2026 · 40:17
Traditional corporate environments rarely fit neurodivergent leadership styles, and forcing rigid management models onto your team usually leads to quiet frustration. When…
Feb 17, 2026 · 35:52
Conventional advice often frames neurodivergent traits as operational liabilities rather than competitive advantages. When daily expectations clash with intuitive problem-solving…
Feb 10, 2026 · 23:21
If you find yourself constantly playing catch-up on commitments, the issue isn't a lack of discipline—it is how executive function in business impacts follow-through. Impulsive…
Feb 3, 2026 · 33:55
Mindset challenges in neurodivergent leadership rarely boil down to a simple lack of confidence. Imposter syndrome, persistent perfectionism, and deep-seated rejection…
Jan 27, 2026 · 28:26
When you try to keep every project detail, client follow-up, and task list stored in your head, executive overload is guaranteed. Unpredictable working memory makes daily…
Jan 20, 2026 · 45:42
Welcome back to ADHD-ish! Long, complex launch campaigns often lead straight to burnout for neurodivergent founders. When a sales process requires months of sustained focus and…
Jan 13, 2026 · 20:22
Chronic exhaustion in business rarely comes from a lack of passion. For neurodivergent founders, burnout usually stems from sustained executive dysfunction, masking, and managing…
Jan 6, 2026 · 34:18
Traditional leadership models expect a linear, predictable path to business growth, which often leaves neurodivergent women struggling against rigid corporate standards.…
Dec 30, 2025 · 17:16
Rigid time blocking and strict daily agendas rarely work for neurodivergent entrepreneurs. Forcing your brain into a inflexible schedule creates immediate resistance, leading to…
Dec 23, 2025 · 42:57
Constant creative inspiration can easily turn into operational chaos without a clear evaluation process. When every new idea feels urgent, an ADHD entrepreneur risks abandoning…
Dec 16, 2025 · 26:05
Running a business is often framed as the ultimate path to freedom, yet entrepreneurship can present unique challenges for a business owner with ADHD. When traditional business…
Dec 9, 2025 · 38:23
High-pressure sales and constant outreach often exhaust a business owner with ADHD. When traditional marketing models force unnatural friction, client acquisition quickly drains…
Dec 2, 2025 · 37:25
Welcome back to ADHD-ish! Building and rebuilding a business as an ADHD entrepreneur often requires navigating emotional labor, exhaustion, and hidden blind spots. Host Diann…
Nov 25, 2025 · 40:43
Many entrepreneurs struggle with online tactics and shiny promises that lead to overwhelm rather than sustainable results. In this episode of ADHD-ish, host Diann Wingert and…
Nov 18, 2025 · 28:07
When an operational routine becomes repetitive, many neurodivergent business owners lose interest just as their offers gain stability. In this episode of ADHD-ish, host Diann…
Nov 11, 2025 · 43:04
If you have spent years trying to 'hack' your dopamine with planners and external fixes, you are missing a vital piece of the puzzle. ADHD is far more than a brain-based…
Nov 4, 2025 · 45:22
Managing intense emotional reactions during high-stakes client calls or unexpected feedback presents a frequent hurdle for neurodivergent business owners. In this episode of…
Oct 28, 2025 · 43:06
Many adults unknowingly make their ADHD symptoms harder to manage through everyday habits that drain focus and executive function. From dopamine-driven sugar cravings to revenge…
Oct 21, 2025 · 25:20
Juggling multiple services and overly complex offers often creates unnecessary operational fatigue for neurodivergent entrepreneurs. In this episode of ADHD-ish, host Diann…
Oct 14, 2025 · 45:50
Navigating overlapping identities often forces neurodivergent entrepreneurs into adaptive behaviors like ADHD masking and code-switching. In this episode of ADHD-ish, host Diann…
Oct 7, 2025 · 19:51
Growing awareness around neurodiversity in entrepreneurship has led to an influx of generic guidance that fails to address executive function challenges. In this episode of…
Sep 30, 2025 · 33:55
Balancing multiple enterprises often leads neurodivergent entrepreneurs to doubt their capacity and leadership abilities. In this episode of ADHD-ish, host Diann Wingert sits…
Sep 23, 2025 · 31:39
Every time you switch between calls, emails, and content creation, your brain loses momentum to context switching. For an ADHD entrepreneur or small business owner with ADHD,…
Sep 16, 2025 · 42:02
Emotional intensity and rejection sensitivity often remain overlooked in traditional discussions around neurodiversity. In this episode of ADHD-ish, host Diann Wingert connects…
Sep 9, 2025 · 21:12
Navigating corporate or entrepreneurial environments with ADHD often brings an intense urge to seek approval and avoid perceived criticism. In this episode of ADHD-ish, host…
Sep 2, 2025 · 33:33
Wearing every hat in a growing business quickly drains executive functioning and leads to severe cognitive fatigue. In this episode of ADHD-ish, host Diann Wingert connects with…
Aug 26, 2025 · 19:51
Business growth for neurodivergent founders depends heavily on understanding how neurotransmitters influence daily focus and decision-making. In this episode of ADHD-ish, host…
Aug 19, 2025 · 44:54
What happens when high ability and late-diagnosed ADHD intersect in midlife? In this episode, Diann Wingert sits down with licensed psychotherapist Lisa Lackey to explore the…
Aug 12, 2025 · 24:09
Traditional multi-page business plans often cause overwhelm and execution paralysis for neurodivergent entrepreneurs. In this episode of ADHD-ish, host Diann Wingert breaks down…
Aug 5, 2025 · 56:11
Sustaining a successful company with ADHD requires leaving behind cookie-cutter advice that ignores neurodivergent trait dynamics. In this episode of ADHD-ish, host Diann Wingert…
Jul 29, 2025 · 29:37
High-stakes entrepreneurship frequently heightens emotional reactivity, leading to stress, fatigue, and erratic decision-making. In this episode of ADHD-ish, host Diann Wingert…
Jul 22, 2025 · 32:01
ADHD entrepreneurs often struggle with anxiety, self-doubt, and overthinking. In this episode, Mikey Schumacher shares how embracing imperfections and insecurities became a…
Jul 15, 2025 · 35:06
Constantly bouncing between high-level strategy and administrative micro-tasks costs neurodivergent entrepreneurs hours of focus every day. In this episode of ADHD-ish, host…
Jul 8, 2025 · 36:38
Welcome back to ADHD-ish! Hyperfocus can feel like a double-edged sword for neurodivergent founders, driving intense productivity while risking burnout and neglected operations.…
Jul 1, 2025 · 31:42
Stuck between endless planning and impulsive launches? In this episode of the ADHD-ish podcast, host Diann Wingert breaks down the starting paradox facing every business owner…
Jun 24, 2025 · 49:07
Ever find yourself overcommitting to client requests or spiraling over a colleague's tone in Slack? In this episode of the ADHD-ish podcast, host Diann Wingert and guest Dave…
Jun 17, 2025 · 20:13
When something feels fundamentally unjust, it doesn't just annoy you—it can completely derail your day and lock up your decision-making. For business owners with ADHD, that…
Jun 10, 2025 · 39:48
For creative solopreneurs with neurodivergent brains, forcing rigid corporate schedules often stifles inspiration and leads to chronic friction. In this episode of ADHD-ish, host…
Jun 3, 2025 · 23:08
Intrusive thought loops and unhelpful cognitive patterns frequently derail strategic decision-making and fuel executive overwhelm for neurodivergent leaders. In this episode of…
May 27, 2025 · 42:33
High ambition coupled with finite physical bandwidth frequently creates chronic overcommitment for neurodivergent founders. In this episode of ADHD-ish, host Diann Wingert…
May 20, 2025 · 21:47
ADHD entrepreneurs often chase external fixes or try to fit into neurotypical molds. This episode uses Wicked’s story to highlight the stages of embracing ADHD traits and…
May 13, 2025 · 39:35
ADHD entrepreneurs often face impulsivity, burnout, and co‑occurring conditions that impact business outcomes. In this episode, psychiatrist Michael Freeman shares research and…
May 6, 2025 · 24:17
ADHD entrepreneurs often chase new ideas, tools, and platforms, leaving proven offers unfinished. This episode explains why shiny object syndrome happens and how it sabotages…
Apr 29, 2025 · 43:06
Many ADHD entrepreneurs feel pressured to scale or build teams, but solo business models can be more sustainable. This episode explores ADHD business strategy for small business…
Apr 22, 2025 · 26:18
ADHD entrepreneurs often default to saying yes, leading to burnout and blurred boundaries. This episode explores why unexpected requests overwhelm ADHD brains and how rejection…
Apr 15, 2025 · 40:22
When long projects drag on, focus fades and overwhelm takes over. This episode explores creative sprint days as an ADHD-friendly strategy to channel energy into fast,…
Apr 8, 2025 · 40:21
Missed deadlines, lost paperwork, and impulsive purchases exact a heavy financial and emotional toll on neurodivergent founders. In this episode of ADHD-ish, host Diann Wingert…
Apr 1, 2025 · 32:18
Traditional organization tools rarely account for executive dysfunction. In this episode of the ADHD-ish podcast, host Diann Wingert meets with tech founder Mina Raver to examine…
Mar 25, 2025 · 37:16
Transitioning from a hands-on solopreneur to an effective executive requires a fundamental evolution in how you direct your energy and team. In this episode of ADHD-ish, host…
Mar 18, 2025 · 30:28
Putting yourself and your ideas in front of an audience often triggers vulnerability hangovers and rejection fears for neurodivergent founders. In this episode of ADHD-ish, host…
Mar 11, 2025 · 25:16
Is an overflowing inbox hijacking your daily productivity? In this episode of the ADHD-ish podcast, host Diann Wingert addresses how compulsive email checking triggers dopamine…
Mar 4, 2025 · 39:31
Transforming a game-changing concept into a sustainable movement requires deliberate execution and sustainable focus. In this episode of ADHD-ish, host Diann Wingert breaks down…
Feb 25, 2025 · 23:10
Business setbacks, lost opportunities, and unmet expectations often trigger severe emotional drops and prolonged executive paralysis for neurodivergent founders. In this episode…
Feb 18, 2025 · 43:25
Recognizing when your original business model no longer serves your strengths or market position requires acute self-awareness and strategic agility. In this episode of ADHD-ish,…
Feb 11, 2025 · 25:15
Are impulsive commitments and decision fatigue draining your entrepreneurial energy? In this episode of the ADHD-ish podcast, host Diann Wingert breaks down how dopamine tricking…
Feb 4, 2025 · 38:03
Is procrastination constantly stalling your business momentum? In this episode of the ADHD-ish podcast, host Diann Wingert dives into why neurodivergent entrepreneurs fall into…
Jan 28, 2025 · 25:43
Many neurodivergent leaders spend years compensating for executive function struggles while completely overlooking their unique assets. In this episode of the ADHD-ish podcast,…
Jan 21, 2025 · 38:26
Traditional marketing often feels manipulative or misaligned with values, especially for small business owners with ADHD. This episode explores ethical, accessible, and inclusive…
Jan 14, 2025 · 30:55
Multi-passionate entrepreneurs with neurodivergent brains often resist narrowing their focus out of fear of boredom or missing opportunities. In this episode of ADHD-ish, host…
Jan 7, 2025 · 41:57
Stuck feeling like a square peg in a round hole? In this episode of the ADHD-ish podcast, host Diann Wingert sits down with psychologist Dr. Mark Sciutto to unpack job crafting—a…
Dec 31, 2024 · 16:59
Happy New Year! 🎆 As we step into 2025, many of us are brimming with hopes, dreams, and maybe some New Year's resolutions. But if you're anything like me—and I know many of you…
Dec 24, 2024 · 11:36
Welcome back to ADHD-ish! I'm your host, Diann Wingert, and today we're delving into a powerful collection of tools specifically designed to support neurodivergent individuals—…
Dec 17, 2024 · 21:19
Ever wonder why it always seems like you have said “yes” to more than you can effectively manage, when you have ADHD? Impulsivity and people pleasing tendencies play a role, but…
Dec 10, 2024 · 40:17
Welcome back to another enlightening episode of ADHD-ish! I'm your host, Diann Wingert, and my guest is burnout coach for highly sensitive and neurodivergent women, Paula Liub.…
Dec 3, 2024 · 28:52
If you have (or suspect you have ADHD) and are struggling to fall asleep at a "normal" hour, wake up feeling groggy, or find yourself alert and restless late at night, you might…
Nov 26, 2024 · 45:28
The modern workplace now contains an unprecedented five generations of workers, with very different ideas about leadership and the importance of authenticity. In the last few…
Nov 19, 2024 · 30:04
Welcome back to ADHD-ish. If you are feeling a bit “off”, upset, depressed or easily triggered, this episode is for you. Most of the advice we hear on managing ADHD traits is…
Nov 12, 2024 · 42:13
Welcome to a panel episode of ADHD-ish, where I am joined by fellow business coaches Justine Clay, and Stephanie Wasylyk, who also work with creatives, entrepreneurs and small…
Nov 5, 2024 · 23:04
Welcome back to ADHD-ish, the podcast focusing on the intersection of entrepreneurship, creativity, and the strengths and struggles of ADHD. Today I’m focusing on some…
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