Welcome to the ADHD-ish ™ Blog
If you've ever Googled "why can't I just get my act together" at midnight, you're in the right place.
The ADHD-ish™ Blog is where business strategy meets brain science — written for entrepreneurs and small business owners who are tired of advice that wasn't designed for the way their minds actually work.
Whether you're officially diagnosed or just ADHD-adjacent, this is your no-fluff resource for building a business that works with your brain, not against it.
What You'll Find on the ADHD-ish ™ Blog
Every blog is grounded in 20+ years of clinical experience and real-world business strategy — not toxic positivity and generic productivity hacks.
Browse the blog for episodes, frameworks, and straight-talk insights on focus, decision-making, pricing, boundaries, and everything else nobody warned you about when you started your business.
New to the ADHD-ish Blog? Start anywhere. That's kind of our thing.
Oh, and if you’re more of a listener than a reader, check out the top-rated ADHD-ish™ podcast!
Why You Need a Strategist Before You Hire an Operator or COO
Hiring a COO for a small business — or an operations manager, or an online business manager (essentially a really good VA) — is the most reasonable-sounding but fundamentally wrong move I see business owners with ADHD make. It looks logical. It looks like the next best step. It looks like the thing a “serious” business owner does. And a significant percentage of the time, it's an expensive way to postpone dealing with the real problem.
And before you come for me, let me be clear. I'm not anti-operations. I recommend operational hires all the time. But the order matters more than most business owners realize and getting it backwards costs them double.
Adding Novelty in Your Business with Pop-Up Offers
Discover how Erin Ollila turns ADHD-driven impulses into strategic "pop-up offers" to fill her calendar. Learn to leverage your creative bursts and give yourself permission to experiment. Listen to the full episode now to master this strategy.
Redefining Success After Loss: An ADHD-Informed Approach to Grief & Burnout
Feeling caught between ambition and overwhelm? You're not alone. Tune in now for a deeply candid discussion on navigating loss, managing emotional labor, and overcoming common ADHD-driven business blind spots.
The Big Questions Every Business Owner Needs to Ask
Jessica Lackey joins Diann on the ADHD-ish Podcast to unpack leaving “tactic-chasing” behind and building a sustainable, brain-friendly business rooted in intention and enoughness. Listen in and subscribe for more.
Find Your Flow: Three Focus Day Models for ADHD Brains
This week on ADHD-ish, Diann Wingert unpacks context switching and introduces “focus days” with three practical models to help ADHD entrepreneurs protect time, boost productivity, and work with their brain, not against it.
How to Clone Yourself as an ADHD Entrepreneur with Automation, AI & Apprentices
Entrepreneurship demands many hats. Join me and Will Christiansen, “The Tony Stark of Software,” as we explore how AI, automation, and top-tier talent streamline growth, solve clunky systems, and fuel sustainable business scaling.
The ADHD-friendly Business Plan You'll Actually Use
The ADHD-ish Podcast flips the script on rigid business plans with an approach that’s flexible, visual, and ADHD-friendly. If structure overwhelms you, this episode offers a way forward that finally makes sense.
Using Curiosity, Novelty & Fun to Grow Your Business
Discover how to leverage quizzes to grow your business with Jackie Aguglia, head of partnerships at Interact. Learn practical AI-driven strategies, personalization tips, and key metrics for quiz success.
How to Make Business Finances Less Intimidating for Solopreneurs
Empower your solopreneur journey with expert financial solutions and community support, featuring Claudia Nerio from Collective.
Why Opting to Stay Small Doesn't Mean Limited Success
Debunk scaling myths and discover the power of small business with BS-free consultant Maggie Patterson. Ideal for female entrepreneurs seeking sustainable success.
How to Rightsize Your Business for Increased Profit and Personal Satisfaction
In a recent episode of The Driven Woman Entrepreneur Podcast, I dug into the subject of rightsizing, offering insight into why it's crucial to periodically consider restructuring our businesses to meet new objectives, increase satisfaction, and streamline operations.
Finding the Right Size for Your Business Success
Explore the Power of Rightsizing: This episode delves into the strategic concept of rightsizing for solopreneurs and small businesses. Discover how to optimize your operations, boost profits, and achieve owner satisfaction through a data-driven approach.