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You've built systems before. You probably built them well. The problem wasn't creating them. The problem was maintaining them once the novelty wore off.
Wednesday's episode explored why ADHD founders often struggle with operational consistency. This episode covers the structural solution.
The systems integrator role sits between the ADHD founder and the rest of the business. It captures ideas, filters priorities, protects the team from constant pivots, and builds the documentation that turns founder insight into repeatable execution.
Skye and Robbie break down the four functions of the role, how it differs from an EA or COO, how it scales as a business grows, and the hiring mistakes that cause founders to recreate the same bottlenecks they're trying to solve.
What We Cover
P.S. If you’re a founder who’s tired of the mad scramble of disorganized systems and stressful HR, and you want a business that feels as easy as plugging your headphones into an iPod shuffle, I’ve got something for you.
Want to grow your business?
My Focused Balanced Growth Program has everything you need to build consistent ADHD-friendly routines and processes to grow. Click here to learn more.
Looking for a coach who's also an operator who'll turn your business into a finely-tuned profit and peace machine designed for your brain?
I work with one company a month as a fractional consultant and COO, learning about your business and implementing systems that allow both trust & transparency with your team. Click here to book a call and discuss.
Your business is doing well. Momentum is real, clients are happy, and structure feels like the enemy right now. But if you turn that camera around and look past the founder, you find a stressed team running on broken systems, one sick day away from everything slowing to a stop.
Research on ADHD traits and project management suggests operational effectiveness, specifically goal setting, milestone tracking, and resource allocation, drops measurably when ADHD traits are present. The mediating factor is not inability. It is role stress: the compounding weight of having more tasks than your brain can hold and no clear sense of what matters most.
This episode breaks down what the research found and what it means for ADHD founders building a team. Friday covers the practical response.
What We Cover
P.S. If you’re a founder who’s tired of the mad scramble of disorganized systems and stressful HR, and you want a business that feels as easy as plugging your headphones into an iPod shuffle, I’ve got something for you.
Want to grow your business?
My Focused Balanced Growth Program has everything you need to build consistent ADHD-friendly routines and processes to grow. Click here to learn more.
Looking for a coach who's also an operator who'll turn your business into a finely-tuned profit and peace machine designed for your brain?
I work with one company a month as a fractional consultant and COO, learning about your business and implementing systems that allow both trust & transparency with your team. Click here to book a call and discuss.
You've tried the calendars, the timers, the hacks. They work for two weeks and then stop. Jenna Free says that's not a discipline problem. It's a regulation problem.
Jenna is a counselor for ADHD with ADHD, author of The Simple Guide to ADHD Regulation, and has worked in-depth with over 1,000 people through her ADHD Regulation Method. Her position is direct: dysregulation is not a fixed trait of the ADHD brain. It is a learned response to a lifetime of friction. And it is the reason every other system eventually fails.
We cover her three-level regulation framework, why she skips meditation and breathing exercises entirely, how dysregulated beliefs quietly block delegation and visibility in your business, and what physical signs most ADHD business owners have normalized as just a Tuesday.
What We Cover
Connect With Jenna Free
Book Title: THE SIMPLE GUIDE TO ADHD REGULATION: The Secret to Finding Balance, Getting Things Done, and Enjoying
Social Media Links & Show Notes:
Here is the link for the free PDF I mentioned www.adhdwithjennafree.com/adhdguide
P.S. If you’re a founder who’s tired of the mad scramble of disorganized systems and stressful HR, and you want a business that feels as easy as plugging your headphones into an iPod shuffle, I’ve got something for you.
Want to grow your business?
My Focused Balanced Growth Program has everything you need to build consistent ADHD-friendly routines and processes to grow. Click here to learn more.
Looking for a coach who's also an operator who'll turn your business into a finely-tuned profit and peace machine designed for your brain?
I work with one company a month as a fractional consultant and COO, learning about your business and implementing systems that allow both trust & transparency with your team. Click here to book a call and discuss.
Why do so many people start ADHD medication... and then quietly stop within a year or two?
In this Research Recap, Skye and Will unpack a systematic literature review examining why over half of all patients discontinue or significantly reduce ADHD medication within 2 to 3 years of starting.
This episode isn't about whether you should take medication.
It's about something more practical: what the data actually found about why people stop, where expert assumptions conflict with what patients reported, and how access barriers, drug holidays, and whether someone chose treatment for themselves all appear to shape long-term adherence.
If you've ever let a refill lapse and told yourself you'd sort it later, this episode will feel uncomfortably familiar.
What we cover:
Want more of Will's work? Go check out HackingYourADHD.com or subscribe to his YouTube channel.
P.S. If you’re a founder who’s tired of the mad scramble of disorganized systems and stressful HR, and you want a business that feels as easy as plugging your headphones into an iPod shuffle, I’ve got something for you.
Want to grow your business?
My Focused Balanced Growth Program has everything you need to build consistent ADHD-friendly routines and processes to grow. Click here to learn more.
Looking for a coach who's also an operator who'll turn your business into a finely-tuned profit and peace machine designed for your brain?
I work with one company a month as a fractional consultant and COO, learning about your business and implementing systems that allow both trust & transparency with your team. Click here to book a call and discuss.
You're generating real revenue. But every time you open your banking app, your brain shuts down and you close it again.
Nicole Stanley is the founder of Arise Financial Coaching and creator of the Money Momentum Method. Late-diagnosed with ADHD at 30, scoring in the 99th percentile for severity, she built a financial method that turned out to be designed for ADHD brains before she knew she had one. She crossed $250,000 in revenue last year and has helped clients save an average of $40,000 annually.
Nicole explains why standard budgeting fails ADHD brains, why most business owners are solving the wrong financial problem, and how her method works without willpower or expense tracking.
She also walks through her five-problem financial diagnostic. Less than 10% of people actually have a spending problem. Most are misdiagnosing themselves entirely.
If avoidance has been your default financial strategy, this conversation gives you a different place to start.
What We Cover
P.S. If you’re a founder who’s tired of the mad scramble of disorganized systems and stressful HR, and you want a business that feels as easy as plugging your headphones into an iPod shuffle, I’ve got something for you.
Want to grow your business?
My Focused Balanced Growth Program has everything you need to build consistent ADHD-friendly routines and processes to grow. Click here to learn more.
Looking for a coach who's also an operator who'll turn your business into a finely-tuned profit and peace machine designed for your brain?
I work with one company a month as a fractional consultant and COO, learning about your business and implementing systems that allow both trust & transparency with your team. Click here to book a call and discuss.
You know what your most important work is. You still spend the first four hours of the day doing everything else.
Casey Neistat recently posted a video called *Navigating the Matrix* showing how he organizes his workday as a creator with ADHD. He tracks his tasks in real time, explains the system he uses to manage everything, and ends by accepting the chaos as part of the deal.
Skye and Robert disagree with that conclusion.
In this standalone episode, they break down the hidden problem underneath Casey’s system — why ADHD business owners keep ending up trapped in urgent work, why prioritization systems collapse under pressure, and why the issue is usually structural, not motivational.
What We Cover:
- Why ADHD urgency bias overrides even well-designed prioritization systems
- How Casey’s four-color framework mirrors the Eisenhower Matrix — and where both break down
- Why task capture and task prioritization are two completely different cognitive jobs
- The real reason everything keeps ending up in the “urgent” category
- Why delegation is usually delayed far too long by ADHD business owners
- What changes when low-value operational tasks are consistently removed from your plate
- Why “being good under pressure” quietly creates long-term business chaos
This episode is less about productivity tactics and more about the hidden operating system underneath ADHD work patterns.
P.S. If you’re a founder who’s tired of the mad scramble of disorganized systems and stressful HR, and you want a business that feels as easy as plugging your headphones into an iPod shuffle, I’ve got something for you.
Want to grow your business?
My Focused Balanced Growth Program has everything you need to build consistent ADHD-friendly routines and processes to grow. Click here to learn more.
Looking for a coach who's also an operator who'll turn your business into a finely-tuned profit and peace machine designed for your brain?
I work with one company a month as a fractional consultant and COO, learning about your business and implementing systems that allow both trust & transparency with your team. Click here to book a call and discuss.
You built something people love. Running the business of it is a different problem entirely.
Dani Donovan is the creator of The Anti-Planner, a self-published ADHD productivity workbook that generated over $1 million in its first year and has now sold more than 115,000 copies with a 4.9-star rating. She built it without a business plan, without onboarding documents, and without a team that had done any of this before.
In this conversation, Dani explains how a single ADHD comic from 2018 nearly never got posted, how a business coach’s field guide exercise became the product she actually needed, and what happened when she had to tell 28,000 pre-order customers their books were running late.
We also get into the part nobody warns you about: what hiring looks like when there are no SOPs, no infrastructure, and no clear handoff between the creative work and the operational side of the business.
This is a conversation about the hidden cost of scaling creative ADHD-led businesses — and why building the thing is often easier than building the systems around it.
What We Cover:
Connect with Dani Donovan:
P.S. If you’re a founder who’s tired of the mad scramble of disorganized systems and stressful HR, and you want a business that feels as easy as plugging your headphones into an iPod shuffle, I’ve got something for you.
Want to grow your business?
My Focused Balanced Growth Program has everything you need to build consistent ADHD-friendly routines and processes to grow. Click here to learn more.
Looking for a coach who's also an operator who'll turn your business into a finely-tuned profit and peace machine designed for your brain?
I work with one company a month as a fractional consultant and COO, learning about your business and implementing systems that allow both trust & transparency with your team. Click here to book a call and discuss.
Nobody agreed on what done looked like. The handover happened anyway. That is where it fell apart.
This episode is the practical follow-up to Wednesday. Skye and Robbie walk through the specific hiring and handover process they use with ADHD founders, including what they have lost money figuring out so you do not have to.
The hiring side covers why video applications and paid test projects replace interviews, how to write a role description that filters for initiative rather than compliance, and what it looks like when you have found the right person versus when you are about to make an expensive mistake.
The handover side covers the 10-80-10 rule, writing a one-sentence definition of done before anything starts, naming your re-entry triggers upfront, building a decision boundary so the team knows what comes back to you and what does not, and scheduling check-ins so the anxiety has somewhere to go other than a late-night message.
They also cover the two failure modes when none of this is set up: the founder absorbs everything back, or the team stops trying.
What We Cover:
P.S. If you’re a founder who’s tired of the mad scramble of disorganized systems and stressful HR, and you want a business that feels as easy as plugging your headphones into an iPod shuffle, I’ve got something for you.
Want to grow your business?
My Focused Balanced Growth Program has everything you need to build consistent ADHD-friendly routines and processes to grow. Click here to learn more.
Looking for a coach who's also an operator who'll turn your business into a finely-tuned profit and peace machine designed for your brain?
I work with one company a month as a fractional consultant and COO, learning about your business and implementing systems that allow both trust & transparency with your team. Click here to book a call and discuss.
You hired someone good. The work was fine. You still sent the late-night Slack message, redirected the task, and checked in on something that had already been handled.
This episode looks at what the research suggests is actually driving that pattern. Not trust issues. Not a bad hire. A specific kind of perfectionism that shows up differently in people with ADHD.
Two studies help explain it. A 2016 study found perfectionism was the most common cognitive distortion in adults formally diagnosed with ADHD, endorsed by 55% of the sample. It was not close. A 2023 study then looked at what kind of perfectionism. Their findings indicate ADHD founders are not setting impossibly high standards. They are feeling the gap between what they expected and what was delivered more intensely than others. What drove avoidance most strongly was not perfectionism in the traditional sense, but the persistent feeling of falling short, even when the original standard was reasonable.
Delegation becomes the thing most associated with that painful shortfall. So the brain starts treating it as a threat.
Friday's episode covers the practical side: how to structure delegation so the gap is smaller from the start and your perfectionism has less to react to.
What We Cover:
P.S. If you’re a founder who’s tired of the mad scramble of disorganized systems and stressful HR, and you want a business that feels as easy as plugging your headphones into an iPod shuffle, I’ve got something for you.
Want to grow your business?
My Focused Balanced Growth Program has everything you need to build consistent ADHD-friendly routines and processes to grow. Click here to learn more.
Looking for a coach who's also an operator who'll turn your business into a finely-tuned profit and peace machine designed for your brain?
I work with one company a month as a fractional consultant and COO, learning about your business and implementing systems that allow both trust & transparency with your team. Click here to book a call and discuss.
The school sent her daughter to a desk with her head down because she could not sit still during circle time. That was the moment Jessica stopped waiting for someone else to figure it out.
Jessica Shaw is an award-winning journalist whose work has appeared in the New York Times, Entertainment Weekly, and Vanity Fair. She is the host of Everyone Gets a Juice Box, Understood.org's podcast for parents raising neurodivergent kids. She is also a mom of two teens who think differently, and someone who recognized her own ADHD only after researching her children's.
Skye and Jessica get into what the detective process actually looks like. Why parents are often dismissed first and believed later. How the school system's default response to a kid who cannot conform is to remove them rather than support them. What guilt sounds like when you feel like you should have seen it coming sooner. And why the window between noticing something and getting real support is longer, more expensive, and more isolating than it should be.
What We Cover:
Connect With Jessica Shaw
P.S. If you’re a founder who’s tired of the mad scramble of disorganized systems and stressful HR, and you want a business that feels as easy as plugging your headphones into an iPod shuffle, I’ve got something for you.
Want to grow your business?
My Focused Balanced Growth Program has everything you need to build consistent ADHD-friendly routines and processes to grow. Click here to learn more.
Looking for a coach who's also an operator who'll turn your business into a finely-tuned profit and peace machine designed for your brain?
I work with one company a month as a fractional consultant and COO, learning about your business and implementing systems that allow both trust & transparency with your team. Click here to book a call and discuss.
From the publisher's feed
Things are starting to fall through the cracks.
Not because you're not trying, but because the systems everyone recommends weren't built for a brain like yours.
The ADHD…
No "just use a planner." No productivity hacks that last a week. Just honest, practical support from someone who has spent years researching, testing, and refining what actually works for adult ADHD.
Skye is the founder of Unconventional Organisation, a former academic diagnosed with ADHD during her PhD, and the author of over 50 articles read by more than 250,000 people worldwide. She has worked with senior leaders, business owners, academics, and professionals navigating ADHD in high-responsibility roles, and was invited to share her research with both the Australian and New Zealand Government.
🤝 In partnership with Understood.org: https://u.org/4boG8QW
🌐 https://www.unconventionalorganisation.com/
📲 https://www.instagram.com/theadhdskillslabpodcast/

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