Doing Business with ADHD

About Doing Business with ADHD

Doing Business with ADHD If your business wasn't built for your brain, let's change the rules. About the Show Doing Business with ADHD is for the late-diagnosed, the self-diagnosed, and the "I've always been this way but nobody ever called it anything" crowd — business owners and founders who are finally starting to understand why the standard playbook never quite worked for them. Hosts Jake Brown and Caleb Bogia-Curles both have ADHD and both run businesses. Their conversations are honest, a little rambly, occasionally chase a squirrel or two — and somehow still land on real, practical advice about getting clients, getting paid, managing money, and building something sustainable. The rules weren't written for your brain. Let's change the rules. Meet the Hosts Jake Brown Jake is a fractional revenue executive and business coach who works with business owners and founders on marketing, sales, and growth. He has ADHD. He runs a business. He's figured out a lot of this the hard way — and talks about it openly. Jake on LinkedIn: linkedin.com/in/airballoon (http://linkedin.com/in/airballoon) Caleb Bogia-Curles Caleb is a Certified Financial Planner who works with ADHD entrepreneurs. He has ADHD. He runs a business. He built his entire practice around the gap between standard financial advice and the way ADHD brains actually work. Caleb on LinkedIn: https://www.linkedin.com/in/%F0%9F%93%88caleb-bogia-curles-cfp%C2%AE-964823b8/ (https://www.linkedin.com/in/%F0%9F%93%88caleb-bogia-curles-cfp%C2%AE-964823b8/)

Publisher

Caleb Bogia-Curles & Jake Brown

Category

business

Language

en

Explicit

No

First episode

23 May 2026

Latest episode

13 Oct 2026

Latest episodes

19 episodes in the feed.

1. 

   13 Oct 2026

   Micro Weirds: The Small Marketing Move That Makes You Unforgettable featuring Paul Watson | S2 E19

   In this episode, Jake Brown and Paul Watson explore the idea of micro weirds; the small, subtle things that make a person memorable without feeling forced or performative. They connect the concept to ADHD, masking, authenticity, and how to use personality in business without turning it into a gimmick. Paul shares practical ways to spot and test your own micro weirds, from word choices to email signoffs to face-to-face interaction. In this episode: Jake and Paul talk about: Using “micro weirds” to stand out Small, authentic quirks or details that make someone memorable without becoming distracting or unprofessional. Bringing personality into marketing and networking From dad jokes and LEGO builds to thoughtful gifts, unusual wording, and handwritten notes, they discuss practical ways to build genuine connection. Authenticity over performance How to stop masking, thoughtfully share personal stories, and ensure being memorable comes from caring about people rather than using a gimmick. A line that stuck with us: "Show up as a person, not just a business entity." About Our Guest: Paul Watson helps people and businesses show up more authentically by helping them build an online presence that represents them well, so the trust they earn in person doesn’t get lost online. A cancer survivor, dad, and self-described fan of dad jokes, Paul brings warmth, creativity, and practical insight to his clients. Learn more and connect here: https://1015comms.com/ (https://1015comms.com/) Resources & links mentioned: Ready to do some foundational work for your business? Setup a time to talk with Caleb HERE (https://calendly.com/caleb-focusedfounderswealthplanning/exploratory-call). https://www.focusedfounderswealthplanning.com/process (https://www.focusedfounderswealthplanning.com/process) https://airballoonadvisory.com/ (https://airballoonadvisory.com/) https://airballoonadvisory.com/brainfrictionscore/ (https://airballoonadvisory.com/brainfrictionscore/) Connect with us: Jake Brown (https://linkedin.com/in/airballoon) is a fractional revenue executive and business coach who works with business owners and founders on marketing, sales, and growth. He has ADHD. He runs a business. He's figured out a lot of this the hard way — and talks about it openly. Caleb Bogia-Curles (https://www.linkedin.com/in/%F0%9F%93%88caleb-bogia-curles-cfp%C2%AE-964823b8/) is a Certified Financial Planner who works with ADHD entrepreneurs. He has ADHD. He runs a business. He built his entire practice around the gap between standard financial advice and the way ADHD brains actually work. About the show: Doing Business with ADHD is for the late-diagnosed, the self-diagnosed, and the "I've always been this way but nobody ever called it anything" crowd — business owners and founders who are finally starting to understand why the standard playbook never quite worked for them. Hosts Jake Brown and Caleb Bogia-Curles both have ADHD and both run businesses. Their conversations are honest, a little rambly, occasionally chase a squirrel or two — and somehow still land on real, practical advice about getting clients, getting paid, managing money, and building something sustainable. The rules weren't written for your brain. Let's change the rules.

2. 

   6 Oct 2026

   Behavioral Finance: Why ADHD Couples Fight About Money, Not Numbers featuring Ashley Quamme | S2 E18

   This episode looks at what behavioral finance really means in practice, especially when ADHD, business ownership, and marriage collide. Ashley Quamme, founder of Beyond the Plan, joins Caleb Bogia-Curles and Jake Brown to explain how money issues are often less about math and more about emotion, regulation, and follow-through. They cover the “knowing and doing” gap, why couples get stuck in friction around money, and how outside support can reduce shame and keep relationships intact. In this episode: Caleb, Jake, and Ashley talk about: The knowing-doing gap Small wins make long-term goals manageable Couples can treat ADHD as a shared challenge A line that stuck with us: ““My brain is gonna follow the things that are interesting, not always the things that are important.” About Our Guest: Ashley Quamme is recognized as a leading voice in financial psychology, with nearly 15 years of experience at the intersection of human behavior and money. Trained as a Licensed Marriage and Family Therapist and Certified Financial Behavior Specialist®, her work has been shaped by a deep understanding of how emotions, relationships, and biases influence financial decision-making. She is the founder and owner of Beyond the Plan, supporting financial advisors in implementing their advice with their clients. Learn more and connect: https://www.beyondthefp.com/about (https://www.beyondthefp.com/about) Resources & links mentioned: Ready to do some foundational work for your business? Setup a time to talk with Caleb here: https://calendly.com/caleb-focusedfounderswealthplanning/exploratory-call (https://calendly.com/caleb-focusedfounderswealthplanning/exploratory-call) https://www.focusedfounderswealthplanning.com/process (https://www.focusedfounderswealthplanning.com/process) https://airballoonadvisory.com/ (https://airballoonadvisory.com/) https://airballoonadvisory.com/brainfrictionscore/ (https://airballoonadvisory.com/brainfrictionscore/) Connect with us: Jake Brown is a fractional revenue executive and business coach who works with business owners and founders on marketing, sales, and growth. He has ADHD. He runs a business. He's figured out a lot of this the hard way — and talks about it openly. Jake on LinkedIn: linkedin.com/in/airballoon (http://linkedin.com/in/airballoon) Caleb Bogia-Curles is a Certified Financial Planner who works with ADHD entrepreneurs. He has ADHD. He runs a business. He built his entire practice around the gap between standard financial advice and the way ADHD brains actually work. Caleb on LinkedIn: https://www.linkedin.com/in/%F0%9F%93%88caleb-bogia-curles-cfp%C2%AE-964823b8/ (https://www.linkedin.com/in/%F0%9F%93%88caleb-bogia-curles-cfp%C2%AE-964823b8/) About the show: Doing Business with ADHD is for the late-diagnosed, the self-diagnosed, and the "I've always been this way but nobody ever called it anything" crowd — business owners and founders who are finally starting to understand why the standard playbook never quite worked for them. The rules weren't written for your brain. Let's change the rules.

3. 

   29 Sept 2026

   ADHD Budgeting: Less Guilt & More Choices featuring Kristin McGlothlin | S2 E17

   This episode is about reframing budgeting for ADHD brains so it feels less like punishment and more like a plan. Caleb Bogia-Curles, Jake Brown, and budget coach Kristin McGlothlin talk through shame, cash flow, business finances, and how the right system can reduce stress instead of adding to it. Kristin shares how she helps clients replace avoidance with active tracking, clearer decisions, and enough structure to create more freedom. In this episode: Caleb, Jake, and Kristin talk about: 1. Budgeting can create freedom—not restriction Caleb, Jake, and Kristin discuss how a budget can help people spend intentionally on what matters, without the same uncertainty or guilt. 2. Shorter tracking loops can reduce money stress Kristin emphasizes tracking spending more actively, so people can see what’s happening and respond before avoidance and shame build up. 3. Financial systems should fit the person—and separate business from personal money They explore adapting money-management strategies to ADHD needs and keeping business and personal finances distinct for greater clarity. A line that stuck with us: “Budgeting is simply telling your money where to go.” About Our Guest: Kristin McGlothlin is a budget coach, specializing in assisting people with ADHD. She is a YNAB Certified Coach and an Accredited Financial Counselor. Learn more and connect at: https://www.fiscal-bliss.com/aboutme (https://www.fiscal-bliss.com/aboutme) Resources & links mentioned: Ready to do some foundational work for your business? Setup a time to talk with Caleb here: https://calendly.com/caleb-focusedfounderswealthplanning/exploratory-call (https://calendly.com/caleb-focusedfounderswealthplanning/exploratory-call) https://www.focusedfounderswealthplanning.com/process (https://www.focusedfounderswealthplanning.com/process) https://airballoonadvisory.com/ (https://airballoonadvisory.com/) https://airballoonadvisory.com/brainfrictionscore/ (https://airballoonadvisory.com/brainfrictionscore/) Connect with us: Jake Brown is a fractional revenue executive and business coach who works with business owners and founders on marketing, sales, and growth. He has ADHD. He runs a business. He's figured out a lot of this the hard way — and talks about it openly. Jake on LinkedIn: linkedin.com/in/airballoon (http://linkedin.com/in/airballoon) Caleb Bogia-Curles is a Certified Financial Planner who works with ADHD entrepreneurs. He has ADHD. He runs a business. He built his entire practice around the gap between standard financial advice and the way ADHD brains actually work. Caleb on LinkedIn: https://www.linkedin.com/in/%F0%9F%93%88caleb-bogia-curles-cfp%C2%AE-964823b8/ (https://www.linkedin.com/in/%F0%9F%93%88caleb-bogia-curles-cfp%C2%AE-964823b8/) About the show: Doing Business with ADHD is for the late-diagnosed, the self-diagnosed, and the "I've always been this way but nobody ever called it anything" crowd — business owners and founders who are finally starting to understand why the standard playbook never quite worked for them. Hosts Jake Brown and Caleb Bogia-Curles both have ADHD and both run businesses. Their conversations are honest, a little rambly, occasionally chase a squirrel or two — and somehow still land on real, practical advice about getting clients, getting paid, managing money, and building something sustainable. The rules weren't written for your brain. Let's change the rules.

4. 

   22 Sept 2026

   Why Long Vacations Make Your Business Better, Not Worse | S2 E16

   What if the smartest move for your business was not grinding harder, but designing a life where you can actually take a month off? Jake Brown and Caleb Bogia-Curles kick off Season 2 with a candid conversation about building a business that funds freedom now—not just someday—while sharing hilarious travel mishaps, ADHD-friendly family travel strategies, and practical ways to protect your time, energy, and wealth. In this episode: Caleb and Jake talk about: Building a business that lets you take meaningful time off Jake and Caleb discuss treating business wealth as a way to fund the life you want now—not just a distant retirement. Why rest can make your work—and ideas—better They explore how stepping away from the grind can refresh your perspective, renew your energy, and create space for better breakthroughs. Practical travel strategies for ADHD families They share tips for managing time, money, food, hydration, sleep, exercise, and energy while traveling with a large family. A line that stuck with us: “A real break doesn’t take you away from your business—it helps you come back to it with fresh eyes.” Resources & links mentioned: Ready to do some foundational work for your business? Setup a time to talk with Caleb here: https://calendly.com/caleb-focusedfounderswealthplanning/exploratory-call (https://calendly.com/caleb-focusedfounderswealthplanning/exploratory-call) https://www.focusedfounderswealthplanning.com/process (https://www.focusedfounderswealthplanning.com/process) https://airballoonadvisory.com/ (https://airballoonadvisory.com/) https://airballoonadvisory.com/brainfrictionscore/ (https://airballoonadvisory.com/brainfrictionscore/) Connect with us: Jake Brown is a fractional revenue executive and business coach who works with business owners and founders on marketing, sales, and growth. He has ADHD. He runs a business. He's figured out a lot of this the hard way — and talks about it openly. Jake on LinkedIn: linkedin.com/in/airballoon (http://linkedin.com/in/airballoon) Caleb Bogia-Curles is a Certified Financial Planner who works with ADHD entrepreneurs. He has ADHD. He runs a business. He built his entire practice around the gap between standard financial advice and the way ADHD brains actually work. Caleb on LinkedIn: https://www.linkedin.com/in/%F0%9F%93%88caleb-bogia-curles-cfp%C2%AE-964823b8/ (https://www.linkedin.com/in/%F0%9F%93%88caleb-bogia-curles-cfp%C2%AE-964823b8/) About the show: Doing Business with ADHD is for the late-diagnosed, the self-diagnosed, and the "I've always been this way but nobody ever called it anything" crowd — business owners and founders who are finally starting to understand why the standard playbook never quite worked for them. Hosts Jake Brown and Caleb Bogia-Curles both have ADHD and both run businesses. Their conversations are honest, a little rambly, occasionally chase a squirrel or two — and somehow still land on real, practical advice about getting clients, getting paid, managing money, and building something sustainable. The rules weren't written for your brain. Let's change the rules.

5. 

   11 Aug 2026

   From Chaos to Calm: Why Externalizing Your Travel Routines Can Make All the Difference | S1 E15

   Travel can be overwhelming, especially for neurodivergent individuals. In this episode, Jake Brown shares his personalized travel system that minimizes decisions, reduces stress, and maximizes enjoyment, making travel more accessible and enjoyable for everyone. This episode offers applicable, step-by-step systems that anyone who struggles with decision fatigue or travel overwhelm can adapt. By externalizing decisions, creating routines, and choosing supports, you can transform travel from a stressor into an enjoyable experience. Main Topics: Strategies for simplifying travel booking and avoiding decision fatigue His system for packing, packing duplicates, and preparing for travel days How externalizing decisions and routines help preserve executive function Tips for navigating airports efficiently with tools like Clear Plus Practical ways to make travel routines sustainable and enjoyable Insights into how mindset shifts improve travel experiences Doing Business with ADHD is for the late-diagnosed, the self-diagnosed, and the "I've always been this way but nobody ever called it anything" crowd — business owners and founders who are finally starting to understand why the standard playbook never quite worked for them. Hosts Jake Brown and Caleb Bogia-Curles both have ADHD and both run businesses. Their conversations are honest, a little rambly, occasionally chase a squirrel or two — and somehow still land on real, practical advice about getting clients, getting paid, managing money, and building something sustainable. The rules weren't written for your brain. Let's change the rules. Meet the Hosts Jake Brown is a fractional revenue executive and business coach who works with business owners and founders on marketing, sales, and growth. He has ADHD. He runs a business. He's figured out a lot of this the hard way — and talks about it openly. Jake on LinkedIn: linkedin.com/in/airballoon (http://linkedin.com/in/airballoon) Caleb Bogia-Curles is a Certified Financial Planner who works with ADHD entrepreneurs. He has ADHD. He runs a business. He built his entire practice around the gap between standard financial advice and the way ADHD brains actually work. Caleb on LinkedIn: https://www.linkedin.com/in/%F0%9F%93%88caleb-bogia-curles-cfp%C2%AE-964823b8/ (https://www.linkedin.com/in/%F0%9F%93%88caleb-bogia-curles-cfp%C2%AE-964823b8/) Resources: https://www.focusedfounderswealthplanning.com/process (https://www.focusedfounderswealthplanning.com/process) https://airballoonadvisory.com/ (https://airballoonadvisory.com/) https://airballoonadvisory.com/brainfrictionscore/ (https://airballoonadvisory.com/brainfrictionscore/)

6. 

   4 Aug 2026

   What Your Overwhelmed Brain Wants You to Know About Managing Chaos | S1 E14

   Struggling with days when everything feels off and executive functions are on vacation? In this episode, Jake and Caleb share personal stories, practical tools, and mindset shifts to help you manage burnout, boost productivity, and find grace during chaotic times. Main Topics: Common experiences of overwhelm and executive function fatigue How to recognize when you're bottoming out and strategies for jump-starting your day The value of the "one song" rule to overcome task inertia Body doubling and co-working as motivation tools The dopamine menu concept for immediate focus boosts Handling unpredictability: weather changes, kids, and schedule disruptions Prioritizing self-regulation over constant productivity The power of asking for help and setting realistic expectations Personal anecdotes about outdoor walks, water, and music for mental resets Neurodivergence insights: movement, risk, and sensory preferences Doing Business with ADHD is for the late-diagnosed, the self-diagnosed, and the "I've always been this way but nobody ever called it anything" crowd — business owners and founders who are finally starting to understand why the standard playbook never quite worked for them. Hosts Jake Brown and Caleb Bogia-Curles both have ADHD and both run businesses. Their conversations are honest, a little rambly, occasionally chase a squirrel or two — and somehow still land on real, practical advice about getting clients, getting paid, managing money, and building something sustainable. The rules weren't written for your brain. Let's change the rules. Meet the Hosts Jake Brown is a fractional revenue executive and business coach who works with business owners and founders on marketing, sales, and growth. He has ADHD. He runs a business. He's figured out a lot of this the hard way — and talks about it openly. Jake on LinkedIn: linkedin.com/in/airballoon (http://linkedin.com/in/airballoon) Caleb Bogia-Curles is a Certified Financial Planner who works with ADHD entrepreneurs. He has ADHD. He runs a business. He built his entire practice around the gap between standard financial advice and the way ADHD brains actually work. Caleb on LinkedIn: https://www.linkedin.com/in/%F0%9F%93%88caleb-bogia-curles-cfp%C2%AE-964823b8/ (https://www.linkedin.com/in/%F0%9F%93%88caleb-bogia-curles-cfp%C2%AE-964823b8/) Resources: https://www.focusedfounderswealthplanning.com/process (https://www.focusedfounderswealthplanning.com/process) https://airballoonadvisory.com/ (https://airballoonadvisory.com/) https://airballoonadvisory.com/brainfrictionscore/ (https://airballoonadvisory.com/brainfrictionscore/)

7. 

   28 Jul 2026

   Changing the Rules: How ADHD Brains Find Hidden Wins | S1 E13

   In this episode, Jake and Caleb explore the concept of "changing the rules" to thrive as neurodivergent entrepreneurs, sharing personal stories, strategic insights, and unconventional paths to success. Whether you're looking for innovative investment ideas, business growth tactics, or ways to leverage your ADHD superpowers, this conversation offers fresh perspectives on navigating a world built for neurotypicals. Remember, the power lies in the willingness to experiment, pivot, and play outside the lines. Your neurodivergent perspective provides an edge—lean into it, and change your rules of success. Main Topics: The "Cornucopia Play": Finding underserved markets and sidestepping competition through oblique strategies Case studies on unique pathways—military, business, and personal journeys—showing the power of pivoting and non-linear progress How ADHD tendencies can be assets for pattern recognition, outside-the-box thinking, and risk balancing The importance of experimentation in business, including sandboxing small risks and trusting your intuition Investment strategies that avoid herd mentality—favoring small caps, contrarian plays, and overlooked opportunities The role of externalizing decisions—outsourcing, automation, and collaborative risk-taking to reduce emotional burden Embracing the "what if" mindset to keep curiosity alive and push past traditional limits Doing Business with ADHD is for the late-diagnosed, the self-diagnosed, and the "I've always been this way but nobody ever called it anything" crowd — business owners and founders who are finally starting to understand why the standard playbook never quite worked for them. Hosts Jake Brown and Caleb Bogia-Curles both have ADHD and both run businesses. Their conversations are honest, a little rambly, occasionally chase a squirrel or two — and somehow still land on real, practical advice about getting clients, getting paid, managing money, and building something sustainable. The rules weren't written for your brain. Let's change the rules. Meet the Hosts Jake Brown is a fractional revenue executive and business coach who works with business owners and founders on marketing, sales, and growth. He has ADHD. He runs a business. He's figured out a lot of this the hard way — and talks about it openly. Jake on LinkedIn: linkedin.com/in/airballoon (http://linkedin.com/in/airballoon) Caleb Bogia-Curles is a Certified Financial Planner who works with ADHD entrepreneurs. He has ADHD. He runs a business. He built his entire practice around the gap between standard financial advice and the way ADHD brains actually work. Caleb on LinkedIn: https://www.linkedin.com/in/%F0%9F%93%88caleb-bogia-curles-cfp%C2%AE-964823b8/ (https://www.linkedin.com/in/%F0%9F%93%88caleb-bogia-curles-cfp%C2%AE-964823b8/) Resources: https://www.focusedfounderswealthplanning.com/process (https://www.focusedfounderswealthplanning.com/process) https://airballoonadvisory.com/ (https://airballoonadvisory.com/) https://airballoonadvisory.com/brainfrictionscore/ (https://airballoonadvisory.com/brainfrictionscore/)

8. 

   21 Jul 2026

   How to Find a Trusted Financial Advisor for Your ADHD Business S1 | E12

   Feeling overwhelmed managing your finances as an entrepreneur with ADHD? This episode breaks down how to create a financial plan, find trustworthy advisors, and align your money with your goals — all in a relatable, down-to-earth way. Remember, the objective is to find a trustworthy guide who matches your personality and financial goals—don’t settle for less. Your future self will thank you. Main Topics: The psychological barriers entrepreneurs with ADHD face around money and success How to recognize when it’s time for a financial plan Questions to ask when choosing a financial advisor, including red flags Why you should interview multiple advisors and seek fiduciary, fee-only professionals The importance of transparency, trust, and compatibility in financial relationships Practical steps for preparing for your first financial planning meeting How small, consistent reviews and updates can keep your financial goals on track The analogy of boats and vessels to conceptualize wealth and business assets How to avoid scams and find boutique, trustworthy financial advisors Doing Business with ADHD is for the late-diagnosed, the self-diagnosed, and the "I've always been this way but nobody ever called it anything" crowd — business owners and founders who are finally starting to understand why the standard playbook never quite worked for them. Hosts Jake Brown and Caleb Bogia-Curles both have ADHD and both run businesses. Their conversations are honest, a little rambly, occasionally chase a squirrel or two — and somehow still land on real, practical advice about getting clients, getting paid, managing money, and building something sustainable. The rules weren't written for your brain. Let's change the rules. Meet the Hosts Jake Brown is a fractional revenue executive and business coach who works with business owners and founders on marketing, sales, and growth. He has ADHD. He runs a business. He's figured out a lot of this the hard way — and talks about it openly. Jake on LinkedIn: linkedin.com/in/airballoon (http://linkedin.com/in/airballoon) Caleb Bogia-Curles is a Certified Financial Planner who works with ADHD entrepreneurs. He has ADHD. He runs a business. He built his entire practice around the gap between standard financial advice and the way ADHD brains actually work. Caleb on LinkedIn: https://www.linkedin.com/in/%F0%9F%93%88caleb-bogia-curles-cfp%C2%AE-964823b8/ (https://www.linkedin.com/in/%F0%9F%93%88caleb-bogia-curles-cfp%C2%AE-964823b8/) Resources: https://www.focusedfounderswealthplanning.com/process (https://www.focusedfounderswealthplanning.com/process) https://airballoonadvisory.com/ (https://airballoonadvisory.com/) https://airballoonadvisory.com/brainfrictionscore/ (https://airballoonadvisory.com/brainfrictionscore/)

9. 

   14 Jul 2026

   The Hidden Power of Nudging Over Accountability for ADHD Entrepreneurs | S1 E11

   Discover how ADHD entrepreneurs can redefine accountability and freedom, turning potential pitfalls into empowering tools for sustained success. This episode explores practical strategies for creating supportive environments that foster growth without guilt or judgment. Main Topics: The difference between freedom and flexibility in business ownership The emotional weight of traditional accountability systems Shifting from judgment to nudging: a better approach to accountability The importance of supportive ‘cheerleading’ in personal and professional growth Practical tools like co-working, public deadlines, and visual reminders for accountability The role of self-acceptance and tailored frameworks in achieving goals The impact of physical sensations and emotional triggers on accountability How to create a culture of encouragement versus control Doing Business with ADHD is for the late-diagnosed, the self-diagnosed, and the "I've always been this way but nobody ever called it anything" crowd — business owners and founders who are finally starting to understand why the standard playbook never quite worked for them. Hosts Jake Brown and Caleb Bogia-Curles both have ADHD and both run businesses. Their conversations are honest, a little rambly, occasionally chase a squirrel or two — and somehow still land on real, practical advice about getting clients, getting paid, managing money, and building something sustainable. The rules weren't written for your brain. Let's change the rules. Meet the Hosts Jake Brown is a fractional revenue executive and business coach who works with business owners and founders on marketing, sales, and growth. He has ADHD. He runs a business. He's figured out a lot of this the hard way — and talks about it openly. Jake on LinkedIn: linkedin.com/in/airballoon (http://linkedin.com/in/airballoon) Caleb Bogia-Curles is a Certified Financial Planner who works with ADHD entrepreneurs. He has ADHD. He runs a business. He built his entire practice around the gap between standard financial advice and the way ADHD brains actually work. Caleb on LinkedIn: https://www.linkedin.com/in/%F0%9F%93%88caleb-bogia-curles-cfp%C2%AE-964823b8/ (https://www.linkedin.com/in/%F0%9F%93%88caleb-bogia-curles-cfp%C2%AE-964823b8/) Resources: https://www.focusedfounderswealthplanning.com/process (https://www.focusedfounderswealthplanning.com/process) https://airballoonadvisory.com/ (https://airballoonadvisory.com/) • • https://airballoonadvisory.com/brainfrictionscore/ (https://airballoonadvisory.com/brainfrictionscore/)

10. 

    7 Jul 2026

    Embracing the Tides: Understanding ADHD Rhythms for Better Productivity and Well-being | S1 E10

    In this episode, Jake Brown and Caleb Bogia-Curles explore how recognizing and honoring the natural highs and lows — likened to ocean tides — can transform how adults with ADHD manage their energy, tasks, and relationships. They share personal stories, practical strategies, and mental models to help you live more in sync with your rhythms instead of fighting them. Main Topics Covered: The analogy of ADHD as ocean tides: high tide (productive moments) and low tide (recovery or low energy periods) How the expectation of constant productivity leads to burnout and guilt Practical tools like mapping tides with worksheets to identify personal rhythms (https://tremendous-innovator-8570.kit.com/9809f518e1) Planning weekly tasks around high and low tides for more realistic goal-setting Importance of protecting low tides for recovery and overall performance Applying the concept to relationships, family, and self-care The impact of societal expectations on perceptions of productivity and worth Doing Business with ADHD is for the late-diagnosed, the self-diagnosed, and the "I've always been this way but nobody ever called it anything" crowd — business owners and founders who are finally starting to understand why the standard playbook never quite worked for them. Hosts Jake Brown and Caleb Bogia-Curles both have ADHD and both run businesses. Their conversations are honest, a little rambly, occasionally chase a squirrel or two — and somehow still land on real, practical advice about getting clients, getting paid, managing money, and building something sustainable. The rules weren't written for your brain. Let's change the rules. Meet the Hosts Jake Brown is a fractional revenue executive and business coach who works with business owners and founders on marketing, sales, and growth. He has ADHD. He runs a business. He's figured out a lot of this the hard way — and talks about it openly. Jake on LinkedIn: linkedin.com/in/airballoon (http://linkedin.com/in/airballoon) Caleb Bogia-Curles is a Certified Financial Planner who works with ADHD entrepreneurs. He has ADHD. He runs a business. He built his entire practice around the gap between standard financial advice and the way ADHD brains actually work. Caleb on LinkedIn: https://www.linkedin.com/in/%F0%9F%93%88caleb-bogia-curles-cfp%C2%AE-964823b8/ (https://www.linkedin.com/in/%F0%9F%93%88caleb-bogia-curles-cfp%C2%AE-964823b8/) Resources: ADHD Tides Worksheet (https://tremendous-innovator-8570.kit.com/9809f518e1) https://www.focusedfounderswealthplanning.com/process (https://www.focusedfounderswealthplanning.com/process) https://airballoonadvisory.com/ (https://airballoonadvisory.com/) https://airballoonadvisory.com/brainfrictionscore/ (https://airballoonadvisory.com/brainfrictionscore/)

11. 

    30 Jun 2026

    What is “ADHD Tax” and How Do We Outsmart It | S1 E9

    Unlock practical insights into how ADHD influences hidden costs in daily life and business, and learn strategies to reduce these extra expenses and frustrations. In this episode Jake and Caleb explore real-life examples and actionable tips to plan ahead and mitigate ADHD-related challenges. Main Topics: The concept of ADHD tax: definitions and personal examples How ADHD affects financial management, subscriptions, and time Practical strategies for ADHD tax planning: automations, delegation, and mindset shifts The importance of proactive planning and risk minimization Emotional aspects: shame, humor, and building a supportive environment Reflection on how societal rules and systems can create additional “ADHD taxes” Doing Business with ADHD is for the late-diagnosed, the self-diagnosed, and the "I've always been this way but nobody ever called it anything" crowd — business owners and founders who are finally starting to understand why the standard playbook never quite worked for them. Hosts Jake Brown and Caleb Bogia-Curles both have ADHD and both run businesses. Their conversations are honest, a little rambly, occasionally chase a squirrel or two — and somehow still land on real, practical advice about getting clients, getting paid, managing money, and building something sustainable. The rules weren't written for your brain. Let's change the rules. Meet the Hosts Jake Brown is a fractional revenue executive and business coach who works with business owners and founders on marketing, sales, and growth. He has ADHD. He runs a business. He's figured out a lot of this the hard way — and talks about it openly. Jake on LinkedIn: linkedin.com/in/airballoon (http://linkedin.com/in/airballoon) Caleb Bogia-Curles is a Certified Financial Planner who works with ADHD entrepreneurs. He has ADHD. He runs a business. He built his entire practice around the gap between standard financial advice and the way ADHD brains actually work. Caleb on LinkedIn: https://www.linkedin.com/in/%F0%9F%93%88caleb-bogia-curles-cfp%C2%AE-964823b8/ (https://www.linkedin.com/in/%F0%9F%93%88caleb-bogia-curles-cfp%C2%AE-964823b8/) Resources: https://www.focusedfounderswealthplanning.com/process (https://www.focusedfounderswealthplanning.com/process) https://airballoonadvisory.com/ (https://airballoonadvisory.com/) • • https://airballoonadvisory.com/brainfrictionscore/ (https://airballoonadvisory.com/brainfrictionscore/)

12. 

    23 Jun 2026

    The Surprising Power of Doing Things Fast, Messy, and Without Overthinking | S1 E8

    In this episode, Jake and Caleb share their journey of launching something new from a neurodivergent perspective—breaking conventional rules and embracing imperfection. They discuss how ADHD influences their approach, the importance of momentum over perfection, and practical tips to get started despite doubts or obstacles. Main Topics: Overcoming the mental hurdles of starting a new project with ADHD How to simplify planning and reduce over-polishing The power of batching and accountability in maintaining momentum Building in secret vs. building in public: pros and cons for neurodivergent entrepreneurs Celebrating milestones and anchoring success with intentional toasts Emphasizing the importance of community, accountability nudges, and partnership Reframing rejection sensitivity and building in private to protect your energy The "who not how" framework: finding companions to facilitate action Embracing messy, imperfect progress as a form of authenticity and growth Doing Business with ADHD is for the late-diagnosed, the self-diagnosed, and the "I've always been this way but nobody ever called it anything" crowd — business owners and founders who are finally starting to understand why the standard playbook never quite worked for them. Hosts Jake Brown and Caleb Bogia-Curles both have ADHD and both run businesses. Their conversations are honest, a little rambly, occasionally chase a squirrel or two — and somehow still land on real, practical advice about getting clients, getting paid, managing money, and building something sustainable. The rules weren't written for your brain. Let's change the rules.

13. 

    16 Jun 2026

    Growing Wealth: Financial Needs, Strategic Debt, & Legacy | S1 E7

    We delve into the hierarchy of financial needs, the messy journey of building a business, the importance of tax planning, and the strategic use of debt and financial leverage. We emphasize the need for strategic decision-making and the importance of seeking professional advice in financial matters. The conversation covers a range of financial topics relevant to business owners, including ADHD budgeting, strategic debt, entrepreneurship through acquisition, diversification, retirement planning, business valuation, legacy and exit planning, and financial planning with tax considerations. We emphasize the importance of understanding and addressing these financial aspects to build and protect business wealth effectively. Takeaways Hierarchy of financial needs Importance of tax planning ADHD budgeting and shiny object syndrome impact financial decision-making. Strategic debt and business growth require careful planning and risk management. Doing Business with ADHD is for the late-diagnosed, the self-diagnosed, and the "I've always been this way but nobody ever called it anything" crowd — business owners and founders who are finally starting to understand why the standard playbook never quite worked for them. Hosts Jake Brown and Caleb Bogia-Curles both have ADHD and both run businesses. Their conversations are honest, a little rambly, occasionally chase a squirrel or two — and somehow still land on real, practical advice about getting clients, getting paid, managing money, and building something sustainable. The rules weren't written for your brain. Let's change the rules. Meet the Hosts Jake Brown is a fractional revenue executive and business coach who works with business owners and founders on marketing, sales, and growth. He has ADHD. He runs a business. He's figured out a lot of this the hard way — and talks about it openly. Jake on LinkedIn: linkedin.com/in/airballoon (http://linkedin.com/in/airballoon) Caleb Bogia-Curles is a Certified Financial Planner who works with ADHD entrepreneurs. He has ADHD. He runs a business. He built his entire practice around the gap between standard financial advice and the way ADHD brains actually work. Caleb on LinkedIn: https://www.linkedin.com/in/%F0%9F%93%88caleb-bogia-curles-cfp%C2%AE-964823b8/ (https://www.linkedin.com/in/%F0%9F%93%88caleb-bogia-curles-cfp%C2%AE-964823b8/) Resources: https://www.focusedfounderswealthplanning.com/process (https://www.focusedfounderswealthplanning.com/process) https://airballoonadvisory.com/ (https://airballoonadvisory.com/) https://airballoonadvisory.com/brainfrictionscore/ (https://airballoonadvisory.com/brainfrictionscore/)

14. 

    9 Jun 2026

    Growing Wealth: Financial Planning, Asset Protection, & Taxes | S1 E6

    We discuss the journey to growing wealth, including the importance of entity choice and asset protection, as well as the role of business and personal insurance in financial planning for business owners. We cover a range of financial planning topics, including business and personal insurance, life and disability insurance, cash reserves and liquidity, tax planning, and long-term financial planning. The discussion emphasizes the importance of strategic financial decision-making and the protection of assets for both business owners and individuals. Takeaways Growing wealth as a business owner Importance of entity choice and asset protection Importance of cyber liability insurance for businesses Term life insurance as a starting point for personal insurance The significance of cash reserves and liquidity for business owners The value of long-term financial planning for retirement and wealth transfer Doing Business with ADHD is for the late-diagnosed, the self-diagnosed, and the "I've always been this way but nobody ever called it anything" crowd — business owners and founders who are finally starting to understand why the standard playbook never quite worked for them. Hosts Jake Brown and Caleb Bogia-Curles both have ADHD and both run businesses. Their conversations are honest, a little rambly, occasionally chase a squirrel or two — and somehow still land on real, practical advice about getting clients, getting paid, managing money, and building something sustainable. The rules weren't written for your brain. Let's change the rules. Meet the Hosts Jake Brown is a fractional revenue executive and business coach who works with business owners and founders on marketing, sales, and growth. He has ADHD. He runs a business. He's figured out a lot of this the hard way — and talks about it openly. Jake on LinkedIn: linkedin.com/in/airballoon (http://linkedin.com/in/airballoon) Caleb Bogia-Curles is a Certified Financial Planner who works with ADHD entrepreneurs. He has ADHD. He runs a business. He built his entire practice around the gap between standard financial advice and the way ADHD brains actually work. Caleb on LinkedIn: https://www.linkedin.com/in/%F0%9F%93%88caleb-bogia-curles-cfp%C2%AE-964823b8/ (https://www.linkedin.com/in/%F0%9F%93%88caleb-bogia-curles-cfp%C2%AE-964823b8/) Resources: https://www.focusedfounderswealthplanning.com/process (https://www.focusedfounderswealthplanning.com/process) https://airballoonadvisory.com/ (https://airballoonadvisory.com/) https://airballoonadvisory.com/brainfrictionscore/ (https://airballoonadvisory.com/brainfrictionscore/)

15. 

    2 Jun 2026

    Getting Paid | S1 E5

    We delve into the challenges and complexities of getting paid in business, exploring the emotional, psychological, and operational impact of the process, highlighting the importance of clear expectations, automated systems, and recurring revenue models. The discussion emphasizes the need to externalize and automate the process to reduce the burden on individuals and ensure business success. Doing Business with ADHD is for the late-diagnosed, the self-diagnosed, and the "I've always been this way but nobody ever called it anything" crowd — business owners and founders who are finally starting to understand why the standard playbook never quite worked for them. Hosts Jake Brown and Caleb Bogia-Curles both have ADHD and both run businesses. Their conversations are honest, a little rambly, occasionally chase a squirrel or two — and somehow still land on real, practical advice about getting clients, getting paid, managing money, and building something sustainable. The rules weren't written for your brain. Let's change the rules.

16. 

    26 May 2026

    Doing Work: Tool & Tactics | S1 E4

    We delve into the six clusters of executive function and the friction that arises in addressing them. The discussion provides tools for overcoming executive function friction, offering practical strategies for managing activation, focus, effort, emotion, memory, and action. Doing Business with ADHD is for the late-diagnosed, the self-diagnosed, and the "I've always been this way but nobody ever called it anything" crowd — business owners and founders who are finally starting to understand why the standard playbook never quite worked for them. Hosts Jake Brown and Caleb Bogia-Curles both have ADHD and both run businesses. Their conversations are honest, a little rambly, occasionally chase a squirrel or two — and somehow still land on real, practical advice about getting clients, getting paid, managing money, and building something sustainable. The rules weren't written for your brain. Let's change the rules.

17. 

    26 May 2026

    Doing Work: Friction & Executive Functions | S1 E3

    We explore the challenges of post-sale crash, task switching, executive function, and work rhythms for individuals with ADHD. We delve into the impact of overselling, burnout, and the need for empathy. The podcast also emphasizes the importance of understanding work rhythms and consistency in productivity. Doing Business with ADHD is for the late-diagnosed, the self-diagnosed, and the "I've always been this way but nobody ever called it anything" crowd — business owners and founders who are finally starting to understand why the standard playbook never quite worked for them. Hosts Jake Brown and Caleb Bogia-Curles both have ADHD and both run businesses. Their conversations are honest, a little rambly, occasionally chase a squirrel or two — and somehow still land on real, practical advice about getting clients, getting paid, managing money, and building something sustainable. The rules weren't written for your brain. Let's change the rules.

18. 

    23 May 2026

    Getting Work | S1 E2

    The conversation explores the challenges of marketing with ADHD, the framework for getting work, the process of launching and rebuilding businesses, the importance of patience and consistency in marketing, the focus on customers over leads, leveraging existing relationships for business growth, and the challenge of making offers and following up. Key takeaways include the need for a different approach to marketing with ADHD and the potential for faster wins by starting with existing relationships. The conversation delves into the concept of following up as an act of kindness and the importance of consistent follow-up in business relationships. It explores the impact of thoughtful and personal follow-up strategies on client relationships and business growth. Takeaways Marketing with ADHD requires a different approach Starting with existing relationships can lead to faster wins Following up as a kindness Consistent follow-up is key Doing Business with ADHD is for the late-diagnosed, the self-diagnosed, and the "I've always been this way but nobody ever called it anything" crowd — business owners and founders who are finally starting to understand why the standard playbook never quite worked for them. Hosts Jake Brown and Caleb Bogia-Curles both have ADHD and both run businesses. Their conversations are honest, a little rambly, occasionally chase a squirrel or two — and somehow still land on real, practical advice about getting clients, getting paid, managing money, and building something sustainable. The rules weren't written for your brain. Let's change the rules.

19. 

    23 May 2026

    Doing Business with ADHD | S1 E1

    We explore the challenges faced by ADHD entrepreneurs in the business world. We discuss the four phases of business, highlighting the unique challenges and friction experienced in each phase. We emphasize the importance of building wealth and the unique opportunities available to ADHD entrepreneurs in this regard. Doing Business with ADHD is for the late-diagnosed, the self-diagnosed, and the "I've always been this way but nobody ever called it anything" crowd — business owners and founders who are finally starting to understand why the standard playbook never quite worked for them. Hosts Jake Brown and Caleb Bogia-Curles both have ADHD and both run businesses. Their conversations are honest, a little rambly, occasionally chase a squirrel or two — and somehow still land on real, practical advice about getting clients, getting paid, managing money, and building something sustainable. The rules weren't written for your brain. Let's change the rules.

Reach and audience

Public platform figures. Ratings count people who left a rating, not total listeners.

Apple Podcasts (US)

5.0 / 5

6 ratings

Spotify

5.0 / 5

3 ratings

Contact Doing Business with ADHD

Guest appearances

Books guests

Based on episode analysis; this does not confirm that the show is currently accepting guests.