Doing Business with ADHD

Caleb Bogia-Curles & Jake Brown

Doing Business with ADHDIf 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 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/

  1. −1 d

    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 strategiesCase studies on unique pathways—military, business, and personal journeys—showing the power of pivoting and non-linear progressHow ADHD tendencies can be assets for pattern recognition, outside-the-box thinking, and risk balancingThe importance of experimentation in business, including sandboxing small risks and trusting your intuitionInvestment strategies that avoid herd mentality—favoring small caps, contrarian plays, and overlooked opportunitiesThe role of externalizing decisions—outsourcing, automation, and collaborative risk-taking to reduce emotional burdenEmbracing 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/airballoonCaleb 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/ Resources: https://www.focusedfounderswealthplanning.com/process https://airballoonadvisory.com/ https://airballoonadvisory.com/brainfrictionscore/

  2. 21 juli

    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 successHow to recognize when it’s time for a financial planQuestions to ask when choosing a financial advisor, including red flagsWhy you should interview multiple advisors and seek fiduciary, fee-only professionalsThe importance of transparency, trust, and compatibility in financial relationshipsPractical steps for preparing for your first financial planning meetingHow small, consistent reviews and updates can keep your financial goals on trackThe analogy of boats and vessels to conceptualize wealth and business assetsHow 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/airballoonCaleb 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/ Resources: https://www.focusedfounderswealthplanning.com/process https://airballoonadvisory.com/ https://airballoonadvisory.com/brainfrictionscore/

  3. 14 juli

    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 ownershipThe emotional weight of traditional accountability systemsShifting from judgment to nudging: a better approach to accountabilityThe importance of supportive ‘cheerleading’ in personal and professional growthPractical tools like co-working, public deadlines, and visual reminders for accountabilityThe role of self-acceptance and tailored frameworks in achieving goalsThe impact of physical sensations and emotional triggers on accountabilityHow 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/airballoonCaleb 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/ Resources: https://www.focusedfounderswealthplanning.com/process https://airballoonadvisory.com/ • • https://airballoonadvisory.com/brainfrictionscore/

  4. 7 juli

    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 guiltPractical tools like mapping tides with worksheets to identify personal rhythmsPlanning weekly tasks around high and low tides for more realistic goal-settingImportance of protecting low tides for recovery and overall performanceApplying the concept to relationships, family, and self-careThe 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/airballoonCaleb 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/ Resources: ADHD Tides Worksheethttps://www.focusedfounderswealthplanning.com/processhttps://airballoonadvisory.com/https://airballoonadvisory.com/brainfrictionscore/

  5. 30 juni

    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 examplesHow ADHD affects financial management, subscriptions, and timePractical strategies for ADHD tax planning: automations, delegation, and mindset shiftsThe importance of proactive planning and risk minimizationEmotional aspects: shame, humor, and building a supportive environmentReflection 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/airballoonCaleb 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/ Resources: https://www.focusedfounderswealthplanning.com/process https://airballoonadvisory.com/ • • https://airballoonadvisory.com/brainfrictionscore/

  6. 23 juni

    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 ADHDHow to simplify planning and reduce over-polishingThe power of batching and accountability in maintaining momentumBuilding in secret vs. building in public: pros and cons for neurodivergent entrepreneursCelebrating milestones and anchoring success with intentional toastsEmphasizing the importance of community, accountability nudges, and partnershipReframing rejection sensitivity and building in private to protect your energyThe "who not how" framework: finding companions to facilitate actionEmbracing messy, imperfect progress as a form of authenticity and growthDoing 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.

  7. 16 juni

    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 needsImportance 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/airballoonCaleb 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/ Resources: https://www.focusedfounderswealthplanning.com/process https://airballoonadvisory.com/ https://airballoonadvisory.com/brainfrictionscore/

  8. 9 juni

    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 ownerImportance of entity choice and asset protectionImportance of cyber liability insurance for businessesTerm life insurance as a starting point for personal insuranceThe significance of cash reserves and liquidity for business ownersThe 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/airballoonCaleb 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/ Resources: https://www.focusedfounderswealthplanning.com/process https://airballoonadvisory.com/ https://airballoonadvisory.com/brainfrictionscore/

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Doing Business with ADHDIf 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 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/