Stuck 2 Scaling: The $1 Million Journey

Sharrin Fuller
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Join Sharrin Fuller, serial entrepreneur, CEO of multiple 7-figure businesses, and the straight-talking coach behind Glass Wallet Ventures, on an unfiltered, deeply relatable journey through the emotional and strategic chaos of scaling a business. Stuck 2 Scaling: The $1 Million Journey unmasks what keeps founders up at night—from imposter syndrome to the relentless grind of growth—and lays down how to overcome it with grit, humor, and zero fluff. This live podcast isn’t just about numbers; it’s about the humans behind the hustle. If you’re building something big and need real talk from someone who’s actually done it, you’re in the right place.

Episodes

  1. Now What? Life After Scaling.

    JAN 1

    Now What? Life After Scaling.

    Show Notes: Episode 9 – Now What? Life After Scaling Host: Sharrin Fuller, Founder of Glass Wallet VenturesGuest: Dr. Jackie Meyer, CPA, Founder of TaxPlanIQ Episode Summary:You’ve spent years hustling, scaling, and chasing those million-dollar milestones—but what happens after you hit them? Success doesn’t come with a roadmap, and for many entrepreneurs, the “now what?” moment can trigger a full-blown identity crisis. In this raw and insightful episode, Sharrin sits down with Dr. Jackie Meyer—a powerhouse CPA, SaaS founder, and business coach—to talk about the emotional, strategic, and operational shifts that come after growth. From reinventing yourself as a leader to finding fulfillment beyond the grind, this conversation will shake up how you think about your next chapter. Together, they unpack: Why hitting big milestones can leave you feeling lost instead of accomplished How to redefine success after the scale-up phase The mental and emotional adjustments every founder faces post-growth How Jackie transformed her firm and launched a SaaS company to add real client value Why evolving as a leader is just as important as growing revenue Why You Should Listen: If you’ve ever wondered why the thrill of achievement fades—or what it really takes to thrive after scaling—this episode is your blueprint for building a business and a life you actually love. Favorite Quote: “Success doesn’t come with a roadmap—you have to create the next chapter yourself.” – Sharrin Fuller Mentioned in This Episode: Dr. Jackie Meyer – TaxPlanIQ Strategies for post-scale business growth and leadership evolution Finding fulfillment beyond revenue and headcount

    34 min
  2. Build a Legacy, Not Just a Business

    12/01/2025

    Build a Legacy, Not Just a Business

    Show Notes: Episode 11 - Build a Legacy, Not Just a Business Host: Sharrin Fuller, Founder of Glass Wallet Ventures  Guest: Nancy McClelland, CPA & Founder of The Dancing Accountant Summary: Numbers are important, but your real legacy isn’t just about balance sheets and tax returns—it’s about the impact you leave behind. In this episode, Sharrin sits down with Nancy McClelland, famously known as The Dancing Accountant, to talk about creating a business that reflects your values, nurtures relationships, and makes a lasting mark on your clients and community. From rehoming clients who aren’t aligned, to weaving personal passions into your brand, Nancy shares her journey of turning accounting into a mission-driven career that’s as meaningful as it is profitable. Together, they unpack: Why defining your “why” is the first step to building a legacy How aligning your business with your values creates long-term fulfillment Why firing or “re-homing” misaligned clients is healthy for growth The power of personal branding and bringing your full personality to your business Practical steps to create meaningful client relationships that outlast the work itself How to identify your ideal client and reshape your business to focus on them Why You Should Listen: If you’ve ever felt stuck in the grind, wondering if your business truly reflects who you are, this episode is a masterclass in realignment. Nancy proves that you can build a firm—or any business—that leaves a legacy, attracts your dream clients, and allows you to love what you do every day. Favorite Quote: "Go out to dinner with your best friend, ask them why they think you’re doing what you’re doing—then go do that." – Nancy McClelland Mentioned in This Episode: The Dancing Accountant Ask a CPA Membership Community MSN Column by Nancy McClelland Upcoming podcast She Counts for women in accounting “Ta-Da List” concept from Valerie Heckman

    47 min
  3. Fail. Learn. Win.

    11/01/2025

    Fail. Learn. Win.

    Show Notes: Episode 10 – Fail. Learn. Win. Host: Sharrin Fuller, Founder of Glass Wallet Ventures Guest: Dawn Brolin, CEO of Powerful Accounting & Author of The Designated Motivator for Accounting Professionals Episode Summary: Every entrepreneur has a failure story—but most only tell it after the comeback. In this episode, Sharrin gets real with Dawn Brolin about what it actually looks like to fail in business, own your mistakes, and use them as fuel for growth. From lawsuits and bad hires to financial setbacks and predatory loans, they break down the raw side of entrepreneurship—and how to recover stronger than ever. Dawn shares why failure isn’t a dead end, but a crash course in resilience, strategy, and self-leadership. Whether you’ve been knocked down once or a hundred times, this episode will remind you that forward is forward, no matter how messy the journey. Together, they unpack: How to turn even the most painful business failures into lessons that pay off Why having recovery strategies for setbacks is critical to long-term success The importance of agreements, accountability, and cash flow in avoiding repeat mistakes How to own your missteps without letting them define your worth The mindset shift that transforms “failure” into your greatest growth tool Why You Should Listen: If you’ve ever thought about quitting after a tough business hit, this conversation will reignite your grit. Dawn’s honesty and humor make it clear that even the most successful entrepreneurs have been where you are—and that failure is just part of the path to scaling. Favorite Quote: "You’re only a failure if you stop trying." – Dawn Brolin Mentioned in This Episode: Dawn Brolin – dawnbrolin.com The Designated Motivator for Accounting Professionals (Available on Amazon) Failure Analysis Worksheet (Handout to turn setbacks into actionable growth) Lessons in client selection, agreements, and business resilience

    42 min
  4. Handing Over the Reins Without Freaking Out

    10/01/2025

    Handing Over the Reins Without Freaking Out

    Show Notes: Episode 9 – Let It Go: How to Stop Micromanaging and Start Scaling Host: Sharrin Fuller, Founder of Glass Wallet Ventures Guest: Deb Kilsheimer, Co-Owner of Behind the Scenes Financial and Co-Host of Bookkeepers on Fire Episode Summary: If you’ve ever said, “I can’t trust anyone to do it like I do,” this one’s for you. In this episode, Sharrin sits down with Deb Kilsheimer—a powerhouse firm owner with a two-person team pulling seven figures—to unpack the real reason you can’t scale: control. Together, they break down why letting go feels terrifying, how to stop being the bottleneck in your own business, and why “doing it all” isn’t a badge of honor—it’s a trap. From documenting processes to redefining leadership, this episode is your practical, no-BS guide to stepping back without the whole thing falling apart. Together, they unpack: How to build a lean, high-revenue firm with a micro team The real cost of micromanagement (spoiler: it’s everything) What it actually means to delegate with confidence Why systems, templates, and video SOPs are your freedom key How to retain rockstar employees by ditching toxic control The KPI system that makes performance (not hours) the metric Why You Should Listen: If your business depends on you to function, it’s not scalable. Sharrin and Deb share how they moved from 60+ hour weeks to running million-dollar firms in a few hours a week—without sacrificing quality, team culture, or profit. This is your permission to stop being the bottleneck and start being the boss. Favorite Quote: "Your people are not an expense on your P&L—they're an asset on your balance sheet." – Deb Kilsheimer Mentioned in This Episode: Deb Kilsheimer – Behind the Scenes Financial Bookkeepers on Fire Podcast ClientHub, Insightful, and process documentation tools KPI management systems for accounting firms Your Step Back Strategy handout – A Founder's Guide to Delegating Without Losing Control

    49 min
  5. Raise Your Rates, Keep Your Sanity

    09/01/2025

    Raise Your Rates, Keep Your Sanity

    Show Notes: Episode 8 – Raise Your Rates, Keep Your Sanity Host: Sharrin Fuller, Founder of Glass Wallet Ventures   Guest: Michelle Weinstein, The Pitch Queen Episode Summary: If raising your prices makes your stomach flip—or you’re worried clients will ghost you the second you mention a higher rate—this episode is your game changer. Sharrin teams up with Michelle Weinstein, a.k.a. The Pitch Queen, to show you how to own your value and land high-ticket clients without feeling awkward, pushy, or salesy. From building confidence in your pricing to mastering the conversation that gets clients to say “yes,” this episode is packed with strategies that actually work. Together, they unpack: How to confidently raise your rates without losing clients Why your mindset around money directly impacts your ability to sell Scripts and strategies for pitching high-ticket offers without feeling sleazy Lessons from billion-dollar companies and Michelle’s experience on Shark Tank Why selling is about serving — not chasing  Why You Should Listen: If you’ve been stuck undercharging and over-delivering, this conversation will help you break the cycle. Michelle’s no-BS approach will teach you how to communicate your value, attract the right clients, and finally get paid what you’re worth. Favorite Quote: “You can’t charge premium rates if you don’t believe in your own value first.” – Michelle Weinstein Mentioned in This Episode: Michelle Weinstein – The Pitch Queen Shark Tank Confidence and mindset tools for selling high-ticket services Client pitch strategies that feel authentic, not pushy

    35 min
  6. Cash Flow Woes: Why Does Money Always Stress Me Out?

    08/04/2025

    Cash Flow Woes: Why Does Money Always Stress Me Out?

    Show Notes: Episode 7 – Cash Flow Woes: Why Does Money Always Stress Me Out? Host: Sharrin Fuller, Founder of Glass Wallet Ventures Guest: Martha Yasso, Founder of Yasso Bookkeeping Solutions Episode Summary: You’re landing clients, making sales, and your revenue looks solid—but your bank account tells a different story. In Cash Flow Woes: Why Does Money Always Stress Me Out?, Sharrin teams up with cash flow expert Martha Yasso to answer the question that keeps business owners up at night: Where the $%!# is my money? This honest, hilarious, and highly practical conversation gets to the root of why cash flow is such a stressor—and what to actually do about it. From mindset to spreadsheets, mental health to Starbucks budgets, this episode covers the real-life challenges of managing cash flow when you're scaling a business. Together, they unpack: Why revenue is not the solution to your cash flow problem How “set it and forget it” subscriptions can quietly kill your profits The real cost of working for free and failing to collect on receivables Common cash flow mistakes (and how to fix them fast) Why making time to look at your numbers is the most important habit you can build How financial awareness ties directly to your mental health as a founder Tools and strategies to simplify bill pay, review expenses, and plan for growth Why You Should Listen: If cash flow makes you cringe—or you feel like you're always robbing Peter to pay Paul—this episode is your starting point for clarity. Martha brings decades of experience (and zero judgment) to help you shift your mindset, clean up your finances, and finally feel in control of your money. Favorite Quote: “You can’t plan your future if you won’t face your present. Open the books—even if it’s scary.” – Martha Yasso Mentioned in This Episode: Yasso Bookkeeping Solutions Tools: QuickBooks, Bill.com, Clockwork, DryRun, Fathom Cash flow software with free trials Line of credit and SBA Express Loans Brene Brown’s concept of “Effing First Times” (FFTs) Proactive client education around expenses and receivables Credit union lending vs. big banks

    34 min
  7. Tech That Scales (and Doesn’t Drive You Crazy)

    07/07/2025

    Tech That Scales (and Doesn’t Drive You Crazy)

    Host: Sharrin Fuller, Founder of Glass Wallet Ventures Guest: Liz Scott, Founder of Liz Scott Consulting & Co-Host of The Appy Hour Episode Summary: There’s nothing worse than spending time (and money) on tech that doesn’t actually make your life easier. In this episode, Sharrin sits down with the queen of accounting tech, Liz Scott, to talk about what makes or breaks a modern tech stack, and how to avoid getting stuck in subscription overload. Whether you're a tech-lover or totally overwhelmed by it all, this episode brings clarity to the chaos. From choosing the right apps to avoiding costly mistakes, Sharrin and Liz share what works, what doesn’t, and what’s on the cutting edge. Together, they unpack: Why most tech stacks become a time suck instead of a time saver The rise of AI tools—and how to actually train them to reflect your brand What every firm needs before implementing any new software How to test, evaluate, and let go of tools that aren’t serving you Smart strategies for managing subscriptions and trials (hint: virtual cards) The power of niche tech stacks and why no two firms look the same Real talk on app fatigue and why "set it and forget it" doesn't work Why You Should Listen: If you’ve ever felt stuck in a pile of disconnected apps, this episode is your roadmap to sanity. Liz and Sharrin break down how to streamline your systems, confidently try new tools, and build a tech stack that actually aligns with your workflows, not complicates them. Favorite Quote: “Technology should make your work lighter, not heavier. If it’s adding chaos instead of clarity, it’s time to re-evaluate.” – Liz Scott

    40 min
  8. Stuck in the Suck: Why Scaling Feels So Hard

    06/09/2025

    Stuck in the Suck: Why Scaling Feels So Hard

    Host: Sharrin Fuller, CEO of Glass Wallet Ventures Guest: Sean Duncan, Founder of SMD Consulting & the Chief Proactive Advisor Program Overview: Kicking off the Stuck to Scaling series, Sharrin sits down with long-time friend and advisor Sean Duncan for a raw, unfiltered look at the emotional chaos and business realities that make scaling feel so damn hard. From burnout and bad hires to working in the business instead of on it, this episode digs into the patterns that trap even the most seasoned entrepreneurs—and how to break free. Whether you're buried in client deadlines or questioning your whole business model, this conversation is a must-listen for anyone ready to reclaim control and scale with purpose. Expect brutal honesty, real-life screwups, and surprisingly actionable strategies. What You’ll Learn: Why scaling feels like drowning (and what to do about it) How to spot when you’re stuck in "employee mode" as a founder The emotional cost of ignoring your own advice What it really means to work “on the business” Sharrin and Sean’s favorite unfiltered advice on hiring, outsourcing, and letting go The difference between “big P” and “small p” purpose—and why both matter Takeaways: Step back—Intentionally work on the business, even in the busiest seasons. Set real, reachable goals—Avoid perfection paralysis by prioritizing progress over ideal outcomes. Get support—Be vulnerable with peers, mentors, or your community. You’re not meant to do this alone. Mentioned in this Episode: Chief Proactive Advisor Program (Sean Duncan) Glass Wallet Ventures (Sharrin Fuller) Scalable to Saleable blueprint (now called From Startup 2 Seven Figures) AP Accounting Advisory Board Using outsourcing and tech strategically

    35 min
  9. Get Your Sh*t Together: Systems That Save Your Sanity

    06/09/2025

    Get Your Sh*t Together: Systems That Save Your Sanity

    Host: Sharrin Fuller, Founder of Glass Wallet Ventures Guest: Omri Mann, Co-Founder & CRO of Anchor Episode Summary: In this episode of From Stuck to Scaling, Sharrin sits down with Omri Mann of Anchor to talk about the real reason many business owners feel overwhelmed: a total lack of systems. If you’re constantly chasing invoices, stuck in endless to-do lists, or duct-taping your tech stack together, this one’s for you. They get real about why automation alone isn’t enough—and what it takes to build a business that doesn’t suck the life out of you. Expect a refreshingly honest conversation on tech, process, burnout, and what it actually means to run a sustainable firm. Together, they unpack: Why most business chaos stems from broken or missing systems The difference between automation and a real, repeatable workflow How to decide what tech is actually worth your time and money Why process documentation is the best insurance policy for scaling Omri’s favorite tools for fighting digital distractions and staying focused How to define your business goals before you start plugging in tools Why You Should Listen: If you’re spinning your wheels, drowning in manual work, or just know something in your process isn’t clicking, this episode gives you the practical (and mindset) tools to fix it. Omri and Sharrin share real strategies that save time, reduce chaos, and help you reclaim your role as the CEO, not the chief firefighter. Favorite Quote: “You don’t rise to the level of your goals. You fall to the level of your systems.” – Omri Mann (via Atomic Habits)

    51 min
  10. Hiring Without the Headache

    06/09/2025

    Hiring Without the Headache

    Host: Sharrin Fuller, Founder of Glass Wallet Ventures Guest: Jennifer Scott, Founder & CEO of HireEffect™ Episode Summary: Hiring can feel like gambling with your sanity—and your bottom line. In this episode, Sharrin sits down with recruitment and HR expert Jennifer Scott to unpack what really goes wrong in the hiring process and how to get it right. If you’ve ever hired someone who looked good on paper but just didn’t get it, this episode is packed with practical advice on building a team that actually supports your business instead of breaking it. From recruiting mistakes and red flags to retention strategies and defining company culture, this conversation covers it all—with some real talk and laughter along the way. Together, they unpack: The biggest mistakes entrepreneurs make when hiring (hint: don’t clone yourself) How to define and hire for your actual culture and core values The difference between hiring to fill a seat and hiring to move your business forward Why “maybe” is a no when it comes to making a hire How to spot red flags in interviews before it’s too late What you should be putting in your job ads (and why most job descriptions fail) The power of stay interviews for retaining top talent Why You Should Listen: If hiring feels like one big guessing game—or you’ve been burned in the past—this episode will help you shift from reactive hiring to intentional team building. Whether you're scaling for the first time or rebuilding after a misfire, Jennifer breaks down the mindset and systems that help you find and keep the right people. Favorite Quote: “Retention is re-recruiting your current employees—every single day.” – Jennifer Scott

    49 min
  11. Imposter Syndrome Is a Liar

    06/09/2025

    Imposter Syndrome Is a Liar

    Host: Sharrin Fuller, Founder of Glass Wallet Ventures Guest: Kelly Gonsalves, Founder of Totally BookedIn this candid and hilarious episode, Sharrin and Kelly dive headfirst into a conversation every business owner needs to hear: how imposter syndrome creeps into entrepreneurship—and why it’s lying to you. They share real experiences from running their own firms, how social media fuels self-doubt, and the difference between growing pains and full-blown burnout. Together, they unpack: Why imposter syndrome hits hardest when you’re doing something bold How social media messes with your mindset (and what to do about it) The pressure solopreneurs face vs. those with teams or partners How to turn self-doubt into your competitive edge Why 7% of people running businesses is proof you’re already winning Tools and mindset shifts that helped them push through fear and show up anyway Why You Should Listen: If you’ve ever wondered “Who am I to do this?”—this episode is your reminder that even the most confident-looking entrepreneurs have their moments. Sharrin and Kelly bring truth, strategy, and plenty of laughs as they help you see self-doubt for what it is—and how to shut it down without shutting yourself down. Favorite Quote: "You only fail if you stop trying. And if you're in that 7% of people who started a business—you’re already a badass." – Sharrin Fuller

    46 min
  12. What the Heck Are You Building

    06/09/2025

    What the Heck Are You Building

    Host: Sharrin Fuller, CEO of Glass Wallet Ventures Guest: Matthew "Spot" Fulton, Co-Founder of Parkway Business Solutions and QB Community Live In this episode, Sharrin and Matthew get real about something most entrepreneurs don’t stop to ask: What the heck are you actually building? This candid conversation breaks down how your definition of success can (and should) evolve as you grow—and why building a business that aligns with your life, values, and mental health matters more than chasing vanity goals. Together, they unpack: The emotional and practical shifts that come with redefining success Why hustle culture is unsustainable (and how to say no without guilt) The role of automation and tech in building a business that supports your life Real stories of burnout, over-scaling, and hard-earned clarity How setting boundaries with your time and energy is the ultimate power move Why You Should Listen: If you’ve ever felt pressure to scale bigger, faster, or louder than you want to—this episode is your permission slip to slow down, zoom out, and build on your terms. Favorite Quote: "My business revolves around my life. My life doesn't revolve around my business." – Sharrin Fuller

    37 min
  • 12 Episodes

About

Join Sharrin Fuller, serial entrepreneur, CEO of multiple 7-figure businesses, and the straight-talking coach behind Glass Wallet Ventures, on an unfiltered, deeply relatable journey through the emotional and strategic chaos of scaling a business. Stuck 2 Scaling: The $1 Million Journey unmasks what keeps founders up at night—from imposter syndrome to the relentless grind of growth—and lays down how to overcome it with grit, humor, and zero fluff. This live podcast isn’t just about numbers; it’s about the humans behind the hustle. If you’re building something big and need real talk from someone who’s actually done it, you’re in the right place.

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