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Monkey Business Radio

Monkey Business Radio

By: American Gutter Monkeys LLC
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Welcome to Monkey Business Radio, the go-to podcast for aspiring entrepreneurs and small business owners who want to take their business from the ground up to a multi-million dollar success. Hosted by Rusty Dripedge and Dennis Siggins—better known on the Cape and Islands as Bobby Downspout—this show dives deep into the real-world strategies, hard-earned lessons, and fundamental truths behind building a thriving business from scratch.

Each week, we cut through the noise of trends, quick-fix solutions, and empty advice to bring you the practical insights you need to grow and sustain a successful company. From candid conversations on overcoming challenges to expert interviews with those who’ve made it big, we’re here to give you the tools, tips, and motivation to build your own success story.

Whether you're starting your very first business, looking to break through the $1 million mark, or aiming to scale even further, Monkey Business Radio has something for you. Join us as we share the journey, from the humble beginnings to the highs (and lows) of reaching multi-million dollar status. Tune in, get inspired, and let’s build your dream business together!



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© 2025 American Gutter Monkeys, LLC
Economics Leadership Management Management & Leadership
Episodes
  • The Small Business Five Year Plan
    Jun 26 2025

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    Most small businesses never look beyond the day-to-day—or maybe a year out at best. But if you want to build real value, you need a plan that reaches further.

    In this episode, Chris and Dennis walk through what a true five-year business plan looks like: how to set short-term goals, when to reassess and pivot, and why defining what business you’re actually in is a critical early milestone. (Hint: Dennis thought he was in the ski business. He wasn’t.)

    Whether you're starting fresh or already in year two, this episode lays out a clear, practical path to growth—how to set real goals, track your progress, make smart adjustments, and stay focused on building a business that lasts.

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    37 mins
  • Episode #18 - Financial Statements for the Small Business
    Jun 11 2025

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    If you own a small business—or you're thinking about starting one—this episode is a must-listen. Chris and Dennis break down the three financial statements every business owner should understand: monthly and annual sales reports, profit and loss (P&L) statements, and the all-important balance sheet.

    From tracking seasonal trends to spotting early signs of trouble, they explain how these tools can help you make smarter decisions, grow more confidently, and build real value over time. Packed with real-world examples, this episode shows how numbers don’t just measure your success—they help you create it.

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    44 mins
  • Episode #17 - Building a Recession Proof Small Business
    Jun 4 2025

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    Recessions, inflation, supply chain disruptions—every business faces storms sooner or later. The question is, are you ready for them?

    In this episode, Dennis Siggins draws from more than 40 years of business experience to share what really works when it comes to building a recession-proof small business. We talk about how to read the signs of a downturn before it hits, why keeping strong financial records matters more than ever, how to build the cash reserves that can keep your business steady, and why carrying too much debt can cause you to miss the opportunities that often arise during tough times.

    We also dive into lessons from past downturns—including the 1970s, the 2008 financial crisis, and the COVID era—and why proactive leadership always beats reactive decisions when the economy gets rough.

    If you’re building or running a business of your own, this is an episode you won’t want to miss.

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    32 mins

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