Monkey Business Radio
American Gutter Monkeys, LLC
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About This Podcast
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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Recent Episodes
S2E1 Interview with Green Abundance by Design: Profit with Purpose
Send us Fan Mail Season 2 kicks off with Andrew and Mike of Green Abundance by Design, an ecological landscaping company that takes a nature-led approach to designing and caring for landscapes. With…
Episode #25 - Silver Tsunami On Main Street
Send us Fan MailWayne Gretzky said he didn’t skate to where the puck was — he skated to where it was going. Demographics say the puck is headed straight into a massive turnover of small business…
Episode #24 - Employment Tailwinds at the Gutter Monkeys
Send us Fan MailThe labor market has always cycled up and down—but COVID erased predictability and rewrote the rules for hiring. In this episode, Chris Collins and Dennis Siggins (a.k.a. Bobby…
S1E23 Episode #23 - Alicia Conlin: Building Recovery Capital & Community on Cape Cod with WellStrong, Inc
Send us Fan MailWellStrong is a 501(c)(3) in East Falmouth using fitness, peer coaching, and community to support people in recovery from substance use disorder. Executive Director Alicia Conlin…
S1E22 Episode #22 - Startup Strategies for a Successful Small Business
Send us Fan MailStarting a small business is exciting—but the first year is often the hardest. In this episode of Monkey Business Radio, Chris Collins and Dennis Siggins (a.k.a. Bobby Downspout of…
S1E21 Episode #21 - Chance Favors the Prepared - Small Business Edition
Send us Fan MailEpisode #21 – Chance Favors the Prepared: Small Business EditionIn this episode, Rusty Dripedge and Bobby Downspout explore how preparation drives real growth in small business. From…
Episode #20 - Talking Movement and Mission with Nicole Spencer
Send us Fan MailNicole Spencer has built a life around movement—not just as a runner, but as a nonprofit leader, coach, and now founder of Apex Strategy Partners. In this episode, she shares how a…
S1E19 Episode #19 - The Small Business Five Year Plan
Send us Fan MailMost 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…
S1E18 Episode #18 - Financial Statements for the Small Business
Send us Fan MailIf 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…
S1E17 Episode #17 - Building a Recession Proof Small Business
Send us Fan MailRecessions, 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…
Episode #16 - Introducing the South East Gutter Monkeys
Send us Fan MailIn this episode of Monkey Business Radio, we sit down with Scott Wellington—longtime customer turned proud owner of Southeast Gutter Monkeys, the newest franchise in the American…
Episode #15 - Leap of Faith
Send us Fan MailAfter 35 years in the corporate world, Andy Brennan hit a crossroads. At 55, he walked away from a steady paycheck and a VP-level job—and took a leap of faith into small business…
Episode #14 - Dealing With Competition
Send us Fan MailStarting a business and finding yourself surrounded by competitors? That’s not a problem—it’s validation. In this episode, Chris and Dennis dive into what competition really means for…
Episode #13 - The Island of the Blind
Send us Fan MailWhat if the secret to market dominance isn't competing with others, but finding spaces they've completely overlooked?"On the island of the blind, the one-eyed man will be king." This…
Episode #12 - Funding your Small Business
Send us Fan Mail Starting a business takes more than just a good idea—you need a funding strategy that fits your goals, risk tolerance, and lifestyle. In this episode of Monkey Business Radio, we…
S1E9 Episode 11 - The Visionary
Send us Fan MailMost folks go where the puck is. Visionaries? They go where the puck is gonna be.In this episode, we dig into what it really means to think ahead in business—and how that mindset can…
S1E8 Valuing Your Small Business IP
Send us Fan MailIn this episode of Monkey Business Radio, Chris and Dennis dig into one of the most overlooked assets in small business—intellectual property (IP). From brand reputation and trade…
S1E7 Valuing Our Business
Send us Fan MailIn this episode of Monkey Business Radio, hosts Chris and Dennis dive into the importance of valuing your business. From financial metrics like balance sheets and P&L statements…
S1E10 Advertising Your Small Business With Warren Palley, Palley Advertising
Send us Fan MailAdvertising can feel like a guessing game, but the right strategy makes all the difference. In this episode, we sit down with Warren Palley of Palley Advertising, the mastermind…
S1E6 Financial Literacy 101 - Part 2
Send us Fan MailAlbert Einstein called compound interest the most powerful force in the universe, and in this episode, we dive even deeper into why financial literacy is the key to building real…
Frequently Asked Questions
Monkey Business Radio has published 26 episodes since December 2024, covering topics in Business, Entrepreneurship.
Monkey Business Radio is currently active with new episodes monthly. Average episode length is 43m.
Sign up on Grep.FM to access contact details for Monkey Business Radio, including email and social media links.
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