Monkey Business Radio
by American Gutter Monkeys, LLC
Latest episode
The Business of Being On Time: Tom Keyes discusses People, Metrics &…
The Business of Being On Time: Tom Keyes discusses People, Metrics &…
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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Episodes
The newest 20 of 29 episodes
- The Business of Being On Time: Tom Keyes discusses People, Metrics & Predictability · 54 minSend us Fan Mail What do precision metal manufacturing and a gutter company have in common? Turns out… a lot more than you might think. On this episode of Monkey Business Radio…
- Island Pickle - Interview w/ Owner Bill Russell · 52 minSend us Fan Mail What happens when a chance conversation leads to one of Cape Cod's most unique new businesses? In this episode of Monkey Business Radio, Chris Collins and Dennis…
- Category Kings · 46 minSend us Fan Mail Every so often on Monkey Business Radio, we like to step back and talk about one of the fundamental principles behind building a successful business. In this…
- Season 2: Episode 1 - Interview with Green Abundance by Design: Profit with Purpose · 1 h 0 min · Season 2 Episode 1Send 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…
- Episode #25 - Silver Tsunami On Main Street · 42 minSend us Fan Mail Wayne 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…
- Episode #24 - Employment Tailwinds at the Gutter Monkeys · 51 minSend us Fan Mail The 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…
- Episode #23 - Alicia Conlin: Building Recovery Capital & Community on Cape Cod with WellStrong, Inc · 37 min · Season 1 Episode 23Send us Fan Mail WellStrong is a 501(c)(3) in East Falmouth using fitness, peer coaching, and community to support people in recovery from substance use disorder. Executive…
- Episode #22 - Startup Strategies for a Successful Small Business · 41 min · Season 1 Episode 22Send us Fan Mail Starting 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…
- Episode #21 - Chance Favors the Prepared - Small Business Edition · 42 min · Season 1 Episode 21Send us Fan Mail Episode #21 – Chance Favors the Prepared: Small Business Edition In this episode, Rusty Dripedge and Bobby Downspout explore how preparation drives real growth…
- Episode #20 - Talking Movement and Mission with Nicole Spencer · 43 minSend us Fan Mail Nicole 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 #19 - The Small Business Five Year Plan · 37 min · Season 1 Episode 19Send us Fan Mail 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…
- Episode #18 - Financial Statements for the Small Business · 44 min · Season 1 Episode 18Send us Fan Mail 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…
- Episode #17 - Building a Recession Proof Small Business · 32 min · Season 1 Episode 17Send us Fan Mail Recessions, inflation, supply chain disruptions—every business faces storms sooner or later. The question is, are you ready for them? In this episode, Dennis…
- Episode #16 - Introducing the South East Gutter Monkeys · 46 minSend us Fan Mail In this episode of Monkey Business Radio, we sit down with Scott Wellington—longtime customer turned proud owner of Southeast Gutter Monkeys, the newest…
- Episode #15 - Leap of Faith · 40 minSend us Fan Mail After 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…
- Episode #14 - Dealing With Competition · 45 minSend us Fan Mail Starting 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…
- Episode #13 - The Island of the Blind · 37 minSend us Fan Mail What 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…
- Episode #12 - Funding your Small Business · 35 minSend 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…
- Episode 11 - The Visionary · 46 min · Season 1 Episode 9Send us Fan Mail Most 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…
- Episode #10 - Valuing Your Small Business IP · 38 min · Season 1 Episode 8Send us Fan Mail In 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…
