Monkey Business Radio

Monkey Business Radio

American Gutter Monkeys, LLC

Episodes 26
Avg. Duration 43m
Activity Active
Since Dec 2024
Latest Episode Feb 2026

Publishing Details

Schedule
Monthly
Format
Episodic
Consistency
56%
Hosting
rss.buzzsprout.com

Contact & Outreach

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

Feb 18, 2026 1h Transcript

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

Jan 27, 2026 42m Transcript

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

Dec 10, 2025 50m Transcript

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

Oct 14, 2025 37m Transcript

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

Sep 30, 2025 40m Transcript

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

Aug 19, 2025 42m Transcript

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

Jul 08, 2025 42m Transcript

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

Jun 26, 2025 37m Transcript

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

Jun 11, 2025 43m Transcript

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

Jun 04, 2025 32m Transcript

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

May 28, 2025 46m Transcript

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

May 22, 2025 40m Transcript

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

May 15, 2025 45m Transcript

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

May 07, 2025 37m Transcript

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

May 01, 2025 34m Transcript

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

Apr 11, 2025 45m Transcript

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

Mar 27, 2025 37m Transcript

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

Mar 27, 2025 32m Transcript

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

Mar 05, 2025 53m Transcript

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

Feb 21, 2025 40m Transcript

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

How many episodes does Monkey Business Radio have?

Monkey Business Radio has published 26 episodes since December 2024, covering topics in Business, Entrepreneurship.

Is Monkey Business Radio still active?

Monkey Business Radio is currently active with new episodes monthly. Average episode length is 43m.

How do I contact Monkey Business Radio for sponsorship or guest appearances?

Sign up on Grep.FM to access contact details for Monkey Business Radio, including email and social media links.

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