Monkey Business Radio
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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Monkey Business Radio
Latest Episodes
Interview with Green Abundance by Design: Profit with Purpose
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 a focus on native plant gardens, invasive species manage...
Episode #25 - Silver Tsunami On Main Street
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 of small business ownership, as millions of Baby Boomer–owned companies change hand...
Episode #24 - Employment Tailwinds at the Gutter Monkeys
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 Siggins (a.k.a. Bobby Downspout) look at how the trades have adapted, why qualified candi...
Episode #23 - Alicia Conlin: Building Recovery Capital & Community on Cape Cod with WellStrong, Inc
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 Director Alicia Conlin joins Chris Collins and Dennis “Bobby Downspout” Siggins t...
Episode #22 - Startup Strategies for a Successful Small Business
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. Bobby Downspout of Cape Cod Gutter Monkeys) dig into the strategies that ...