The Startup Different Podcast

Jan 28 2025 66 ep. 28 mins 3
The Startup Different Podcast artwork

The Startup Different Podcast is here to help bootstrapped startups go from $0 to $5M in annual revenue. Why? Because that's what hosts (and brothers) Dave and Chris Sinkinson did. They know their stuff - the brothers would go on to sell their bootstrapped business for $40M. Startup Different gives you proven ideas and frameworks that can help you create, build, and scale a profitable business. Dave and Chris bring on some of the most exciting entrepreneurs to tackle tough early business challenges, provide tactical insight, and dispel startup myths to reach you startup dreams.

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Empathy and Innovation: Natalie Kaminski’s Journey from Coder to CEO

Jan 28 2025 35 mins  
Today, we’re chatting with Natalie Kaminski, the founder and CEO of JetRockets. She’s a tech entrepreneur with a knack for empathetic leadership and a powerful story about moving her entire company to align with her values.

Firefighters, Funding, and Pivots: Chris Memmott’s Path to Success

Jan 21 2025 38 mins  
Today on Startup Different we talk to our old pal, Chris Memmott. He has over 15 years of sales and leadership experience within high-growth startups and has even had his own successful (albeit bumpy!) exit. We’ll cover his journey and what to watch out for when selling your business baby. It’s acquisition time on Startup Different!

Were we Boss-Holes? The Secrets of Leadership Transformation

Jan 14 2025 28 mins  
In this recap, we’re diving back into our chat with Catherine Bell, where she dropped some incredible gems about mixing purpose and profit as an entrepreneur. Whether it’s building a strong team culture or turning mistakes into growth moments, we’ve pulled together the best insights for you to level up your business game. Bonus: we also press Chris on his Boss-Hole past and i

Can You Balance Profit and Purpose? A Conversation with Catherine Bell (Season 6, Episode 1)

Jan 07 2025 28 mins  
Can you balance profit and purpose? Today’s guest is Catherine Bell, founder of The Awaken Company, and she’s all about transforming how we think about business. From building healthy cultures to leading with self-awareness, Catherine shows how your company can be a force for good while thriving along the way. Welcome to Season 6 of Startup Different.

Season Six Trailer

Jan 06 2025
It’s Season Six of Startup Different! This season comes loaded with a bunch of crazy stories, like trying to close your latest round of funding the day the market has a historic collapse, a firefighter market flipped upside down, and a tinder swindling senior employee. It’s a wild ride. We're Dave and Chris and this is Startup Different. We’re tracking down the craziest start

Best Known Beats Best: Key Business Insights from Matt Watson’s $150M Exit (Season 5, Episode 13)

Dec 31 2024 26 mins  
In this episode of Startup Different, we reflects on the journey of scaling businesses and the importance of exits, while debriefing our conversation with serial entrepreneur Matt Watson. The conversation delves into the significance of having a well-known product over just a good product, the necessity of execution, and the critical role of hiring the right talent at the right tim

Scaling and Success: Matt Watson on Building and Exiting Multiple Startups (Season 5, Episode 12)

Dec 24 2024 29 mins  
In this episode of Startup Different, Matt Watson, a serial tech entrepreneur, shares his journey of founding and exiting multiple startups, including a $150 million exit. He discusses the importance of execution, the challenges of scaling a business, and the role of timing and luck in achieving success. Matt emphasizes the need for product-market fit, the significance of key hires

Finding Goldminds: Key Lessons from Cynthia Arscott’s Mindfulness Startup (Season 5, Episode 11)

Dec 17 2024 23 mins  
In this episode of Startup Different, we recap our interview with Cynthia Arscott, the founder of Goldminds, an app designed to help children sleep better. The conversation explores Cynthia's journey from tech to entrepreneurship, the challenges of transitioning from in-person to digital solutions during the pandemic, and the importance of working smarter rather than longer hours.

Get your Kids to Sleep: Cynthia Arscott’s Goldminds App for Children’s Wellbeing (Season 5, Episode 10)

Dec 10 2024 29 mins  
In this episode of Startup Different, Dave and Chris interview Cynthia Arscott, the CEO and founder of GoldMinds, a mindfulness app for kids. Cynthia shares her personal journey from struggling with anxiety as a child to discovering the benefits of mindfulness and meditation. She discusses the evolution of her business from in-person mindfulness classes to a digital app, especially

Beyond Technical Skills: Key Communication Lessons from Expert Matt Reesor (Season 5, Episode 9)

Dec 03 2024 31 mins  
Are entrepreneurs in Canada less motivated than their US counterparts? Last week, Matt Reesor gave us his take and identified how Canadian firms need to compete. Today, Chris and I dig deeper into the complexities of the Canada versus US competitive landscape. Welcome to Start Up Different.