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Coffee with Jon - Think Big. Get Unstuck. Grow Your Business

Jon Dwoskin
Artificial Intelligence
Business Coaching
Entrepreneurship
Business Growth
Real Estate
Marketing
Leadership
Profitability
Mentorship
Innovation
Amazon
Accounting
Healthcare
Productivity
Fractional CFO
Business Strategy
Cash Flow
Family Business
Linkedin
Coaching

Coffee with Jon -Formerly THINK Business Deep, soulful conversations with executives, managers, and sales professionals who are making a real difference — in their companies, their communities, and within themselves. Inspired by the legendary Larry King, Coffee with Jon brings you 1:1 interviews built around curiosity, authenticity, and the art of truly listening. Like King, host Jon Dwoskin puts ... more

PublishesDailyEpisodes2935Founded9 years ago
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ManagementBusiness

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Artwork for Coffee with Jon

Latest Episodes

Mark Rampolla built ZICO, sold it to Coca-Cola, and bought it back. Here are 5 highlights from our talk:

1. It's an inside job. The difference between those who succeed and those who don't is whether they do the inner work.

2. Know your zone of g... more

3 takeaways from my talk with John Goldman - Founder of Rebel Health Alliance 1. You have more control over your health than you think.

2. Small changes build momentum. Momentum builds a better life.

3. Invest in your health today. Your future se... more

3 takeaways from my talk with CEO Fabian Calvo - BoomRx: Keep going. Fabian hit $48M in revenue. Not fast. Not easy. But he kept going.

Pick partners you like. When things get hard, you get closer, not distant.

Take care of yourself first. Medita... more

Cara Lash left a coveted consulting job at PWC. No safety net. No guarantee. Just a belief that she was meant to build something.

Here are three highlights from our Coffee with Jon conversation:

1. Do it scared. Don't wait until you're ready. You... more

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Recent Guests

Mark Rampolla
Founder of ZICO Water; co-founder of Ground Force Capital
Ground Force Capital; markrapolla.co
Episode: Mark Rampolla Explains Why Success Starts With The Inner Work
Fabian Calvo
CEO of BoomRx / WellSync
BoomRx / WellSync
Episode: John Goldman Explains Why You Have More Control Over Your Health Than You Think
Cara Lash
Founder of Caravan Trip Plan
Caravan Trip Plan
Episode: Cara Lash Reveals Why Passion Alone Is Not Enough To Build Something Great
Sandeep Acharya
Founder and CEO of Octave Health
Octave Health
Episode: Sandeep Acharya Reveals Why Solving Friction Can Transform Healthcare
Hamsa Yaqo
Co-founder, Kintsugi Village
Kintsugi Village
Episode: Hamsa Yaqo And Paul Spiegelman Explain Why Curiosity May Be The Most Important Skill We Teach
Paul Spiegelman
Co-founder, Kintsugi Village
Kintsugi Village
Episode: Hamsa Yaqo And Paul Spiegelman Explain Why Curiosity May Be The Most Important Skill We Teach
Chris McShanag
Founder and CEO of Virtual Teammate
Virtual Teammate
Episode: Chris McShanag Reveals How VAs Can Free Your Best Talent For Higher Value Work
Garrett Gunderson
Wealth liberation expert
Multiplier / Wealth Liberation Institute
Episode: Garrett Gunderson Explains How To Heal Your Relationship With Money
Michael Weinberger
CEO of Proactive Technology Management
Proactive Technology Management
Episode: Michael Weinberger Explains How To Make AI Work For Your Business

Host

Jon Dwoskin
Host of Coffee with Jon, formerly THINK Business Deep

Reviews

5.0 out of 5 stars from 153 ratings
  • Great insights!

    Coffee with Jon shares great business insights with amazing interviews with leaders. His show is engaging and easy to follow along with. Would definitely recommend giving it a listen!

    Apple Podcasts
    5
    Kitcaster by Moburst
    United States5 months ago
  • Great Pod

    It’s more important than ever in the AI era to challenge our assumptions and think deeper in a way only humans can. Jon Dwoskin is one of those humans! Thank you for a great show!

    Apple Podcasts
    5
    Vanessa Errecarte
    United States7 months ago
  • Great show!

    These tips and tools are great ways to elevate to any sort of business. The way it’s all communicated and easy to understand is a great way to gain understanding. All is simple to learn and use!

    Apple Podcasts
    5
    Sophie...Rosie
    United States9 months ago
  • Directed, Focused, and Inspiring

    Amazing insights from a top coach and business leader! Become a fan…. I am.

    Apple Podcasts
    5
    Beyond insightful
    United States9 months ago
  • Actionable insights for real growth

    Jon has an incredible way of pulling out practical advice from guests. Each episode leaves you with something you can actually apply to grow your business.

    Apple Podcasts
    5
    Kitcaster
    United Statesa year ago

Listeners Say

Key themes from listener reviews, highlighting what works and what could be improved about the show.

The show is seen as a reliable source of real-world business tactics and growth playbooks.
Listeners praise the host for actionable insights and practical, no-fluff interviews.
Guests are described as high-caliber with valuable perspectives and stories.
Audience finds episodes inspiring and focused on tangible outcomes.

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Talking Points

Recent interactions between the hosts and their guests.

Fabian Calvo Reveals How He Built A 48 Million Dollar Business By Staying The Course
Q: What advice would you give about starting a business?
Keep going and focus on building a team you genuinely like and trust; avoid forcing partnerships, and pursue an MVP approach that evolves with feedback rather than chasing perfection from the start.
Fabian Calvo Reveals How He Built A 48 Million Dollar Business By Staying The Course
Q: What's the biggest thing you've learned about yourself this past year?
The biggest lesson is the importance of self-care and a consistent routine—meditation, fitness, and time with family—because they form the foundation that lets me stay curious, lead with a beginner mind, and steer the business through chaos.
Fabian Calvo Reveals How He Built A 48 Million Dollar Business By Staying The Course
Q: How are you using AI in your business today?
AI helps us predict what providers will prescribe based on patient ailments, optimizes our supply chain for ready-to-deploy medications, and supports educational initiatives for both providers and patients as we expand.
Fabian Calvo Reveals How He Built A 48 Million Dollar Business By Staying The Course
Q: Tell me a little about your business and how you built it in a year.
BoomRx started as an effort to streamline prescription ordering for clinics, particularly med spas, by consolidating disparate portals into a single, user-friendly input process. We rapidly expanded from zero clinics to over 10,000, while integrating with electronic health record systems and maintaining a strong focus on reducing friction for providers and patients.
Cara Lash Reveals Why Passion Alone Is Not Enough To Build Something Great
Q: What's your advice for entrepreneurs who understand their talent and passion but worry about practicality?
Follow your passion but ensure you're good at it and can translate it into a viable, working model; don't pursue something just because you're passionate if it can't work.

Audience Metrics

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Frequently Asked Questions About Coffee with Jon

What is Coffee with Jon about and what kind of topics does it cover?

Across episodes, the show features high‑impact conversations with founders, executives, and operators who are shaping growth, leadership, and innovation in diverse industries. Key themes include applying first-principles thinking, driven entrepreneurship, AI adoption in business, practical operations and growth playbooks, branding and product strategy, and building sustainable personal and organizational cash flow. Guests range from healthcare pioneers and real estate developers to DTC brand builders, with a strong emphasis on actionable advice, measurable outcomes, and mindset shifts for scaling teams, markets, and ventures. A notable strength is the host's ability to pull out concrete strategies, diverse perspectives, and human stories th... more

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Which podcasts are similar to Coffee with Jon?

These podcasts share a similar audience with Coffee with Jon:

1. The Shawn Ryan Show

How many episodes of Coffee with Jon are there?

Coffee with Jon launched 9 years ago and published 2935 episodes to date. You can find more information about this podcast including rankings, audience demographics and engagement in our podcast database.

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What guests have appeared on Coffee with Jon?

Recent guests on Coffee with Jon include:

1. Mark Rampolla
2. Fabian Calvo
3. Cara Lash
4. Sandeep Acharya
5. Hamsa Yaqo
6. Paul Spiegelman
7. Chris McShanag
8. Garrett Gunderson

To view more recent guests and their details, simply upgrade your Rephonic account. You'll also get access to a typical guest profile to help you decide if the show is worth pitching.

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