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

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 the guest and their journey at the center of every conversation — asking the questions that uncover

business management

All Episodes

36:59

Mark Rampolla Explains Why Success Starts With The...

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

2026/10/08

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 genius. Double down on what you're great at and build people around you who cover the rest. 3. Become a feedback junkie. Ask after every meeting. Learn to love what you hear. 4. Check your energy before every week. Energy up, energy down, or neutral. That

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20:15

John Goldman Explains Why You Have More Control Over...

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

2026/10/08

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 self will thank you Connect with Jon Dwoskin: Twitter: @jdwoskin Facebook: https://www.facebook.com/jonathan.dwoskin Instagram: https://www.instagram.com/thejondwoskinexperience/

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20:15

Fabian Calvo Reveals How He Built A 48 Million Dollar...

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

2026/10/01

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. Meditation. Fitness. Family. The oxygen mask goes on you before anyone else. --- Fabian Calvo is a longevity industry executive and pharmaceutical supply chain strategist who has built, scaled, and led multiple companies across the compounding pharmacy, API

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28:32

Cara Lash Reveals Why Passion Alone Is Not Enough To...

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

2026/09/30

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 won't be. 2. Passion isn't enough. Be good at it too. When passion and talent align, that's the sweet spot. 3. Start every day with the thing you least want to do. What's the one task your dreading most? Do that first. The rest of the day gets easier. ---

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24:44

Sandeep Acharya Reveals Why Solving Friction Can...

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

2026/09/24

Finding a therapist shouldn't feel like a second job. But for millions of Americans, it does. Sandeep Acharya saw the broken system and built Octave Health to fix it. Here are three takeaway's from our Coffee with Jon conversation: 1. Solve the friction first. Therapists couldn't take insurance easily. Patients couldn't find who was available. Sandeep didn't pick one problem — he solved both. Remove the friction and people show up. 2. Simple is hard. Do it anyway. It took five years of data and

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39:07

Hamsa Yaqo And Paul Spiegelman Explain Why Curiosity...

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

2026/09/22

What if one of the most important skills we can teach isn't academics—but curiosity, kindness, and how to get back to center? I sat down with Hamsa Yaqo and Paul Spiegelman, co-founders of Kintsugi Village, a unique early childhood learning community in Detroit focused on curiosity, creativity, life skills, and community. 3 Takeaways: 1. Curiosity is a superpower. The best learning starts with questions. 2. Life skills matter as much as academics. Kindness, communication, and emotional

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25:57

Chris McShanag Reveals How VAs Can Free Your Best...

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

2026/09/22

3 Takeaways from my conversation with Chris McShanag, CEO of Virtual Teammate: 1. Every org chart needs a VA today. Stop paying $100/hour talent to do $10/hour work. Free them up to do higher value work. 2. Clarity drives results — not geography. A VA in the Philippines or Latin America performs when expectations and outcomes are crystal clear. That's a leadership issue, not a location issue. 3. Start with one. Scale from there. Most clients add a VA once they see it work. Begin where the pain is

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38:53

Garrett Gunderson Explains How To Heal Your...

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

2026/09/15

3 Takeaways from my conversation with Garrett Gunderson, Wealth Liberation Expert: 1. Heal your relationship with money first. Scarcity mindset is inherited. Abundance is a choice. You can't build wealth while fighting the tool that creates it. 2. You are your greatest asset. Stop shrinking. Invest in yourself, your team, your coaches. No one ever saved their way to wealth. 3. Mentoring + coaching + systems + accountability = accelerated results. Pick one. Start today. --- Garrett Gunderson has

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42:47

Michael Weinberger Explains How To Make AI Work For...

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

2026/09/11

3 Takeaways from my AI conversation with Michael Weinberger, CEO of Proactive Technology Management: 1. Fall in love with the problem, not the solution. Don't buy AI tools before you understand your pain points. Go slow to go fast. 2. AI is a force multiplier, not a replacement. Elevate your people. Move them from $10/hour work to $50/hour work. That's the real ROI. 3. Start meta-prompting today. Don't just ask AI questions — ask AI how to ask better questions. That's where the real power is.

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42:19

Justin Hai Explains Why Better Recovery Leads To...

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

2026/09/08

Everyone is tired. But not everyone is resting. 3 takeaways from my conversation with CEO Justin Hai on stress, sleep, and performance: 1. Protect your sleep like it's your business. If you're not sleeping, you're not recovering, thinking clearly, or performing at your best. 2. Put the phone down. Every buzz keeps your body in stress mode. Step away → think better → respond smarter. 3. Small resets beat constant grind. A 15-minute walk without your phone can change your entire day. Most people

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41:11

Lawyers Don't Sell Expertise They Sell Trust with...

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

2026/09/04

3 Takeaways from my conversation with Marty Frankel Co-Chair, Financial Services & Real Property Litigation Group, Executive Committee Member, Maddin Hauser 1. Lawyers sell trust — not expertise. Competence is the baseline. What clients really need is someone on their team who owns their problem with urgency. 2. Find the issue behind the issue. Ask questions. Build rapport. What someone walks in with is rarely what's really keeping them up at night. 3. Delay gratification. Plan long. Reverse

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41:45

We're in the Golden Age of Learning with Bernadette...

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

2026/09/01

3 Takeaways from my conversation with Bernadette Burke, CEO of Brella Productions: 1. We're in the golden age of learning. Everyone learns differently. The tools finally exist to meet people where they are. Use them. 2. Know the outcome before you design the training. What do you want people to DO differently? Start there. Everything else follows. 3. Quantify the cost of failure. One lost sale. One bad customer experience. One slow onboard. Do the math — then invest in training. --- Bernadette

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25:56

The Moonshot Idea That Could Change Manufacturing...

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

2026/09/01

3 Takeaways from my conversation with Deniz Kent, CEO of Prolific Machines: 1. Moonshot thinking starts with a real problem. Deniz saw conflict over resources and asked: what if cells could make everything we need? That question built a company. 2. The best technology has the lowest cost AND highest quality. When those two things align — adoption follows. Every time. 3. Assemble people smarter than you. Deniz conceived the idea. Then got out of the way and hired scientists better than himself

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41:23

Stop Waiting for Capital and Start Building with Oz...

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

2026/08/25

3 Takeaways from my conversation with CEO Oz Konar, Founder of Business Lending Blueprint: 1. Proof of concept before capital. Don't hide behind someone else's money. Sell the product first. If people are buying — then scale. 2. Financial literacy is a superpower. Build credit early. Understand debt. Know your margins. Money follows the prepared. 3. Take imperfect action. Stop waiting until everything is figured out. It never will be. Start now, learn fast. Watch How to Get Rich Interview with

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49:48

The Leadership Lessons Behind a 40-Year Legacy with...

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

2026/08/24

A masterclass on leadership, legacy, and succession. With Ron Solish (CEO) and Steve Sallen (CFO) of Maddin Hauser. --- STEVEN ("STEVE") D. SALLEN joined Maddin Hauser as a law clerk in 1983. He served as the firm's president and CEO for fifteen years and is currently the CFO. Steve earned his undergraduate degree from the University of Michigan and his law degree, cum laude, from the University of Detroit School of Law. There he served as Case and Comment Editor of the University of Detroit Law

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25:07

Stop Taking Notes and Start Having Better...

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

2026/08/20

3 Takeaways from my conversation with Rich White, CEO of Fathom AI: 1. Stop taking notes. Start having conversations. AI handles the details so you can focus on the people in the room. 2. The cost of a lost idea is greater than $15/month. One missed action item. One forgotten commitment. One misquoted client. Do the math. 3. Meetings should be great. The right people. The right agenda. The right tools. No excuses. --- Richard White is the founder and CEO of Fathom.video, a free app that records,

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38:05

Build Simple, Sell More: Thomas Smith on What...

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

2026/08/18

I sat down with Thomas Smith, founder of skinatwork.com. Here are 3 takeaways. 1. Simple is a strategy. Nearly 70% of Thomas's customers buy a full kit on the first visit. Simplicity is doing the hard work so your customer doesn't have to. 2. Know your numbers. Acquisition cost. Lifetime value. Repeat rate. Chase one metric and wonder why you're losing. 3. Build for a need, not a moment. Thomas launched during the pandemic , when everyone said don't. He did it anyway because the customer pain was

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32:01

What Are You Good At: : The Playbook for Smart...

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

2026/08/13

If you're looking to Franchise your business, or thinking about it, CEO Alisa Sparks with Linden Creek will guide you how to do it! 3 highlights from our conversation: 1. Turn what works into a system Don't just grow… replicate -When your process is clear and teachable, others can run it—and you can scale it. 2. Test before you expand Don't assume demand. Prove it - Start small, validate the market, then go all in with confidence. 3. Build the playbook Success isn't only talent—it's systems -

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26:29

Jon Ostenson on AI Proof Your Franchise The Smarter...

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

2026/08/11

Most people think franchising is the easy path to business ownership. It's not. But it might be a smart path. I sat down with John Ostenson — top 1% franchise broker and CEO of FranBridge Consulting — and here's what stood out: 3 Takeaways: 1. AI-proof your investment. The smart money is flowing into trades and home services — businesses AI can use but never replace. 2. Activity breeds activity. Stop waiting for the perfect time. It doesn't exist. Start moving toward option A or B — option C shows

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54:36

The Long Game Wins: Business Lessons from a Soft...

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

2026/08/10

Playing the Long Game: Lessons from a HUD Specialist and a Soft Serve Stand I sat down with Gemma Geldmacher, Managing Director of Mortgage Banking at Berkadia, to talk about her successful career and her blog — Playing the Long Game: Hard Lessons Through Soft Serve. It's the story of watching her parents immigrate from Australia in 1984 with three kids, buy a local community ice cream shop, and the lessons that came with it. The business lessons inside that shop can help all of us in business and

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