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Coffee with Jon - Think Big. Get Unstuck. Grow Your Business: Daily Summaries Delivered
by Jon Dwoskin
Every DAY Business, Sales and Leadership coach Jon Dwoskin takes a deep dive into a new level of business conversations, interviewing thought leaders to understand the BIG picture of why they are doing what they are doing, and how they are making a difference in the lives they touch. Their stories will inspire and guide you to your next level, shifting your perspective on your own capacity. Get ready to Get Unstuck and Think BIG. VERY BIG!
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- Today24 min
Adam Lutz and Matt Sosin on Building Community Through Pickleball
What's Your Next Winning Shot—in Pickleball and Business? Pickleball is booming — and so is Ace Pickleball Club, led by Adam Lutz and Matt Sosin in Bloomfield Hills and Grand Rapids. What began as a real estate opportunity turned into a business built on community, vision, and execution. Three Highlights from Adam and Matt: 🎯 They saw opportunity in the unexpected. A real estate search turned into a smart pivot — transforming open space into vibrant pickleball clubs. 🏗️ They built on proven experience. Partnering with a seasoned franchise team gave them systems, speed, and confidence. 🤝 They put people first. From players to staff, community and connection are at the heart of everything they do. 🎾 Ace Pickleball Club 📍 Bloomfield Hills & Grand Rapids, MI 🌐 acepickleballclub.com/bloomfield-township-mi Connect with Jon Dwoskin: Twitter: @jdwoskin Facebook: https://www.facebook.com/jonathan.dwoskin Instagram: https://www.instagram.com/thejondwoskinexperience/ Website: https://jondwoskin.com/LinkedIn: https://www.linkedin.com/in/jondwoskin/ Email: jon@jondwoskin.com Get Jon's Book: The Think Big Movement: Grow your business big. Very Big! Connect with Adam Lutz and Matt Sosin:Website: acepickleballclub.com/bloomfield-township-mi *E - explicit language may be used in this podcast.
- Yesterday23 min
What Are You Good At: Outwork Everyone with Steven Haddad
Jeff Gunsberg and I sat down with serial entrepreneur Steven Haddad—and the conversation went way deeper than business. Here are 3 takeaways that stuck: 1 - Build from demand, not ego. Steven's foundation was simple: listen first, then build. The most durable businesses aren't dreamed up—they're requested. 2- Work ethic beats pedigree. Every time. From mopping floors at seven to leading multiple companies, nothing replaced showing up early, staying late, and doing the work others won't. 3 -Bet on people before numbers. Fast returns are tempting. Builders are rare. Every lesson—good or painful—came down to who was in the room. And at the center of it all was his dad, Sam—who built from nothing and passed down one rule that still drives everything: You don't have to be smarter than everyone… but you can outwork anyone. That's not just advice. That's a blueprint. Connect with Jon Dwoskin: Twitter: @jdwoskin Facebook: https://www.facebook.com/jonathan.dwoskin Instagram: https://www.instagram.com/thejondwoskinexperience Website: https://jondwoskin.comLinkedIn: https://www.linkedin.com/in/jondwoskin Email: jon@jondwoskin.com Get Jon's Book: The Think Big Movement: Grow your business big. Very Big! Connect with Jeff Gunsberg:Website: https://title-connect.com *E - explicit language may be used in this podcast.
- 2 days ago28 min
Attorney Gary Remer on Turning a Business into a Franchise
Could your business be a franchise — and you don't even know it yet? I sat down with Attorney Gary Remer, who leads the Franchise Group at Maddin Hauser, and we broke down what it takes to turn a business into a scalable franchise model. 👀 Most entrepreneurs are so busy working IN the business they never stop to ask: • Is my model teachable? • Can it scale without me? • Could this become a franchise system? My Takeaways from Gary: ✅ Strong businesses are built on systems — clarity makes scale possible ✅ Replicability matters — if it can't be taught in 10–14 days, it's not ready ✅ Protect your brand early with trademarks ✅ Pick up the phone — conversations are better than emails ✅ Invest in advisors who speed up growth and reduce risk Gary Remer's Franchise Videos: Evolution of Franchise: https://www.youtube.com/playlist?list=PLrUYLEyD2WCfuGDa4Xv_JqgR4dmk1tvf_ Franchise Bites: https://www.youtube.com/playlist?list=PLrUYLEyD2WCcdboN1pCErhub46M4CoB9Z -- A consummate business lawyer whose counsel includes invaluable insights on M&A, franchising, tax, and employee benefits matters, Gary Remer has been a trusted advisor and ally to businesses across a broad spectrum of industries for almost 30 years. Gary's representation is granular and big-picture in equal measure. He has the vision to see down the road to help his clients minimize risk and seize strategic opportunities while also immersing himself in the minutiae and nuances of the laws, regulations, and contractual terms that can profoundly impact their bottom lines. His straightforward style, personable nature, and tailored approach not only form the foundation of enduring client relationships but also facilitate the smooth consummation of deals or the efficient resolution of disputes. Clients turn to Gary when considering or presented with potentially game-changing transactions, including mergers, acquisitions, joint ventures, buy-sell agreements, syndication of equity, and exit strategies. Complementing his legal experience with his background as an IRS agent and Certified Public Accountant, Gary can provide a holistic view of a deal that thoroughly assesses the dollars and cents implications of a deal as well as its legal ones. Gary's legal acumen serves mortgage industry clients well during all phases of mergers and acquisitions, which involve unique issues relating to multiple branches, state and federal regulatory requirements, licensing, investor relationships, warehouse credit lines, integration of technology platforms, transfer of confidential and regulated consumer information, disposition of loan pipelines, servicing rights, portfolio and investment loans, just to name a few. As outside general counsel for many of his clients, Gary assists businesses with all other legal and operational issues they face, from entity formation and governance to employment matters to succession planning. Gary is particularly well-versed in the legal, strategic, and practical landscape of franchising, representing franchisors and franchisees at all stages of their business lifecycle. He has abundant experience drafting franchise disclosure documents and franchise agreements, preparing and filing multi-state registrations, and advising on risk management. Gary understands both the promise and peril of franchising and is committed to helping his clients transform their ideas and investments into thriving and growing concerns. As an IRS revenue agent in its Employee Plans Division, Gary audited qualified retirement plans, assessed tax liability, and issued determination letter rulings. During his tenure, he amassed a wealth of knowledge and insights regarding employee benefit plans and ERISA issues, allowing him to better guide his clients and help them avoid potential problems or liabilities. Over the ensuing decades, Gary has worked with clients of all sizes to design and implement qualified and non-qualified deferred compensation arrangements, with an emphasis on 401(k) plans, employee stock ownership plans, and defined benefit plans. Gary's IRS experience also informs his efforts to prevent and resolve issues and concerns raised by the agency. He has conducted analysis regarding controlled groups and affiliated service groups under the Internal Revenue Code and has drafted submissions and represented numerous clients with tax/Internal Revenue Code controve
- 3 days ago33 min
Kevin Surace on Why AI-First Companies Will Win
Are you falling behind—or getting 10X more productive—with AI? Kevin Surace, the father of the virtual assistant and AI futurist. Here are my 5 biggest takeaways: ✅ If you're not AI-first, someone who is will replace you ✅ AI isn't a tool — it's a workflow multiplier ✅ Productivity is now 10X minimum, not 10% better ✅ Your voice still matters — edit AI, don't fear it ✅ The winners? People who learn faster than AI evolves What's ONE way you're using AI today to boost productivity? Kevin is the father of the Virtual Assistant and a Silicon Valley innovator, serial entrepreneur, CEO, and futurist. He was INC Magazines' Entrepreneur of the Year, a CNBC top Innovator of the Decade, World Economic Forum Tech Pioneer, Chair of Silicon Valley Forum, Planet Forward Innovator of the Year nominee, featured for 5 years on TechTV's Silicon Spin, and inducted into RIT's Innovation Hall of Fame. He has 94 worldwide patents and led pioneering work on the first cellular data smartphone (AirCommunicator), the first human-like AI virtual assistant (Portico), soundproof drywall, high R-value windows, AI-driven building management, Generative AI for QA automation, supply-chain auctions, and the window/energy retrofits of the Empire State Building and NY Stock Exchange. Connect with Jon Dwoskin: Twitter: @jdwoskin Facebook: https://www.facebook.com/jonathan.dwoskin Instagram: https://www.instagram.com/thejondwoskinexperience/ Website: https://jondwoskin.com/LinkedIn: https://www.linkedin.com/in/jondwoskin/ Email: jon@jondwoskin.com Get Jon's Book: The Think Big Movement: Grow your business big. Very Big! Connect with Kevin Surace:Website: https://www.kevinsurace.com/ X: https://twitter.com/kevinsurace Instagram: https://www.instagram.com/kevinsurace/ LinkedIn: https://www.linkedin.com/in/ksurace/ Facebook: https://www.facebook.com/kevin.surace/ *E - explicit language may be used in this podcast.
- 4 days ago44 min
Kari Alterman on Building a Legacy That Lasts
What Does Your Legacy Really Mean? When you hear the word legacy, what comes to mind? A name on a building? A foundation created after you're gone? Or something far simpler — the way you show up every day and the impact you quietly leave behind? I sat down with Kari Alterman, founder of Good Name Advisors, to explore how each of us can shape our legacy with intention — starting now, not someday. Kari helps individuals and families clarify their values, elevate their giving, and preserve their good name through thoughtful, lasting philanthropy. What struck me most in our conversation is that legacy isn't about wealth or waiting until the end of life. It's about how you treat people, where you choose to give, and how you align your actions with your values today. My Take Too many people wait to think about their legacy. They assume it starts with money or ends with a big gesture. Kari reframed this for us: legacy is built moment by moment — through kindness, intention, and generosity that matches who you are. Whether you give $5,000, $50, or just your time, what matters most is purpose and INTENT. 🍃 My Top 5 Highlights from the Conversation 🍃 Legacy is lived, not just left. It's built through your everyday actions, not just end-of-life gifts. 🍃 Transformational giving isn't about size — it's about intent. A $5,000 gift can be life-changing if it's focused and thoughtful. 🍃 Giving circles create powerful collective impact. Pooling resources with friends or colleagues multiplies reach and deepens learning. 🍃 Values are your compass. When you know what matters most — community, education, justice — giving becomes clear and deeply fulfilling. 🍃 A "good name" is one of your greatest assets. Kindness, integrity, and how you treat people shape how you're remembered far more than money ever will. Legacy doesn't have to be complicated or distant. It can start with one thoughtful conversation, one aligned decision, one intentional gift. 💬 How do you define legacy in your own life? Is it about giving, impact, relationships — or something else entirely? Kari Alterman is a passionate philanthropic advisor and connector, known for her ability to match people with meaningful causes in ways that bring mutual benefit, purpose, and joy. As the founder of Good Name Advisors, she partners with individuals and families to clarify their values, elevate their giving, and preserve their good name through thoughtful, lasting philanthropy. Kari brings a unique blend of deep experience, personal warmth, and strategic insight to her work. She spent nearly a decade at the William Davidson Foundation, where she led the Jewish portfolio for eight years before serving as Director of External Affairs and Senior Advisor. Her career also includes leadership roles at the American Jewish Committee (as Detroit Regional Director) and Jewish Federation of Metropolitan Detroit, where she concluded an 11-year tenure as Director of Leadership Development. Kari is known not only for her expertise in philanthropy, but for her intuitive ability to read people—what drives them, what excites them—and connect them to organizations and opportunities that align. Her extensive network across the Jewish, philanthropic, and civic landscapes allows her to open doors, make strategic introductions, and guide clients with both insight and care. A graduate of the University of Michigan, Kari holds a BA in History, an MSW, and a Certificate in Jewish Communal Service. She is also a 21/64© Certified Philanthropic Advisor. In her volunteer life, Kari proudly serves on the boards of OneTable, Boundless Israel, Clover Hill Park Cemetery, and The Zekelman Holocaust Center, where she is also an active second-generation speaker. She is a founding member and former executive committee member of the Interfaith Leadership Council of Metropolitan Detroit, and a past board member of JPRO. Kari's work is rooted in the belief that a good name—built through acts of generosity, kindness, and purpose—is the most meaningful legacy we can leave. Connect with Jon Dwoskin: Twitter: @jdwoskin Facebook: https://www.facebook.com/jonathan.dwoskin Instagram: https://www.instagram.com/thejondwoskine
- 5 days ago23 min
Kevin Akeroyd on Leading Global Teams in a Hybrid World
How does a modern CEO lead a global, hybrid workforce while staying connected to every employee? I recently sat down with Kevin Akeroyd, CEO of Sovos, a tax and compliance specialist for Fortune 500 companies. Kevin shared practical, clear insights on leadership, growth, and retention. Here are five that stood out: 🌍 Global = local: Think, act, and deliver locally while running a global company. Inclusivity isn't optional when you have employees and customers in 52+ countries. ⚡ Be nimble: Markets move fast — rigid leadership gets buried. Adaptability keeps you relevant. 🦓 Old zebras can change stripes: Blend old-school fundamentals with new-school thinking to stay competitive. 🧠 Invest in upskilling: Formal training (AI, cross-functional experience, cultural exchange) drives retention and makes employees future-proof. ✈️ Show up in person: CEOs and leaders should visit offices worldwide, host town halls, and build direct connections — people stay where they feel seen. Kevin's timeline shows how old school still matters — but only when paired with adaptability and fresh thinking. As the CEO of Sovos, Kevin leads the industry's premier SaaS technology platform company focused on enabling 100% compliance in a digital, cross-border, regulated world. With a diverse background encompassing roles at VC startups, private equity firms, and Fortune 500 companies like Oracle and Salesforce, Kevin's success is built on his distinct ability to identify opportunities for companies to innovate and find their break-through potential, applying strategic acumen, operational excellence, and an unwavering commitment to driving company growth and success. Prior to Sovos, Kevin served as the CEO of Magnit, where he spearheaded the growth of the largest contingent workforce management SaaS and services player in the HCM market. During his tenure, he significantly increased revenue from $700 million to over $2 billion across various business segments, delivering a remarkable 4x+ MOIC return for the private equity sponsor. Connect with Jon Dwoskin: Twitter: @jdwoskin Facebook: https://www.facebook.com/jonathan.dwoskin Instagram: https://www.instagram.com/thejondwoskinexperience/ Website: https://jondwoskin.com/LinkedIn: https://www.linkedin.com/in/jondwoskin/ Email: jon@jondwoskin.com Get Jon's Book: The Think Big Movement: Grow your business big. Very Big! Connect with Kevin Akeroyd: Website: Sovos.com X: https://x.com/akeroyd?s=21 Instagram: https://www.instagram.com/sovoscompliance LinkedIn: https://www.linkedin.com/in/kevinakeroyd Facebook: https://www.facebook.com/share/1E9W7Di2jg *E - explicit language may be used in this podcast.
- 6 days ago37 min
Tracy Gapin on Optimizing Health for Peak Performance
What would it look like if you truly lived with intention—optimizing your health, energy, and focus to be your best again? Think BIG Community: I had a great conversation with Dr. Tracy Gapin, health and longevity expert, founder of the Gapin Institute, and creator of Peak Launch. We talked about what it really takes to get back to peak performance—and stay there. Here are 5 takeaways that stood out to me: 1️⃣ Sleep is your superpower. It's where recovery, growth, and memory consolidation happen. Skip it, and you miss the foundation of health and performance. 2️⃣ Even tiny changes move the needle. Don't aim for perfection—aim for progress. One less drink. One better choice. One percent better every day compounds into transformation. 3️⃣ Mindset matters. Journaling, gratitude, and mindfulness (like box breathing) aren't "woo"—they're science-backed tools that calm your nervous system and sharpen focus. 4️⃣ Habits beat hacks. The sexy biohacks (peptides, wearables, etc.) mean little if you ignore fundamentals like sleep, nutrition, stress management, and intentional routines. 5️⃣ Live with intention. Time-block your calendar. Plan your day. Set your environment up to win. Don't rely on willpower—rely on structure. 💡 My big takeaway? Progress over perfection. You don't have to overhaul your life overnight. Start with one small, intentional change—and stack them over time. Think Community: What's ONE tiny habit you could start this week to optimize your energy, clarity, life and/or business ? -------- Tracy Gapin, MD is a leading men's health optimization and longevity expert. He's the founder of the Gapin Institute for Precision Medicine and a board-certified urologist with over 25 years of experience. Dr. Gapin helps high-performing entrepreneurs, athletes, and executives reach peak performance through cutting-edge, data-driven health strategies. He's a best-selling author, TEDx speaker, and trusted by top professionals to optimize their health and energy. Connect with Jon Dwoskin: Twitter: @jdwoskin Facebook: https://www.facebook.com/jonathan.dwoskin Instagram: https://www.instagram.com/thejondwoskinexperience/ Website: https://jondwoskin.com/LinkedIn: https://www.linkedin.com/in/jondwoskin/ Email: jon@jondwoskin.com Get Jon's Book: The Think Big Movement: Grow your business big. Very Big! Connect with Tracy Gapin, MD:Website: https://gapininstitute.com X: https://x.com/DrGapin Instagram: https://www.instagram.com/drtracygapin LinkedIn: https://www.linkedin.com/in/tracygapin Facebook: https://www.facebook.com/drtracygapin *E - explicit language may be used in this podcast.
- 1 weeks ago21 min
Nichole Daher on Turning Personal Challenges into Business Opportunities
What's one challenge in your life right now that could spark a business idea if you acted on it? On Think Business, I spoke with Nicole Daher, CEO and founder of Success on the Spectrum (SOS)—the first autism treatment franchise in the U.S. Nicole's journey began with a deeply personal challenge. When her daughter was diagnosed with autism, she searched Houston for treatment options. What she found were long waitlists and not enough clinics to meet the demand. Instead of waiting, Nicole acted. In 2015, she opened her first clinic. Today, SOS has grown into 76 franchises, changing lives across the country. Here are a few takeaways from Nicole's journey: 💡 Take action. Many see the need; few build the solution. 💡 Systems = scalability. Processes, checklists, and training make growth possible. 💡 Purpose fuels profit. Mission and margin can go hand-in-hand. 🌱 Nicole's story reminds us that our biggest challenges often hide our biggest opportunities. The real question is—will you act on yours? -------- Success On The Spectrum was founded in Houston TX in 2015 by Nichole Daher, an Autism mom, who envisioned unique ABA centers that could maximize the potential for progress for her daughter. She created the perfect combination of the most effective methods of science, a fun environment, community outings, safety, and high parent involvement. After the original two centers boasted success and profit, Nichole Daher founded SOS Franchising in order to share her mission with other passionate business owners. Connect with Jon Dwoskin: Twitter: @jdwoskin Facebook: https://www.facebook.com/jonathan.dwoskin Instagram: https://www.instagram.com/thejondwoskinexperience/ Website: https://jondwoskin.com/LinkedIn: https://www.linkedin.com/in/jondwoskin/ Email: jon@jondwoskin.com Get Jon's Book: The Think Big Movement: Grow your business big. Very Big! Connect with Nichole Daher:Website: https://successonthespectrum.com LinkedIn: https://www.linkedin.com/company/success-on-the-spectrum Instagram: https://www.instagram.com/successonthespectrum YouTube: https://www.youtube.com/channel/UCJFJ9Md2dj9Q_mujWVFxXcw *E - explicit language may be used in this podcast.
About Coffee with Jon - Think Big. Get Unstuck. Grow Your Business
Every DAY Business, Sales and Leadership coach Jon Dwoskin takes a deep dive into a new level of business conversations, interviewing thought leaders to understand the BIG picture of why they are doing what they are doing, and how they are making a difference in the lives they touch. Their stories will inspire and guide you to your next level, shifting your perspective on your own capacity. Get ready to Get Unstuck and Think BIG. VERY BIG!
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