Business stories turned into usable business lessons.
THINK Business with Jon Dwoskin is a practical interview show built around entrepreneurs and business people explaining how they think. The conversations keep returning to useful questions: what worked, what stalled, what changed, and what someone else can apply.
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THINK Business with Jon Dwoskin is a business interview show with a working-conversation feel. It is not built around tidy keynote lessons. It gets there through questions, interruptions, examples, and the occasional recap that turns a guest’s story into a practical point. The show’s recent episodes move across a wide range of business problems. Mark Podolsky talks through land investing, passive income, risk, ego, and the move away from investment banking. Alex Mayer frames AI as a new kind of teammate, with smaller engineering teams producing far more output and humans needing sharper taste, intuition, and pattern recognition. Georgie George’s Yummy Pop story becomes a lesson in slowing down, testing stores, asking for help, and putting energy where there is a return. Hikari Senju’s OmniKey conversation focuses on AI-generated advertising, fundraising, sales, and the business education that often happens outside the classroom. The recurring What Are You Good At edition brings in Jeff Gunsberg and guests such as Richard Simtoe to talk about unique ability, purpose, community, and giving back. Shorter business-coaching segments ask where people get stuck, including SEO mistakes like treating a whole website as one ranking target instead of thinking page by page. The show is comfortable with product demos and business backstories, but it does not stay there. It keeps asking for the lesson underneath the story. What was the decision? What changed the economics? What did the person learn the hard way? Where did ego, speed, or fear get in the way? The style is plainspoken, warm, and momentum-driven, with guests carrying much of the substance. It works best for entrepreneurs, sales leaders, small business owners, and curious business listeners who want practical business thinking from people who have actually built, sold, tested, launched, or adjusted something in the market.
Made for: For entrepreneurs, sales leaders, small business owners, and business listeners who want practical takeaways from real business conversations. It also fits listeners interested in AI, SEO, leadership, and business decision-making.
What sets it apart: The show’s strength is its habit of converting guest anecdotes into concrete business lessons. It keeps circling back to process, numbers, stuck points, ego, and the next useful move.
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!
Based on 5 episodes we listened to · September 2026
Jon Dwoskin turns founder interviews into practical lessons about spending, testing demand, using AI and choosing the next move.
Jon Dwoskin keeps returning to the point where an entrepreneur has to turn an idea into an operating decision. His interviews move from origin stories into mechanics: Adam Callinan explains how a P&L can guide advertising spend, Georgee George describes using store-level sales…
A land flip, an AI ad engine, a popcorn demo: Jon Dwoskin keeps your business advice concrete.
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Short reviews from the PlayNext desk, based on the episodes we processed.
A homemade popcorn story becomes a grounded look at testing demand, protecting energy and giving the next step time.
Georgie George's path into Yummy Pop begins with a food intolerance, homemade popcorn, a Himalayan salt version and a caramel batch first made as a Christmas surprise for clients, her sister and co-workers.
AI as a teammate changes the shape of the engineering floor.
Here, AI is framed as an operating change inside a business, not just a technical tool, and the discussion becomes most concrete when it turns to code written by machines.
A land-investing story anchored in the numbers behind the model.
Mark Podolsky gives John Dwoskin a clean business case for land investing: rural parcels, annual property-tax drag, and a model built on buying low and flipping with discipline.
An AI advertising pitch lands best when framed by the startup and cash-flow lessons around it.
AI advertising is the stated subject, but the stronger business thread is how fast a technical founder had to learn the rest of company-building.
A practical episode on connecting early-stage ad spending to profitability through clearer numbers.
Jon Dwoskin speaks with Adam, founder of Pentane, about the pressure early-stage companies face when every spending choice needs a clearer path back to profitability.
Rob Walling on bootstrapped SaaS growth, plateaus, and exits — with founders who lived them.
Abbey Ashley's playbook for turning your job skills into a virtual assistant business.
SaaS operators on scaling, pricing and AI, metrics included.
Alex Blumberg interviews guests like Megan Phelps-Roper and Shane McAnally about failure and reinvention.
This episode explores how businesses can leverage data strategy and AI to drive growth and create value, featuring insights from Zainulabedin Shah of Zeed Data Talks.
This episode features a conversation between host John Dwoskin and guest Artem Gonchakov about the challenges and lessons of startups, focusing on reinvention and growth strategies.
Host Jon Dwoskin interviews Adam Callinan, founder of Pentane, who built and sold the consumer brand Bottlekeeper to 8-figure revenue without employees or investors.
In a speed round interview, Jeff Maine discusses a TED Talk he wrote but missed presenting to attend his son's last high school football game.
On THINK Business with Jon Dwoskin, Fabian Calvo explains how Boom RX streamlined prescription ordering for med spas and passed 10,000 ordering clinics in under a year.
On THINK Business with Jon Dwoskin, Cara Lash explains how Caravan organizes outdoor day trips for people leaving New York City.
Ben Feys and Kevin Niehoff, co-founders of Pretty Boy Cosmetics, explain how customer research, simple men's skincare products, and disciplined channel focus shaped their business.
AI is the new teammate.
Georgie George explains how Yummy Pop began after family, clients, and coworkers urged her to sell homemade popcorn, leading to a sold-out test of 100 bags.
John Dwoskin opens the conversation with Mark Podolsky, the land geek and author of Dirt Rich.
Hikari Senju starts with the business lesson Harvard did not give him.
A business coach explains how people get stuck in SEO by focusing on ranking their entire website instead of individual web pages, emphasizing the importance of targeting each page for specific user intent.
This episode features an interview with entrepreneur and scientist Mark Fox about his portable electromagnetic field device called The Vibe, which uses frequency therapy for healing and wellness.
Jeff Maine discusses a TED talk he wrote about how businesses could transform communities by funding nonprofits, which he prioritized over presenting it to attend his son's last high school football game.
Business coaches Jon Dwoskin and Jeff Gunsberg interview Owen Garrity, founder of Think Business and FPW Media, about discovering one's unique abilities and leveraging them to build successful businesses.
This episode features an interview with Zainulabedin Shah, CEO of Zeed Data Talks, discussing how businesses can leverage data strategy and AI to drive growth and create value.
This episode features an interview with Nigel O'Neill, founder and CEO of Terralugo.com, discussing how digital technology can help B2B companies grow their businesses effectively.
This episode features an interview with Dr.