The More Smarter Show

Chris Barry joins The More Smarter Show to talk about what it really takes to build a real estate portfolio while balancing a full-time job and family life. From scheduling every hour of the week to setting long-term goals with purpose, Chris shares how systems and clarity have helped him scale across states without losing focus. He also dives into the mindset side of investing... taking calculate...

In this episode of The More Smarter Show, Jake and Dylan sit down with Bill Kwong to talk about the power of just jumping in. From business ideas that started as “why not?” moments to ventures that didn’t have a plan but somehow worked out, the three break down what happens when you stop waiting for the perfect time and just take action. Bill shares his own experiences diving headfirst into new pr...

In this solo episode of The More Smarter Show , Jake and Dylan ditch the guests and get real about vision, effort, and working smarter in business and life. Jake shares how he wrote a fake news article about his future three years from now — mapping out what his companies, employees, and reputation will look like. Dylan takes a different approach, using ChatGPT to do the same exercise and then sch...

What makes a roofer stand out in an industry full of contractors who all promise the same thing? For David Beattie, it’s simple: being genuine, putting people first, and refusing to run his business like “just another roofing company.”In this episode, David shares how he got his start in roofing at a young age, the lessons he learned from working his way up, and why he ultimately launched his own...

On this episode of  The More Smarter Show , Dylan and Jake sit down with Scott Bauer, founder of Coast Digital, to unpack the journey from side hustle to full-scale creative and performance marketing agency. Scott shares how landing Barstool Sports as their first client shaped the company’s early trajectory, the hard lessons learned from over-diversifying into creative production, and why returnin...

What really happens when a client leaves? Relief, rage, or reflection? In this episode, Dylan and Jake sit down with Jonathan Tiralosi of Bullseye Bookkeeping to talk about the lessons hidden inside client turnover. They break down the difference between being self-employed and being a true business owner, why retention is more valuable than replacement, and how to build a company that’s actually...

In this episode of The More Smarter Show, hosts Dylan and Jake sit down with mortgage lender, real estate investor, and Bitcoin enthusiast Rob Glasser to tackle one of the biggest financial questions of our time: Real Estate or Bitcoin? Rob shares how he transitioned from a 9-to-5 accounting job to building a mortgage and investment business fueled by authenticity, radical honesty, and a value-fir...

In this episode of The More Smarter Show, Dylan and Jake sit down with real estate investor, mortgage lender, and systems expert Frank Avallone to reveal The Secrets to Building a Business That Works for You. We dive deep into real estate investing strategies, creating bulletproof systems in business, and how to work "more" smarter to scale your success. Aspiring entrepreneurs- this conversation i...

In this episode of The More Smarter Show, we dive deep into what it really means to bet on yourself. Our guest shares how they made the bold move to cash out their retirement account, not for a vacation or a fancy car; but to invest in real assets. We're talking business ownership, real estate plays, and wealth moves that break the traditional mold. If you've ever felt like the "safe route" isn’t...

In this episode of the More Smarter Show, Jake and Dylan break down why chasing the title of “Top Salesperson” isn’t the goal — and why that mindset might actually hold you back. We dive deep into how we’re building long-term success by working smarter, not harder, in our real estate businesses. From agent growth strategies to investor mindset shifts, this episode is all about focusing on what act...

In this episode of the More Smarter Show, we sit down with Megan Handler- entrepreneur, and the founder of Next Management. Meg shares how she went from being a full-time real estate agent to running a transaction coordination company, building a course, working in title sales, and juggling multiple ventures inside (and around) real estate. We talk about scaling without burning out, building syste...

In this episode of the More Smarter Show, we sit down with Rob Calabrese- lifelong hustler, serial entrepreneur, and proud Jets fan. Rob walks us through his journey from flipping pins in elementary school to starting a snow plowing company in high school, and attending law school after college. Rob also discusses being a Section 8 landlord, running a construction company, and starting a HOA manag...

In this episode of The More Smarter Show, we dig deep into Jake's journey through real estate. From his very first house hack to building a portfolio of income-generating properties, Jake breaks down the mindset it took to take the leap of faith and bet on himself. He dives into the house hacking mindset, the risks he took, and the rewards that followed. Plus, he walks us through each home he’s pu...

Join Dylan and Jake as they welcome Frank Leon, co-owner of GPW Productions, a broadcast and production company, and unpack the journey of building a media business from the ground up. In this insightful conversation, they explore the challenges, pivots, and breakthroughs that shaped GPW's story

Dylan and Jake challenge the norm in this eye-opening episode, diving into why not fitting in can be your greatest advantage. They discuss Jake's real estate strategies- from house hacking to where he is today, and how embracing individuality can result in unexpected opportunities.

Most people chase $10,000 the hard way — grinding 100 times for $100. But what if you flipped the game? In this video, we break down the 100x100 concept:➡️ 100 sales at $100 = $10,000BUT…➡️ 10 sales at $1,000 = $10,000 too. Same result. "More" smarter path. Bigger moves. This mindset shift will change how you hustle, price your value, and scale your business.

In this high-value mini-episode, Dylan and Jake unpack a powerful lesson: in business, being “the favorite” matters. If you're not the go-to choice, you're vulnerable to being overlooked or dismissed—you're the fool. They underscore why focusing your efforts on what truly moves the needle is essential for long-term success.

Join Dylan and Jake for a no-fluff crash course on working "more" smarter in life- particularly their real estate journeys. They dive into how they first broke into the industry, the habits and tools they've developed along the way, and the pivotal choices that shifted them from beginners to seasoned pros. Whether you're just starting out or looking to level up your investing strategy, this episod...