The More Smarter Show

In this episode of The More Smarter Show , Jake and Dylan go solo to break down a real, in-progress house hack. Dylan just got an offer accepted on a 3-family property at 23 years old , putting only 8% down , and plans to live for free by renting out the other units. We walk through the actual numbers, the mindset behind the deal, and why “the numbers don’t work” is usually the wrong way to think...

In this episode, we sit down with Tyler DellaRatta, owner of Morning Mugs Coffee in Baltimore, to break down what it really means to build a business people care about. Tyler shares how opening a coffee shop during the height of COVID forced him to start small, stay scrappy, and focus on experience over perfection. From the now-famous color guessing game to building a "cult-like" communi...

In this episode of The More Smarter Show, we sit down with Thomas Romanelli, founder of Local Social Marketing, to break down what modern local marketing actually looks like in practice. Thomas shares how he built a marketing agency from scratch in a new state, why he believes local presence still matters in a digital world, and how social media really drives business growth even when ROI feels ha...

Nick Benevento went from working in the field for 20 years to building an electrical company (and pizzeria investor!) that runs without him being on every job. In this episode, Nick breaks down what it actually takes to hire, train, and retain good employees in the trades, why reliability is the real competitive advantage, and how to remove yourself from day-to-day work without losing control of q...

In this solo episode, Dylan and Jake reflect on the first full year of The More Smarter Show, from the early spring training days and technical mishaps to finding their rhythm, systems, and purpose. They break down what worked in 2025, what did not, and why chasing views, money, and sponsorships was not the answer. The conversation covers setting better standards, working more smarter instead of h...

In this episode of the More Smarter Show, Jake and Dylan sit down with Ben Trageser of Nashional Tax Planning to talk about partnerships, mergers, and what actually drives scale in a professional services business. Ben breaks down how going from solo operator to the right partnership helped the firm grow 12x, why systems matter more than hustle, and how aligning roles and incentives makes growth s...

In this episode of the More Smarter Show, hosts Jake and Dylan welcome Kyle Kramer, owner of A Brilliant Solution, a power washing and Christmas light installation company. The conversation delves into the challenges of running a seasonal business, including hiring reliable staff, managing finances, and maintaining a positive mindset. Kyle shares insights on his sales strategies, the importance of...

In this episode of The More Smarter Show, Jake and Dylan sit down with Mark Woodward, owner of RCR Designer Flooring. Mark shares how he built a flooring business over 20 years, why he left a Wall Street career, and what it really takes to move from doing the work to running the business. We get into mindset, delegation, scaling, and why trades can be one of the most scalable paths for a new entre...

In this episode we talk about the moment every entrepreneur hits once their business finally runs smoothly. The work gets easier, things are stable, and suddenly the “shiny object” ideas start showing up. Is it boredom or a real desire for change? Is it time to double down on what already works or chase the next big thing? We get into why the pull toward new opportunities feels so strong, how to t...

In this episode we sit down with Josh Stankard, the founder of NotaryLive. We get into what it takes to build a real company from scratch, what the early chaos looked like, and how he turned a simple idea into a national platform. We discuss something most founders avoid, the mindset part. The pressure, the identity shift, and the moment you realize your company cannot be the only thing that defin...

Why do people love watching the top fall off? Whether it’s binging a Netflix series about rich-people scandals or rooting against the Chiefs because they’re “too good,” there’s something about success that makes everyone want to see a crack in the armor. In this episode, we dig into why that happens, what it says about us, and most importantly how you actually get to the top and stay there.

In this episode of The More Smarter Show , Jake and Dylan sit down with Dr. Joe , a physical therapist turned real estate investor who now manages over 70 rental units across New Jersey, including a unique portfolio of licensed rooming houses. Dr. Joe shares how he went from balancing a full-time healthcare career to scaling a diverse investment portfolio, all while managing a family and multiple...

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...