Episode 97: Nick Huber – Get Rich Doing Boring Things
The Massimo Show
On this episode of the Massimo Show What if we told you the road to wealth isn’t lined with apps, funding rounds, or viral ideas… but instead with dust, sweat, and a whole lot of cardboard boxes? In this eye-opening Episode 97 of The Massimo Show, Rod welcomes one of the most talked-about entrepreneurs on the internet today - Nick Huber, the man behind The Sweaty Startup movement. You’ve seen his tweets, you’ve heard the opinions, and now it’s time to get the full story from Nick himself — raw, unfiltered, and rich with insight. Nick’s Journey: From Dorm Rooms to Boardrooms Nick...
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E 96: Matt McGregor - Cold Calling is Dead… Or Is It?
The Massimo Show
On this episode of the Massimo Show In Episode 96 of The Massimo Show, Rod sits down once again with one of the most downloaded guests in show history — Matt McGregor of Colliers International and a Massimo Master Broker. Matt and Rod go deep into what they call the evolution of cold calling. Spoiler: they don’t believe in “ice cold” calls anymore — and they’ve got the stats to back it up. They reveal: Why 92% of calls now go straight to voicemail—and what to do about it How to turn a cold call into a warm one using tech, timing, and tactics The specific multi-touch sequences...
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E 95: Skylar Romines- Breaking Down Barriers: Mastering Commercial Real Estate Insurance
The Massimo Show
On this episode of the Massimo Show Rod sits down with Skylar Romines, founder and owner of ATW Advisors in Orange County, California. Skylar is an expert in commercial real estate insurance with 15 years experience in the insurance industry. She passionately advocates on behalf of business owners, helping them secure better insurance terms and control over their programs. Skylar described herself as a late bloomer who struggled socially in high school, but found her footing later in life. During college, she started working at Nordstrom, but later transitioned to insurance after...
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E 94: Ken Ashley - The CRE Prescription
The Massimo Show
On this episode of the Massimo Show Rod sits down with Ken Ashley, CCIM, MCR, SIOR, Executive Director of Cushman & Wakefield and Founder of CREI, Commercial Real Estate Influencer. Ken is a successful Atlanta broker with nearly 30 years experience with tenant representation and sales in the commercial real estate industry. They discuss the importance of building a personal brand and using social media effectively in the commercial real estate industry. Ken shares his strategies for engaging with prospects, valuing your time, and creating a strong online presence. He emphasizes the...
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E 93: Ron Koenigsberg - Power Broker: How to Succeed In Life And Business
The Massimo Show
On this episode of the Massimo Show Rod sits down with Ron Koenigsberg, Founder & President at American Investment Properties, a successful Long Island Broker with 30 years experience in the commercial real estate brokerage industry. As Ron recalled the pathway to his start in commercial real estate he stated that he “[wished] everything was a straight path… but there are lessons to be learned that are probably never in a straight path, and you certainly have to have a little bit of resilience along the way.” Ron describes his journey from growing up in Long Island...
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E 92: Jerry Anderson - Surviving Inflection Points in CRE Brokerage
The Massimo Show
On this episode of the Massimo Show Rod sits down with one of his mentors, Jerry Anderson, a veteran in the commercial real estate brokerage industry with over 50 years of experience. Jerry, currently a Corporate Advisor for eXp Commercial, has successfully run two international brokerage companies and is a pioneer in single point of contact and master franchise brokerage models. Jerry has succeeded and thrived through at least four economic downturns, otherwise known as inflection points in brokerage, throughout his career, so Rod begins the podcast by asking him about the current state...
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E 91: Bobbie Mastracci - Secrets to Success In CRE
The Massimo Show
On this episode of the Massimo Show Rod sits down with Bobbie Mastracci, CCIM, SIOR and Principal of Phoenix West Commercial, LLC, also known as the “Go To Broker” for the West Valley of Phoenix Metro. Bobbie is a successful real estate broker and Massimo coach with 20 years of CRE experience. She works with corporate and small business clients, both locally and nationally, and prides herself on her faith, dedication, and ability to deliver unmatched customer service. Bobby shares her journey from her first job in high school, to being a hair color platform artist, and then entering the...
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E 90: Rich Vaaler - Tertiary Treasure
The Massimo Show
On this episode of the Massimo Show Rod sits down with Rich Vaaler of Vaaler Commercial Real Estate, a commercial real estate broker with 43 years of experience. Rich has owned, managed, and developed property throughout his career, a facet that the typical broker may not have to share with their clients. It gives him a perspective to help his clients, especially older people, streamline their portfolio/assets and get rid of the complicated ones to transition into simplified properties. He loves what he does and he’s always trying to get better, always trying to learn more to help his...
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E 89: Dominators Of Commercial Real Estate Brokerage
The Massimo Show
On this Special Episode of the Massimo Show Host Rod Santomassimo is joined by 3 guests who are all highly successful and influential figures in the commercial real estate industry: Ken Ashley, Executive Director and Chairman for Cushman & Wakefield's Tenant Advisory Group; Brad Ahrens, President of Concord Development Partners; and Bob Knakal, Head of New York Private Capital Group- JLL. They delve into various aspects of commercial real estate, centering the conversation around their experiences, insights, and strategies that have contributed to their success as top producers. They each...
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E 88: Rod Santomassimo- What Hard Feels Like
The Massimo Show
On this episode of the Massimo Show Rod talks about what hard feels like, especially when it comes to commercial real estate brokerage and how to handle it in the current markets. Rod thought it'd be important to address something that's going on right now, the market is shifting and we're seeing less velocity, more challenges than we have before, inflation, increasing interest rates and even bank solvency. It's a fact that you have to work 10 times as hard to produce maybe half the results. Every transaction becomes a fight as the speed of transactions declines, even though you're...
info_outlineOn this episode of the Massimo Show
What if we told you the road to wealth isn’t lined with apps, funding rounds, or viral ideas… but
instead with dust, sweat, and a whole lot of cardboard boxes?
In this eye-opening Episode 97 of The Massimo Show, Rod welcomes one of the
most talked-about entrepreneurs on the internet today - Nick Huber, the man behind The
Sweaty Startup movement. You’ve seen his tweets, you’ve heard the opinions, and now it’s time
to get the full story from Nick himself — raw, unfiltered, and rich with insight.
Nick’s Journey: From Dorm Rooms to Boardrooms
Nick didn’t dream of being an entrepreneur — he became one out of necessity and curiosity. Raised in southern Indiana by a middle-class family — his dad in real estate development, his mom a school nurse — Nick learned the value of work early. At Cornell University, he wasn’t reading books on startups or idolizing Silicon Valley founders. Instead, he was hauling boxes, renting trucks, and building Storage Squad, a college student storage company that scaled to 25 campuses nationwide.
That “boring” business was just the beginning. Fast-forward a few years and Nick is now the co-founder of Bolt Storage, a self-storage empire managing over 2 million square feet across 68 locations — with assets valued north of $100 million. Oh, and he's not done yet. He also acquired a controlling stake in Somewhere.com, an online hiring marketplace.
Oh yeah… and he’s got nearly 800,000 social media followers tuning in for his blunt, refreshing takes on business, wealth, and life.
Key Themes Covered in This Episode:
- The beauty of boring businesses: Why low-glamour, high-demand services offer more
freedom and upside than trend-chasing startups - From sweaty work to scalable systems: How Nick transitioned from hauling boxes to
managing hundreds of employees - Momentum is everything: Nick breaks down how small steps (and sweaty ones) led to
massive success - Work-life alignment, not balance: His take on how to build a business that supports
your life, not consumes it - Social media with a mission: How Nick uses Twitter and podcasting to teach, build
brand equity, and source deal flow - Why VC-backed startups aren’t for everyone (or even most people) — and what the mainstream startup culture gets completely wrong
- Building a $100M+ portfolio without big capital to start: The true power of leverage, partnerships, and grit
- Why young brokers and business owners should skip the sexy ideas and focus on real pain points
Grab Nick’s new book: The Sweaty Startup: How to Get Rich Doing Boring Things — a
blueprint for building freedom through simplicity, hard work, and smart systems.
If you’re tired of being reactive, constantly chasing shiny objects, or just stuck on the
transactional treadmill — this episode will challenge your thinking and energize your vision. Listen now to learn how to build wealth, impact, and a life you actually love — the
boring way.
Want to grow your brokerage business fast? Book a free strategy call at https://massimo-group.com/
www.sweatystartup.com
www.nickhuber.com
www.sweatystartupbook.com
www.somewhere.com/nick
www.boltstorage.com
www.recostseg.com
www.adrhino.com
www.spidexx.com
www.boldseo.com
www.webrun.com
www.titanrisk.com
www.recruitjet.com
www.hubermethod.com
www.x.com/sweatystartup
www.instagram.com/sweatystartup
www.linkedin.com/in/sweatystartup
www.youtube.com/sweatystartup
www.tiktok.com/sweatystartup
www.threads.net/@sweatystartup.com
https://podcasts.apple.com/us/podcast/the-nick-huber-show/id1576120606
https://podcasts.apple.com/us/podcast/the-sweaty-startup/id1445260221
Link to buy the book on Amazon: https://amzn.to/4bLazjW
Link to buy the book in the UK: https://bit.ly/422njPW