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 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/sweatystartupwww.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

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 Matt uses (emails, DMs, text, and mailers)
• Why bots, AI, and campaign automation are changing the game for prospecting
• The launch of WarmCaller, Matt’s new patented tech that ranks and feeds you personalized, real-time prospecting insights
• How brokers can finally stop sounding like “just another sales pitch” and start making calls that truly resonate

Rod and Matt even share real conversion stats from their own sales teams — over 5,900+ calls tracked — to expose what works (and what doesn’t) in today’s CRE environment.

If you're still dialing blind and hoping for the best, this episode will shift your mindset and your results.

• For more info or to request a demo of WarmCaller, visit warmcaller.com
• Want to grow your brokerage business fast? Book a free strategy call at https://massimo-group.com/

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 receiving advice from a family member. She unexpectedly found success in the insurance industry while earning her psychology degree.

Skylar discusses the challenges and changes within the insurance industry, particularly in the current hard market cycle, where there are fewer options and insurance premiums are increasing significantly. She advises investors to be proactive, working closely with their brokers to avoid pitfalls, such as shopping multiple brokers and delaying insurance considerations. 

One of the key points Skylar made was that real estate investors should engage their insurance brokers early during the acquisition process to ensure accurate quotes, avoiding any surprises with coverage costs, and to fully understand any associated risks. Investors should focus on maintaining property conditions, as insurance costs often reflect the risk associated with property age, systems, and geographical factors.

Skylar shared her recent success and expereience using social media platforms, like Twitter and LinkedIn, to connect with professionals and grow her network in the real estate industry. She notes how Twitter (X) can foster a sense of community and engagement across industries, unlike LinkedIn, which is more formal.

Additionally, Skylar mentions her upcoming book relesased this July, So She Did: Stories, Stats & Strategies to Help Women Win, which focuses on the underrepresentation of women in high-paying roles in the insurance and real estate industries. Drawing from dozens of interviews, she shares compelling statistics, actionable advice, and the collective wisdom of women who are challenging norms and inspiring women to claim their own seats at the table of leadership, ownership, and equity. Skyler hopes to empower women to rise, thrive, and lead in their own unique and inspiring ways.

Overall, the episode provides insights into Skylar’s journey from a college student with a side job to a successful commercial insurance expert. It also touches on broader themes in commercial real estate, the state of the insurance industry, and the importance of networking in business.

Note: These highlights are designed to provide an overview of this episode’s content. Listeners are encouraged to tune in to the full episode for a comprehensive understanding of the topics covered.

At the Massimo Group we have 15 years of experience helping the most dedicated brokers, like you, build the CRE business and life they have always desired. If you’d like to learn more visit https://massimo-group.com/

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 need to focus on the other person and provide value in order to build trust and influence. Ken also announces the upcoming CREI Summit, a conference dedicated to helping commercial real estate professionals build their brands and increase their influence.

Note: These highlights are designed to provide an overview of this episode’s content. Listeners are encouraged to tune in to the full episode for a comprehensive understanding of the topics covered.

At the Massimo Group we have 15 years of experience helping the most dedicated brokers, like you, build the CRE business and life they have always desired. If you’d like to learn more visit https://massimo-group.com/

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 and watching his father survey buildings and construction sites, through his time in college, first jobs, and the eventual decision to establish his own firm, American Investment Properties. 

Rod goes on to ask Ron what’s the one common thread that allowed him to not only succeed, but thrive during the market cycles over the years? Ron responded that he attributes his success to two factors, his call counts and his coaching from The Massimo Group. 

Ron recounts a time in his career when he was scared, he was making a lot of calls, but business had come to a halt. After seeing an advertisement for The Massimo Group, Ron encountered James Nelson and asked him if The Massimo Group was really worth it, since it was expensive! 

Ron was a successful broker, “but [he didn’t] know what [he didn’t] know.” After 10 years with The Massimo Group, Ron stated that “It changed my life. Within five years, I went from really losing money or just getting by to… Broker of The Year… and I won the MVP (The Massimo Group’s Most Valuable Producer award) bat on the back of my book.”

Rod then goes on to ask Ron what the foundations to his success are? Ron immediately replied with relationships, daily phone calls, and reaching out to his prospects, especially through face to face communication and active listening. Ron notes that while social media is important, it’s also a double edged sword. 93% of the essential parts of how we communicate, per an FBI study in the 1970s and 1980s, never come through with the use of technology. 

Lastly, they discuss Ron’s new book, Power Broker: How to Succeed In Life And Business. This is an essential mindset book for any broker on how to attack everyday, especially if you’re feeling stuck, questioning what to do, or are plateaued. It details 9 skills that Ron believes are essential for making people successful. You can find Ron’s book on Amazon, Audible or at www.RonKoenigsberg.com.

Note: These highlights are designed to provide an overview of this episode’s content. Listeners are encouraged to tune in to the full episode for a comprehensive understanding of the topics covered.

At the Massimo Group we have 15 years of experience helping the most dedicated brokers, like you, build the CRE business and life they have always desired. If you’d like to learn more visit https://massimo-group.com/

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 of the market and how it differs from previous downturns he’s experienced. At first glance, Jerry thought this downturn was similar to the 2008 financial crisis, but after watching some activity over the past few months, he said there are several differences, especially where things are heating up in the financial/lending industry, and “not in a good way.” 

Jerry elaborates that the central dilemma for US brokers right now is that “Interest rate percentages have really been very, very low, in my opinion, for way too long. We have to reset all that. We have to get people accustomed to higher interest rates. If you own a property…at 3% or 4%, [we have to ask] why would you want to sell?... [and advise] All you're going to do is pay capital gains tax, move on, and have a higher interest rate.” Jerry also points out that interest rates used to be higher, he remembers he “was pretty happy when interest rates [used to be] 12% and I was making money as a broker at 12%.” 

With Jerry’s lengthy expertise, Rod asks what advice he would give to brokers saying there’s no velocity in the current market and there’s “nothing I can do.” Jerry suggests that interest rates are relative, brokers have “had it pretty easy for the last 10 years… the habits they gave up, they're going to have to reinsert… You have to be an advisor in this marketplace more than ever before because people don't need you… you have to help them figure out what they do need.” “It's a beautiful time for you as a broker to make calls and say, let me share with you what's happening because we have our thumb on the heartbeat of the market.” Jerry continues to explain that brokers have to refocus, understand where the market is and its impacts, and share that knowledge and awareness with property owners and buyers to put them “in a position to be successful…”

Rod further emphasizes Jerry’s points by adding that The Massimo Group encourages our clients to be an authority in the market versus a commodity, an advisor versus a facilitator. “...This is not a time to take your foot off the pedal. This is the time to jam that pedal to the floor [with] more calls, more effort, more work if you want to just maintain a sliver of market share…”

Lastly, Rod enquires what Jerry feels are some of the greatest inflection points in brokerage history that have changed the way brokers work. Jerry recalled the Tax Reform Act of 1986, technology, particularly software and the internet, and the structure of brokerage companies.

Jerry briefly discusses his white paper The Commercial Real Estate Brokerage Industry Is Broken For Both Brokers and Associates. Rod postulates if he feels brokerage was broken back then and it still is today, how can we fix it? Jerry details the strengths and weaknesses of some prior brokerage models, from the small shop to national and international brokerage companies, franchises, and now virtual models. Jerry believes the current model that eXp is experimenting with is the closest to having it figured out. 

Note: These highlights are designed to provide an overview of this episode’s content. Listeners are encouraged to tune in to the full episode for a comprehensive understanding of the topics covered.

At the Massimo Group we have 15 years of experience helping the most dedicated brokers, like you, build the CRE business and life they have always desired. If you’d like to learn more visit https://massimo-group.com/

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 world of commercial real estate. Not to mention relocating from Pennsylvania to Arizona. She discusses the importance of education, setting goals, and having a strong work ethic. 

Bobby also addresses the misconception that it is harder for women to succeed in commercial real estate and emphasizes the importance of faith, discipline, persistence, and consistency to achieve success.

Bobby advises, to those considering a career change, to be prepared for a slow start and to find a mentor or coach to guide them. She also talks about the benefits of embracing technology, including AI, in the industry.

Overall, she encourages listeners to have a positive mindset, seek opportunities, and take action to achieve their goals.

At the Massimo Group we have 15 years of experience helping the most dedicated brokers, like you, build the CRE business and life they have always desired. If you’d like to learn more visit https://massimo-group.com/

Note: These highlights are designed to provide an overview of this episode’s content. Listeners are encouraged to tune in to the full episode for a comprehensive understanding of the topics covered.

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 clients.

Rich emphasizes the importance of being good at what you do, finding a niche, and constantly learning and improving. Rich also highlights the significance of having a supportive spouse and the role of AI in his business, particularly in writing content and analyzing data. He encourages brokers to focus on their specific market and consistently work on prospecting and building relationships.

Rich concludes the podcast by expressing his gratitude for the coaching he has received at The Massimo Group and the positive impact it has had on his life and business.

At the Massimo Group we have 15 years of experience helping the most dedicated brokers, like you, build the CRE business and life they have always desired. If you’d like to learn more visit https://massimo-group.com/

Note: These highlights are designed to provide an overview of this episode’s content. Listeners are encouraged to tune in to the full episode for a comprehensive understanding of the topics covered.

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 offer valuable insights and expert advice taken from and highlighting the information found in Rod's new book, Dominators of Commercial Real Estate Brokerage.

Our podcast begins with an introduction to today's objective: sharing clarity in the chaos that's forming in this market downturn, sharing approaches every broker should be thinking about and considering, and tactics that have worked in the past and continue to generate results, to help us all get through this part of the market cycle. 

Ken Ashley shares his journey in commercial real estate and his passion for solving complex real estate problems, emphasizing that the market is always evolving. The discussion moves on to the current state of the office market and how office tenant reps can thrive. Ken highlights the need for adaptation and the changing dynamics of office spaces post-pandemic. He urges tenant reps to focus on building relationships, marketing their brand effectively, and adopting a strategic approach to business development using the A, B, C system.

Brad Ahrens then shares his experiences in managing active projects during the pandemic and how his team adapted to mitigate risks. He discusses the importance of automation, outsourcing, and integrating technology to streamline processes and manage deal flow, leading to increased efficiency and faster decision-making. Overall, allowing him to optimize operations. 

The podcast conversation then shifts to social media and its impact on the commercial real estate industry. Ken Ashley emphasizes that social media is a powerful platform to spread one's brand and message, but it requires focus and intentionality. He encourages professionals to adopt a thoughtful approach and provide valuable content to stand out in a crowded digital landscape.

Our guest speakers also explore their tech stacks, communication preferences, and the future of artificial intelligence (AI) and its role in the industry. They agree and emphasize the importance of using technology effectively to streamline processes and improve productivity, but caution that while technology and AI offers many benefits, the human element will always be crucial in commercial real estate. It's the ability to connect, build relationships, and provide personalized expertise that sets professionals apart in this industry.

Next, Bob Knakal, a veteran with 39 years of experience in the New York real estate market, gives a quick introduction to himself and his remarkable achievements in the industry. He then talks about his recent project during the pandemic, where he personally inspected and documented every building under construction in Manhattan, creating a comprehensive and accurate database that sets him apart in the market.

Brad Ahrens, who transitioned from brokerage to real estate investment, discusses the differences between representing investors as a broker and understanding investment deals as an investor. He emphasizes the significance of quantifying information to provide clients with data-backed insights, leading to faster decision-making and building trust.

Ken Ashley highlights the importance of emotional and tactical listening in building trust and strong relationships with clients. He stresses the value of being genuinely interested in others, actively listening, and being confident in oneself while showing vulnerability.

Finally, our podcast concludes with our guests sharing their reasons for remaining passionate and dedicated to the industry, ranging from enjoying the business challenges to wanting to change the world. Leaving us with the idea of embracing an abundance mentality and giving back to the community. They also emphasize the significance of mentorship, surrounding oneself with like-minded individuals, and always striving for growth and improvement in the commercial real estate industry.

Overall, this episode provides valuable insights and lessons from highly successful professionals, giving listeners actionable strategies and a glimpse into the mindset needed to navigate challenges, make informed decisions, continuously evolve and stay relevant, and excel in the world of commercial real estate brokerage and investment. All of this making this episode a must-listen for industry professionals.

Note: These highlights of the key points discussed in the podcast are designed to provide an overview of the episode's content. Listeners are encouraged to tune in to the full episode for a comprehensive understanding of the topics covered.

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 putting in more time, energy, and even strategic thought. Those benefits may seem like they're dwindling. This is the harsh reality of the current market that we're all working in in trying times.   However, don't forget, this also represents a chance for business development, personal development, resilience, and yes, invention. It's the examination of your fortitude, adaptability, and perseverance. It could feel like you're running in place while exerting more effort than ever, but keep in mind, this does not indicate that you've failed. Even the most seasoned brokers must overcome this issue because it's a reflection of the market. It's not a reflection of you.   How you react to this market is within your control. Let these trying times spur your development, creativity and innovation. Be proactive in looking for new opportunities and innovative ways to answer the problems that you and your clients are encountering. Encourage yourself to learn more about the market, hone in on a specific subject matter and grow your expertise, or forge closer bonds with some of those prospects and clients you've worked with. Put extra emphasis and attention on developing relationships with your clients and giving them outstanding service.    Yes, this is what hard feels like, however, it's also what growth feels like. It's how resilience feels. It's how creativity feels. So accept the challenge, adjust and invent, and keep in mind that this tide is going to eventually shift, and when it does, you'll be better equipped to take advantage of the opportunities because you'll be stronger and wiser. Always remember that in commercial real estate, the market's difficulties are not an accurate representation of your skills. Use this time as a chance to show your resilience, adaptability, and steadfast dedication to your clients, to your craft, and to yourself. So keep moving forward with new ideas and demonstrating that you can succeed in even the most difficult markets.