E 92: Jerry Anderson - Surviving Inflection Points in CRE Brokerage
Release Date: 02/05/2024
The Massimo Show
Finding business isn't hard — but finding the right business consistently requires two things most brokers never nail down: a crystal-clear picture of who they serve, and a specific, defensible answer to how they serve them. Rod Santomassimo walks through the three-part framework for finding business and shows how specificity in your positioning is the difference between struggling to get meetings and having prospects seek you out. Key Takeaways Every easy way to find business starts with knowing exactly who you're looking for Generic positioning kills deals before they start —...
info_outlineThe Massimo Show
Most CRE brokers ask for an exclusive and hope for the best. The Massimo Results Guarantee flips that dynamic — it's a specific, articulable guarantee you offer clients upfront that addresses their deepest concerns about hiring a broker: Will this work? What if it doesn't? In 17 years of coaching thousands of brokers, Rod has seen this one strategy increase conversion rates by 24–25%. The guarantee isn't just a sales tactic — it's a commitment you make to yourself first. It works when you do the work. Key Takeaways A results guarantee increases client conversion rates by 24–25% —...
info_outlineThe Massimo Show
Rod Santomassimo walks through the critical performance benchmarks every commercial real estate broker needs to know — and measure. Most brokers track closings and commissions but ignore the upstream activity metrics that actually predict results. In this episode, Rod lays out the full pipeline conversion framework, from first calls to closed deals, with specific targets at each stage. Key Takeaways If you're not measuring conversations and meetings, you're flying blind A weak pitch win rate is almost always a discovery problem, not a closing problem Your value proposition on the phone...
info_outlineThe Massimo Show
Rod Santomassimo breaks down a counterintuitive framework for handling the toughest objections in commercial real estate — one borrowed from the martial art of Aikido. Instead of pushing back against resistance, the Aikido approach teaches brokers to redirect the energy: acknowledge the objection, validate the prospect's position, and pivot to curiosity. The result is a conversation that never turns adversarial and always moves forward. Key Takeaways Objections are not roadblocks — they are redirectable energy Always acknowledge and validate before pivoting Questions beat arguments...
info_outlineThe Massimo Show
Rod Santomassimo tackles one of the most common — and most mishandled — objections in CRE prospecting: "I already have a broker." Most brokers hear it and hang up. Rod reframes it entirely: this isn't a dead end, it's the beginning of a relationship. He lays out a clear three-step process for turning this objection into a long-term pipeline opportunity. Key Takeaways "I already have a broker" is a pipeline opportunity, not a rejection Asking what they value most reveals gaps and gives you powerful prospect intel Silence after your question is a feature, not a flaw — let them think...
info_outlineThe Massimo Show
Terri walks through how a background in competitive speech and debate evolved into a 30+ year career helping top performers—CEOs, brokers, sales teams, and even members of Congress—win more often by mastering persuasive communication. Her foundation is simple but powerful: communication is not about what you say—it’s about what the listener hears, processes, and acts on. She shares how her early career “breaking territory” through cold calling and filling rooms from scratch shaped her philosophy: you must be both scrappy enough to earn attention and skilled enough to convert it....
info_outlineThe Massimo Show
Host: Guest: (Principal, Alpha Realty, Ney York, NY) Lev Mavashev (Principal, Alpha Realty) walks through how a technical, numbers-driven background (CPA + Deloitte) turned into a long-term career in NYC multifamily brokerage—and why specialization is the reason he’s been able to scale, survive disruption, and keep taking market share. Lev shares how he entered brokerage the old-school way: book + phone + cold calling—and even landed a seller on his first call, then had to ask the team what to do next. The bigger lesson: activity matters, but structure matters more. He explains that...
info_outlineThe Massimo Show
Host: Rod Santomassimo Guest: Reid Bennett, National Council Chair – SVN Multifamily | Massimo Group Coach | 7-Figure CRE Producer 🎙️ In this milestone episode of The Massimo Show, Rod reconnects with longtime client-turned-coach Reid Bennett to reveal how he went from being a solid multifamily broker to a nationally recognized leader, team-builder, and seven-figure producer. If you're an established commercial real estate professional feeling stuck on the transactional treadmill—or trying to figure out what’s next—this one’s for you. Reid shares his raw, behind-the-scenes...
info_outlineThe 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...
info_outlineThe 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...
info_outlineOn 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/