Episode 116 - Pipeline Cheat Code
The Massimo Show
Overview Most CRE brokers manage their pipeline as a simple list — deals are either in or out. Rod Santomassimo introduces the Massimo Opportunity Matrix: a four-quadrant system that categorizes every deal by its stage AND your honest gut-level assessment of its likelihood to close. The result is a pipeline that tells you exactly what action to take on every deal, every week — and stops you from wasting energy on opportunities that will never pay out. Key Takeaways Every CRE broker — beginner to seven figures — faces these exact four fears Rejection is a filter, not a reflection of...
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Episode 115 - Massimo Matrix
The Massimo Show
Commodity brokers walk into a pitch and talk about themselves. Elite brokers walk in already understanding the full landscape of who makes the decision, who influences it, what issues are in play, and what the stakes are for every person at the table. The Massimo Matrix is the proprietary discovery framework that makes that possible — and it's the reason Massimo-trained brokers win exclusives that other brokers never see coming.
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Episode 114 - Inactive Clients
The Massimo Show
The #1 source of income for CRE brokers is the phone call. The #2 source — and the one most brokers almost entirely ignore — is inactive clients. In this live workshop session, Rod Santomassimo breaks down why "past clients" don't exist, how commission leakage silently bleeds your income every year, and the simple three-question system that re-activates dormant relationships. During the recording, participants made live calls — and deals were uncovered in real time.
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Episode 113 - CRE Broker Business Plan
The Massimo Show
Most CRE brokers set an income goal and then just work harder. The Massimo Business Plan framework does the opposite — it reverse-engineers from your financial goal down to the exact number of dials you need to make every single day. Once you understand this math, you stop guessing and start executing with precision. Everything comes down to a few key numbers, your ratios, and the discipline to protect your activity time. Key Takeaways Start with your income goal, average deal size, and commission rate — those three numbers tell you how many deals you need Work backwards through your...
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Episode 112 - The Four Ways
The Massimo Show
Every CRE broker has faced it — an owner who wants to sell or lease at a price completely disconnected from the market. Walk away and lose the opportunity. Take the listing and waste months going nowhere. Or use one of four specific strategies to bring them back to reality, win the exclusive, and ultimately create a commission opportunity while serving the owner's best interests. Your role is not to sell the property — it's to help the owner make the best possible decision for themselves. That's the educator mindset. Key Takeaways Determine sanity vs. vanity pricing before choosing your...
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Episode 111 - 7 Days to Your Best CRE Year Yet
The Massimo Show
This is a live workshop session built around the Massimo Group's "7 Days" workbook — a structured year-end planning system every CRE broker should complete before January 1st. Over seven focused sessions, brokers review transactions, activities, clients, and mindset; identify what held them back; set financial and business goals; and lock in a refined plan going into the new year. The system works when you work the system. Key Takeaways Complete all 7 days before January 1st — reflection without a deadline is just wishful thinking Your conversion ratios tell you exactly where your...
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Episode 110 - Pain In The Ass
The Massimo Show
Most CRE brokers are afraid of being too persistent. Rod Santomassimo flips that fear on its head: if no one has ever called you a pain in the ass, you haven't come close to your potential. This episode breaks down the presence pyramid, the difference between marketing and prospecting, and why building a relentless personal brand in your market is the most reliable path to inbound business. Key Takeaways Marketing gets you known; prospecting gets you deals — you need both Identify your top 100 market influencers and get known by them systematically Use all three levels of the presence...
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Episode 109 - Eight Asks
The Massimo Show
Most CRE brokers prospect in silos — they make calls, or they send emails, or they post on LinkedIn. Rod Santomassimo argues that single-channel prospecting is why most brokers plateau. The Eight Asks framework is a multi-touchpoint campaign system where every channel reinforces the others. The magic isn't in any one ask — it's in the campaign. Key Takeaways No single channel is a prospecting strategy — the campaign is the strategy Phone calls remain the #1 income driver for top CRE brokers, full stop Different asks work better for different demographics — know your audience You need...
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Episode 108 - Easy Ways to Find Business
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 —...
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Episode 107 - CRE Results Guarantee
The 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 #1 source of income for CRE brokers is the phone call. The #2 source — and the one most brokers almost entirely ignore — is inactive clients. In this live workshop session, Rod Santomassimo breaks down why "past clients" don't exist, how commission leakage silently bleeds your income every year, and the simple three-question system that re-activates dormant relationships. During the recording, participants made live calls — and deals were uncovered in real time.