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The Massimo Show

The Massimo Show

Rod Santomassimo 100 Episodes Oct 14, 2026

The Massimo Show is hosted by Rod Santomassimo and focuses on helping professional entrepreneurs and solopreneurs build more margin in their business and personal lives. It features insights from top producers, authors, and thought leaders on achieving more money and less time. Listeners hear practical ideas for growing their practice and improving personal and professional success. The show is produced by the Massimo Group.

Episodes

Episode 116 - Pipeline Cheat Code
Episode 116 - Pipeline Cheat Code Oct 14, 2026 09:47 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 w
Episode 115 - Massimo Matrix
Episode 115 - Massimo Matrix Oct 7, 2026 14:05 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
Episode 114 - Inactive Clients
Episode 114 - Inactive Clients Sep 30, 2026 21:00 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
Episode 113 - CRE Broker Business Plan
Episode 113 - CRE Broker Business Plan Sep 23, 2026 31:41 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 pr
Episode 112 - The Four Ways
Episode 112 - The Four Ways Sep 16, 2026 06:40 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
Episode 111 - 7 Days to Your Best CRE Year Yet
Episode 111 - 7 Days to Your Best CRE Year Yet Sep 9, 2026 41:56 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 work
Episode 110 - Pain In The Ass
Episode 110 - Pain In The Ass Sep 2, 2026 14:04 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 T
Episode 109 - Eight Asks
Episode 109 - Eight Asks Aug 26, 2026 10:06 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 st
Episode 108 - Easy Ways to Find Business
Episode 108 - Easy Ways to Find Business Aug 19, 2026 14:20 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
Episode 107 - CRE Results Guarantee
Episode 107 - CRE Results Guarantee Aug 12, 2026 06:29 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 guarante
Episode 106 - Brokerage Benchmarks
Episode 106 - Brokerage Benchmarks Aug 5, 2026 07:42 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 Takeawa
Episode 105 - The Aikido Approach
Episode 105 - The Aikido Approach Jul 29, 2026 06:01 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 tu

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