The Massimo Show

Over the last 10 plus years, the Massimo Group has had the privilege of working with thousands of professional entrepreneurs and solopreneurs most of whom wish to attain either more margin in their life or financial margin in their future. More money and less time. The objective of the Massimo Show is not only to provide insights from top producers across the globe, but also to share personal and professional success trends from authors, thought leaders, and the like. Ideas to help you grow your personal practice. Welcome to The Massimo Show.

The Massimo Show is a business podcast hosted by Rod Santomassimo, with 100 episodes on record and a Required Pod Score of 80. PitchCentric scores this show on Booking Probability, Listen Score, and live audience signals refreshed every 24 hours.

Rod Santomassimo hosts The Massimo Show, a business show with 100 episodes published.

Our AI reads these to draft pitches. Use them as grounding for a pitch that cites a real guest and a specific topic.

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  Episode #112

  Episode 112 - The Four Ways

  Sep 16, 20267 minS9

  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 approach — emotional decisions need empathy first, data second Ask how they arrived at their price and how long they'll wait — motivation and timeline are your real leverage A short-term test period lets the market make your argument for you — and earns you a higher fee for the extra work Acknowledging the emotional investment before presenting data is what separates great brokers from commodity brokers Know your market numbers cold: days on market, number of offers, your exclusive track record — bring them to every conversation Cash flow projections at multiple price points make the cost of an unrealistic price tangible and personal Your job is to educate, not capitulate — the advisor mindset creates more commissions and better client outcomes

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  Episode #111

  Episode 111 - 7 Days to Your Best CRE Year Yet

  Sep 9, 202642 minS9

  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 business is leaking — fix the leak, not the symptom Inactive clients are not lost — they're uneducated; they need a reason to re-engage Name the specific mindset or discipline issue that held you back — vague restrictions never get fixed Your most productive activity should get more calendar, not less; your least productive should be cut Financial goals should be "smart but reach" — credible to you, ambitious enough to require real growth Your avatar defines everything — if your messaging speaks to everyone, it converts no one Qualification filters are non-negotiable; taking the wrong deal costs far more than the commission it pays

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  Episode #110

  Episode 110 - Pain In The Ass

  Sep 2, 202614 minS9

  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 pyramid — personal, events, and digital Monthly physical touches (market reports, newsletters) to your top 100 are non-negotiable Build YOUR personal brand — not just your company's brand Post daily on social, email 2–3x per week, and always provide genuine value Being called a PITA isn't a failure — it's proof you're showing up more than everyone else

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  Episode #114

  Episode 109 - Eight Asks

  Aug 26, 202610 minS9

  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 100 A-prospects and 300 B-prospects minimum to run a real campaign Outsource list research — never do $5/hour work yourself Combine all eight asks and your conversion ratios compound across every channel

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  Episode #106

  Episode 108 - Easy Ways to Find Business

  Aug 19, 202614 minS9

  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 — specificity is your edge Demographics + psychographics + situation + stories = a complete avatar Know your clients' goals, fears, and frustrations before you walk in the door Use AI tools to research prospects and sharpen your avatar continuously Once you know who you serve and how, finding, attracting, and prospecting all get easier

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