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Calibrated Questions
Last week, I taught a class on objection handling to a room of franchisees and acquisition managers. Here are the slides. Most of us were trained to "overcome" objections. Push back. Hold the line. Re-pitch the value. That's exactly why so many acquisition calls die. The sellers we talk to aren't buyers browsing options. They're people with a problem — an inherited house, a bad tenant, back payments, a divorce — and the second they feel pushed, they go quiet and stop returning calls. So I rebuilt our objection handling around a different method: tactical empathy, from Chris Voss (former FBI lead international kidnapping negotiator, author of Never Split the Difference). Same tactics used in hostage negotiation, adapted to the acquisition call. The single biggest unlock is the calibrated question — an open "How" or "What" question that hands the problem back to the seller and makes them solve it out loud. Instead of "My offer is fair because of the repairs…" You ask: "How am I supposed to get to your number given the condition?" Instead of arguing with a Zillow estimate: "How did you arrive at the number you're hoping for?" Instead of accepting "let me think about it": "What's holding you back from moving forward today?" You stop defending. They start explaining. And a seller who talks themselves into it doesn't back out at the closing table. I put the top 30 into 6 slides — organized by exactly where you'd use them on a call: 1. Uncovering motivation 2. When they stall or go vague 3. On price 4. When they have other offers 5. Getting to commitment / breaking an impasse 6. No-oriented questions (the ones that let a seller say "no" and still move you forward) How to actually use these: Don't try to memorize all 30. Pick two and run them on your next five seller calls. That's it. And here's the part everyone skips — after you ask, shut up. Count to four in your head. The silence is what makes them fill the gap with the real answer. If you rescue them out of the pause, the question does nothing.
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The silence after a calibrated question is the part most acquisition reps skip. One useful QA rule is to score whether the rep asked one clean question, waited at least four seconds, and reflected the seller's answer before moving to price. That makes this coachable from call recordings instead of relying on whether the rep felt the conversation went well.
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Aldo Chandra
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@aldo-chandra-2470
Philly. Houses. Code. Triathlon. Coffee. Roughly in that order. I help business owners make more money with less staff. DMs open.

Active 7h ago
Joined Sep 10, 2026
Philadelphia, PA