Selling with Jeff

Posts by:

Jeff Borovitz

Use AI to Go Deeper in Your Sales Pain Conversations

Why surface pain kills deals (and how AI can help)

Most sales reps stop at surface pain—the first problem a prospect mentions—and then rush to present. That keeps you in commodity territory, where buyers compare prices instead of value. AI tools like ChatGPT or Claude can act as a rehearsal partner, helping you discover deeper problems before you ever get on a live call.

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Contractor Evaluation Criteria Homeowners Actually Use

Turn vague contractor comparisons into a clear evaluation scorecard

A practical contractor evaluation criteria scorecard helps homeowners compare bids on more than price, so they weigh process, communication, and risk instead of chasing the lowest number. It also lets you guide the decision without pressure, because you’re teaching people how to buy—not just asking them to buy from you.

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Fix Sales Meetings with Upfront Contracts

Why your sales meetings go sideways without an upfront contract

A Sandler upfront contract is a short, explicit agreement at the start of a meeting about time, agenda, outcomes, and next steps. Done well in 40–60 words, it prevents surprises, keeps both sides aligned, and makes it much easier to uncover real business pain instead of jumping straight to pricing.

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