30-day sales conversation practice plan

Objections to yes

“I can hear an objection, find what’s really behind it, and lead the sale to a dated yes at full price.”

Who it’s for: Anyone who sells, from founders and account executives to consultants pricing their own work.

All 30 days

Each day is one idea, taught in plain words, put to work in a drill and a live conversation, then carried into a real one.

Checkpoint days replay day 1, so you can hear what changed.

WEEK 1 · DAYS 1–7

Measure where you start, then learn to open a call and find what sits behind the first no.

01Your starting lineToday is a measurement, not a test. Have the price conversation with Morgan the way you normally would, then do a one-minute voice rep so you know how you sound when money is on the table.
02Set the frameBuyers relax when they know what a conversation is for and how it will end.
03Ask about the problemPeople act on their own reasons, and the strongest position in a sale is when the buyer has said the problem out loud first.
04What waiting costsPeople weigh the cost of doing nothing more heavily than the gain of doing something, but only when that cost is theirs and specific.
05Behind the objectionThe first objection is usually a stand-in for something else: risk, trust, timing or someone else’s opinion.
06Name what you hearSaying out loud the pressure you hear, as in “it sounds like this is landing at a bad moment”, lowers someone’s guard more reliably than reassurance does.
07Halfway checkCheckpointReplay the day 1 buyer at the same difficulty and compare three things: did you frame the call, did you clarify before answering the price, and did Morgan’s real concern come out.

WEEK 2 · DAYS 8–14

Meet each objection with proof, a new comparison, a calm line or a fair trade, and leave with a dated next step.

08One piece of proofWhen a buyer doubts it will work, one specific example close to their situation does more than a list of features.
09Change the lensA price only looks high next to the wrong comparison.
10Hold the lineWhen pushed on price, the calmer and shorter answer usually carries more weight than a longer justification.
11Give only to getA concession given for nothing teaches the other side to keep asking.
12Play it backA conversation isn’t settled until both people hear the same version of it.
13Ask for the next step“Let me think about it”, without a date, is usually a polite no.
14Two weeks, same buyerCheckpointReplay the day 1 buyer at the same difficulty and compare it with day 7, move by move.

WEEK 3 · DAYS 15–21

Combine the moves when buyers push hard, bring in other decision-makers, or have a cheaper option in hand.

15When someone else decides“I need to talk to my partner” is sometimes true and sometimes cover for the buyer’s own doubt, and you can’t tell which until you ask.
16Loyal to the other vendorNobody enjoys hearing their past decision was wrong, so arguing with a happy customer tends to make them defend the vendor you’re trying to replace.
17Pushed twice on priceTough buyers often test you twice: once to see if you’ll move, and again to see if the first answer was real.
18Two people, two worriesWhen a second person joins, the sale now carries two sets of worries, and they’re rarely the same: your champion wants it to work, finance wants it to be safe.
19Frustration before the pitchAn upset customer can’t hear an offer until they feel heard.
20The cheaper quote, at toughA cheaper competitor quote calls for three moves in order, not one.
21Three weeks, tougher buyerCheckpointReplay the day 1 buyer at tough, where Morgan pushes back twice before softening.

WEEK 4 · DAYS 22–30

Run the sale yourself from the first 30 seconds to the signature, and prove it on the tough version of day 1.

22The first 30 secondsOn a cold call, the first half-minute decides whether there’s a second one.
23Discovery that finds the numberA good discovery call leaves you knowing four things: the problem, what it’s costing, by when it has to change, and who else decides.
24Say the price plainlyHow you say the price matters as much as the price.
25Revive the deal that went quietWhen a champion goes quiet, “just checking in” rarely gets an answer, because it gives them nothing to respond to.
26Build or buy, honestlyWhen a buyer believes they can do it themselves, a feature comparison rarely wins.
27Renewal on your termsLeading a renewal means opening with what the customer got this year before they open with price.
28A plan with dates“Not right now” often means there’s no plan, not no interest.
29Run it end to endToday you run a whole sale in one conversation with someone you’ve never met: frame, discover, propose, handle the objection, commit.
30Back where you startedCheckpointThe capstone: Morgan at tough, the same buyer you met on day 1.

Included in Leadership Voice, with every other track.

$39a month, or $299 a year

All nine tracks, with live rehearsals and voice benchmarks. Cancel in one click.

Measured or refunded. Six sessions in your first 30 days and no measured improvement? Every cent back. Or ask within seven days, for any reason.

One question out loud, 60 seconds: your pace, your ums and how fast you started, measured on your device. Day 1 of every track begins there.