08/20/2026
Should every salesperson sell their own way?
It sounds like the right answer. Hire good people, let them play to their strengths, stay out of the way.
Test it before you settle on it. Ask two of your reps, separately, to tell you how they decide a deal is worth working. Do not prompt them and do not react. Write both answers down and put them side by side.
If the two answers do not overlap, you do not have two selling styles. You have two companies, and you are the only person who can see both.
Personality should vary. Process should not. How a rep builds rapport, tells a story, reads a room: that is theirs and you should protect it. How a deal gets qualified, what has to be true before it moves a stage, what a proposal contains, how the last twenty wins were actually won: that belongs to the company, and it should be written down where everyone can reach it.
Here is why this is a ceiling and not a preference. When every rep sells differently, nothing is coachable, because there is no standard to coach against. Nothing is diagnosable, because a miss could be the person, the process or the market and you cannot tell which. And nothing is teachable to the next hire, so ramp time stays long and every hire is a fresh experiment you pay for twice.
You are not trying to make them identical. You are trying to make them repeatable.