Bottleneck #2: I Tried to Hire Sales Reps… and It Blew Up on Me

We have personally seen the damage done by hiring a sales rep who doesn’t work out. It creates literal scar tissue for founders.

We’ve had founders come to us after hiring several salespeople in a row, each one a six-figure investment. Each one a gamble. Each one a disappointment.

One founder we worked with had already hired and let go four different full-time sales reps before he came to us. Each one came with a six-figure salary, relocation package, and health benefits. He ran them through a rigorous hiring process. He got buy-in from the team. He invested time, energy, and hope. Then watched them settle into new homes and new lives, all under the belief that this one would be different.

But by month four of each new hire, the pattern had already started to show. The numbers weren’t there. The conversations felt forced. Deals were stalling or disappearing altogether.