Impossible. Possible. Probable.
Your reps get coached. Your VP of Sales doesn't. They were promoted from the best rep seat and left to figure out leadership. Most don't. Coaching the VP is the single highest-leverage intervention in a sales org.
The 'best rep becomes VP' pattern is everywhere — and it almost never works without intentional coaching. Great selling skills don't translate to great coaching skills. Your new VP fills their day with the things they're good at (selling) and avoids the things they need to be good at (leading).
BOOST VP coaching is 1:1 work on the leadership skill set: coaching rhythm, 1:1 structure, deal-review rubric, performance conversations. The VP stops being the top rep by title and starts being the force multiplier the title is supposed to be.
30-minute call with John. No pitch, no pressure — just a straight conversation about your situation.
Book Your Free Call →Standard 1:1 engagement scope:
Yes. Executive coaching is 1:1 and confidential by default. If the engagement broadens to include the team, that's a different scope and always with your approval.
Yes — and that's where the highest leverage usually is. Founder-led selling gets a specific playbook. The goal is to systematize what you do so the first 2-3 AE hires don't crater the business.
Coaching engagements typically run 6 months with monthly check-ins. Fractional CSO runs 6-12 months. Full BOOST CSO Overhaul is scoped case by case.
Only if you want them to. Most clients use the work privately and show the board outcomes, not process. Some prefer transparent board-level updates. Either works.
30-minute call. Tell us about your VP's current gap. We'll scope a coaching engagement.
Book a Free Call with John →