Sales Leader Roundtable

A virtual peer advisory group for sales leaders at B2B software companies with $5M to $100M ARR.

Bring the decisions you’re working through to a small group of peers who understand the responsibility of leading a sales team.

The format

6 sales leaders.
One ongoing conversation.

Confidential peer discussion

1-hour virtual sessions

Every 4 weeks · Free to participate

Discuss what matters.

Bring a challenge, compare approaches, and get candid feedback from your peers.

Your CRO & the plan

Discuss how you negotiate the plan with your CRO and lead a team to a number you didn’t set.


Hiring & performance

Weigh when to hire experienced AEs, develop the reps you have, or make a change.


Managers & coaching

Compare how you get frontline managers coaching when pipeline reviews and forecast calls fill their week.


Deal reviews & the commit

Compare how you inspect pipeline and call a commit your CRO can trust.


AI & rep productivity

Evaluate which AI tools save reps time and how that time goes back into selling.


Complex deals & competition

Discuss how your teams build champions and win deals when buyers do their research with AI.


Join the conversation.

roundtable@caputisearch.com

Hosted by Anthony Caputi, Founder & Managing Director of Caputi Search.

Conversations are confidential. We ask members to attend at least three of every four sessions.