Customer Success Leader Roundtable

A virtual peer advisory group for customer success 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 retaining and growing customers.

The format

6 customer success 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.

Leadership & budget

Discuss how to earn influence and budget from a CEO or CRO who sees CS as a cost center.


Ownership & compensation

Weigh who should own renewal and expansion numbers and how to pay CSMs for them.


Sales promises & product gaps

Discuss how to handle customers sold more than the product delivers, and how to get Sales and Product to fix the cause.


Team & talent

Discuss hard people decisions, from underperforming managers to CSMs who want promotions you can’t offer.


Retention & risk

Compare how you forecast renewals and when to raise churn risk with leadership.


AI & the CS team

Evaluate where AI can take on CS work and what that means for CSM roles and headcount.


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.