Startups

Cloverleaf AI

Senior Customer Success Manager

About Cloverleaf AI

If you’re waiting for the RFP, you’ve already lost. Cloverleaf AI is the full-funnel B2G sales intelligence platform built for public-sector selling, monitoring public meetings, committees, and budget activity across 70,000+ government agencies to surface buying signals years before the RFP drops. Configured to each seller’s territory and stakeholders, it turns fragmented public-sector activity into signal you can act on. Dedicated to leading the market in data quality to help more customers like Uber Transit hit $1M+ in pipeline per rep, per quarter. Revenue has tripled in the last 24 months, and we’ve raised $8M through our Series A.

The role

As a Senior Customer Success Manager, you’ll own retention and growth across a portfolio of 30–40 enterprise accounts. You’ll report to the Head of Customer Success as part of our Revenue team. Your success is measured on gross dollar retention and net revenue retention.

What you’ll do

  • Own the customer experience for 30–40 enterprise accounts, measured on gross dollar retention and net revenue retention.
  • Lead QBRs, renewals, and expansion conversations as a strategic advisor.
  • Multithread across each customer organization, from end users to executives, and keep each account aligned to its business goals.
  • Build success plans and adoption roadmaps with clear outcomes, and remove technical and adoption barriers.
  • Partner with Sales, Marketing, Product, Engineering, and leadership on growth strategy and risk mitigation.
  • Stay in the fight on stalled accounts, slow-moving champions, and tough renewals.

What you bring

  • Communication: You build trust at every level, read the room, and adapt to different personalities and seniority.
  • Ownership and grit: You know the platform inside and out and never write off a hard account.
  • Winning mindset: You have a track record of measurably improving customer results through problem-solving, consulting, and change management.
  • Humility: You seek feedback, give credit away, and are comfortable saying “I got that wrong.”
  • Curiosity: You’re a lifelong learner who tinkers with something until it’s figured out.
  • Business acumen: You get up to speed fast in any industry and translate Cloverleaf into outcomes that matter to each customer.
  • AI native: An LLM is part of your daily rhythm, you write and refine strong prompts, and you stay current on AI trends.

SaaS experience supporting sales teams is a plus, not a requirement.

Our hiring process

Recruiter screen, hiring manager interview, team panel, conversation with a co-founder, then offer.

Bron 2026-10-08