Job Description

This range is provided by Readily. Your actual pay will be based on your skills and experience talk with your recruiter to learn more.

Base pay range

$110,000.00/yr - $200,000.00/yr

About Readily
30% of U.S. healthcare cost is administration . Were fixing that.
Readily is building the compliance layer for every healthcare company . Billion-dollar insurers and health plans turn to Readily to analyze regulations, conduct audits, and automate compliance research with AI.
Were the fastest-growing company in this space - tripling revenue QoQ. And were just getting started.
Theres an old Yorkshire saying: Where theres muck, theres brass. Healthcare compliance is messy. But in that mess lies an enormous opportunity. If youre hungry to take ownership and build systems that matter, this is it.

About The Role
Were hiring for a handson Head of Customer Success to join our founding team and build the postsales function for our healthcare compliance AI platform. Rather than just maintaining accounts, youll own the entire postsale journey - from onboarding through renewals and expansion - ensuring our customers see measurable value from day one.
Your goal is to crack AI activation in healthcare enterprise - create a CS machine that feels consumer-simple. 1-month not 1-year implementations, 100% usage not 10%, lightning-fast time-to-value.
Youll have founderlevel ownership: expect to design the strategy, stand up processes and tools, and partner directly with customers and product to shape our roadmap and playbooks.

Responsibilities

• Stand up Customer Success from 01: playbooks for onboarding, adoption, QBRs, renewals.
• Own retention and growth: NRR/GRR, health scores, risk flags, expansion pipeline.
• Drive 1-month go-lives and 100% utilization with enterprise-ready onboarding and training.
• Close the loop with Product/Sales/Eng: turn customer signal into roadmap and wins.
• Hire and coach the team; stand up systems and dashboards (Salesforce/Gainsight) to forecast.

Requirements

• Builder 01: Youve stood up CS playbooks and scaled them.
• Metric-owned: You live in NRR/GRR, churn, adoption/utilization, TTV - and move them.
• Hunger: High agency, a willingness to learn, and a drive to do whatever it takes
• Customer-obsessed: You earn executive trust and unblock complex enterprises fast.
• Intellectually humble: low ego, high curiosity, collaborative.
• Biased toward action: You act, you don't wait

Why Join Readily

• True founding-team ownership.
• Career-defining experience: ship products that rewrite how the industry works.
• Front-row to closing deals with billion-dollar enterprises
• Hyper-growth environment (3 QoQ youll feel it).
• A real chance to fix healthcares most expensive problem with AI.
• Weekly pickleball + a team that loves to win together.

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