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Head of Customer Advocacy

RETR Remote USA Remote USA Full Time Posted Jul 15, 2026

Job Overview

app/ Why this role matters right now As a product-led company, our growth comes from customers who adopt the product, love it, and bring more of their team onto it.

That puts this role directly on the growth path: onboarding, adoption, renewal, and expansion all run through it.

Job Description

If you're energized by getting customers to real value fast and turning that into something a team can do at scale, you'll fit in well here.

Live in the accounts. Learn the product, the industry, and the book. Go through every account that grew and find out what actually drove it. Days 15 to 30. There's more than one growth path in this base. Name them. Test them. Prove a couple.

By day 30 you have a playbook hypothesis with evidence behind it. Day 30. Start hiring while you're still refining. It doesn't need to be finished. It needs to be 80% right. Day 60. First success managers in seat, book split, playbook running with your team.

We move fast. If 60 days sounds aggressive, it is, and we'd rather tell you now than after you sign. The team Success, Enablement, and Support report to you. You'll hire your first success managers inside 60 days. You report to our COO.

Mortgage or fintech experience. Experience standing up an AI-first support motion. How we operate Three philosophies we run by: ● Give more than you get. ● Lead with value. ● Do the right thing. Five values behind them: Honesty. Integrity. Fairness.

Key Responsibilities

  • We're looking for someone who will own the customer from the day they sign, build the playbook that makes value repeatable, and hire the team that runs it.
  • What you'll do ● Own every customer after the sale: onboarding, adoption, health, renewal, and growth ● Figure out why our best accounts grew, turn it into a playbook, and build the team that runs it ● Own renewals end to end, with no surprises the company doesn't see coming ● Win enterprise trials, which is where we win or lose an account ● Bring down churn in our self-serve base through product and automation, not headcount ● Scale customer support as the base grows, holding quality to our standards ● Know our customers better than anyone in the company, and keep Sales close wherever that knowledge should turn into a conversation ● Hire and lead the customer team The first 60 days Days 1 to 14.
  • First success managers in seat, book split, playbook running with your team.
  • The team Success, Enablement, and Support report to you.
  • You'll hire your first success managers inside 60 days.
  • Experience standing up an AI-first support motion.
  • ● Lead with value.
  • "Lead with value" is not decoration here.

Required Skills and Qualifications

  • What you'll do ● Own every customer after the sale: onboarding, adoption, health, renewal, and growth ● Figure out why our best accounts grew, turn it into a playbook, and build the team that runs it ● Own renewals end to end, with no surprises the company doesn't see coming ● Win enterprise trials, which is where we win or lose an account ● Bring down churn in our self-serve base through product and automation, not headcount ● Scale customer support as the base grows, holding quality to our standards ● Know our customers better than anyone in the company, and keep Sales close wherever that knowledge should turn into a conversation ● Hire and lead the customer team The first 60 days Days 1 to 14.
  • What we're looking for ● You've built a customer success function from scratch, not just run one somebody else built ● You can talk about your retention and expansion numbers in specifics, not adjectives ● You're happy carrying a book yourself for the first 60 days and then giving it away ● You've fixed a churn problem with product and automation, not just by adding people ● You'd rather hire two excellent people than five adequate ones ● You think of expansion as evidence the product worked, not as a target you hit ● You're comfortable being 80% right and moving ● A creative problem solver with strong listening, logic, and critical thinking skills ● Team player with a passion for helping others succeed and a commitment to doing the right thing Bonus.
  • Mortgage or fintech experience.
  • Experience standing up an AI-first support motion.
  • We welcome candidates of all backgrounds, experiences, abilities, and perspectives.

Benefits and Perks

  • What we're looking for ● You've built a customer success function from scratch, not just run one somebody else built ● You can talk about your retention and expansion numbers in specifics, not adjectives ● You're happy carrying a book yourself for the first 60 days and then giving it away ● You've fixed a churn problem with product and automation, not just by adding people ● You'd rather hire two excellent people than five adequate ones ● You think of expansion as evidence the product worked, not as a target you hit ● You're comfortable being 80% right and moving ● A creative problem solver with strong listening, logic, and critical thinking skills ● Team player with a passion for helping others succeed and a commitment to doing the right thing Bonus.
  • Performance bonus on top, which we will walk through together ● Fully remote, US-based ● Company-paid medical at 100% of your individual premium ● Dental, vision, life, short-term and long-term disability employer-provided ● 401(k) with match: 100% of your first 1% plus 50% of your next 5% ● Generous PTO plus 13 paid holidays, including Christmas Eve and the day after Thanksgiving ● $100 weekly meal stipend, $100 monthly wellness stipend ● Full home office setup: laptop, monitors, camera, peripherals provided What we don't offer ● Big-tech RSUs.

USA Jobs Today role summary

Role Summary

Head of Customer Advocacy at RETR is a remote United States position and is listed as Full Time.

app/ Why this role matters right now As a product-led company, our growth comes from customers who adopt the product, love it, and bring more of their team onto it.

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Application Checklist

  • Review the stated qualifications, including: Experience standing up an AI-first support motion.
  • Confirm that the official application page still lists the role as open.
  • Verify the work location and any United States eligibility or work-authorization requirements.
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Original job information is provided by the hiring organization or listed source. USA Jobs Today organizes source-supported details for readability without inventing salary, benefits, qualifications, sponsorship, or remote eligibility.

Work Location and Schedule

This role is listed as Remote USA with location information shown as Remote USA. The employment type is Full Time.

About the Company

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