Lovable logo

AI-Led Scaled Customer Success Manager

Lovable

Boston, MAFull-time$118–160K/yrPosted 6 days agoStill listed 6 days ago

Most applications go out cold — see where you stand first. No sign-up to start.

You apply on the employer's site, with no Olive account needed.

Watch jobs like this.

Don't just apply. Show up ready.

Olive works from this exact posting.

At a glance

Compensation
$118–160K/yr
Location
Boston, MA
Schedule
Full-time
Work Authorization
Not specified

Olive lists jobs from US employers, including remote roles you can work from the United States.

Job overview

The AI-Led Scaled Customer Success Manager owns a portfolio of scaled customers while building education and enablement programs for Lovable’s broader customer base. The role combines renewals, adoption, and retention with customer education, lifecycle communications, onboarding journeys, and automation. The account portfolio serves as a test bed for programs that can become playbooks for the wider customer success organization.

Skills & qualifications

RequiredNice to have

Skills

Customer SuccessRenewal OwnershipRetentionOne-to-Many ProgramsCurriculum DesignLearning Path DesignWebinar DeliveryDigital OnboardingLifecycle EmailCommunity ProgramsPrototypingWorkflow AutomationAI ToolsWritten CommunicationPresentation SkillsData AnalysisHypothesis TestingAmbiguity ToleranceBias to ActionConsumption-Based PricingPLG-to-EnterpriseDeveloper Products

Qualifications

6+ Years in Scaled Success or Related

Full job description

TL;DR This is a senior hybrid role, half building the scaled programs engine, half account ownership. You'll own a cohort of scaled customers directly, running their onboarding, driving adoption, and retaining them, while designing the scaled enablement programs, curricula, webinars, onboarding journeys, and lifecycle communications, that teach an entire customer base how to build with Lovable. Your book of accounts is a test bed and a live classroom. What you prove there becomes the playbook for the whole CS organization. This role suits a past CSM ready to multiply their impact through scaled education, content, and automation, owning revenue outcomes like a CSM while building like a program leader. Why Lovable? Lovable is the software creation platform that gives people the power to act on the problems closest to them. For decades, turning an idea into software required so much capital, technical fluency, and time that many ideas never came to life. Lovable is the counterargument: a platform for all people with ideas, ambition, and problems worth solving. From solopreneurs to small business owners to teams at companies like Adidas and Zendesk, people have built over 60 million projects on Lovable since its launch in November 2024. And we're just getting started. We're building a generational company from Stockholm, with growing teams in London, Boston, New York, and San Francisco. Our team is small, talent-dense, and moving quickly, with a culture rooted in extreme ownership, high velocity, and low-ego collaboration. We look for people who care deeply, ship fast, and are eager to make a dent in the world. Lovable is one of TIME's 100 Most Influential Companies and has been recognized on the Forbes AI 50 and CNBC Disruptor 50, reflecting our momentum as one of Europe's fastest-growing AI companies and one of the most ambitious places to build in this next era of software. What you'll do Scaled programs (~50%)

  • Own post-purchase lifecycle communications and customer education across every channel and segment: email, in-app guides, Slack, release comms, and re-engagement plays

  • Architect Lovable's customer education academy, defining learning paths, designing the curricula and content (courses, video, labs, certification-ready material), and owning the roadmap from first course to a full academy

  • Build and host live education, including onboarding sessions, workshops, and feature deep-dives, turning recordings into an on-demand library

  • Design the digital onboarding journey for scaled customers, with sequenced comms, in-app guidance, and self-serve resources anchored to the learning paths

  • Package content into repeatable formats CSMs can deliver in their own accounts

  • Instrument everything to tie education and program performance to retention

Customer ownership (~50%)

  • Own a book of ~100s scaled-segment accounts end to end: run a disciplined renewal motion and manage risk early through direct engagement and automated plays, monitoring account health along the way, with most accounts self-served through your programs and your time reserved for moments of risk and opportunity

  • Guide customers from first project to load-bearing app, helping admins deploy the platform well and helping builders ship applications their teams depend on

  • Partner with Support to triage customer questions, keeping your time focused on proactive, high-leverage work

  • Surface product blockers, expansion signals, and success stories to Product, Sales, and Marketing, capturing the voice of the customer

How we'll measure success Scaled CS runs on the same core metrics as the rest of the team, no separate scoreboard.

  • Gross retention (DRR/GRR) on your book, the north star for the segment

  • Net active builders and net load-bearing apps, the impact of your programs across all accounts

  • Education metrics: learning-path completion, live session engagement, and time-to-first-value for educated vs. non-educated cohorts

  • Program metrics: onboarding completion, comms performance, and re-engagement conversion

  • Leverage metrics: motions from your book that graduate to team-wide adoption

What we're looking for

  • 6-8+ years in Scaled Success, customer success, customer education, or post-sales roles, with direct ownership of renewals and a track record of strong retention

  • Deep experience designing and delivering one-to-many programs at scale: curricula, learning paths or academies, webinars, digital onboarding, lifecycle email, or community, spanning both instructor-led and self-serve formats

  • A builder's instinct: comfortable prototyping with modern tools including Lovable itself, automating your own workflows, and using AI to extend your reach

  • Strong written and presentation skills, sharp enough to write an email sequence that converts and hold a room of 200 customers

  • Data fluency: you form hypotheses, instrument the programs to test them, and let results decide what scales

  • Comfort with ambiguity and a bias to ship, this segment is being built and you'll help define how it works

  • Bonus: experience in a consumption/credit-based pricing model, PLG-to-enterprise motion, or developer/builder-adjacent products

How this job compares

Set against the 1,069 open Customer Success Manager jobs on Olive Jobs, counted November 3, 2026.

Pay
  • This posting$118–160K/yr
  • Massachusetts median$100–140K/yr35 salary ranges
  • US median$105–165K/yr794 salary ranges

This range's midpoint, $139K, is 13% above the Massachusetts median midpoint ($122K) — in the middle half of Customer Success Manager salary ranges in Massachusetts.

Openings
Olive Jobs lists 40 open Customer Success Manager jobs in Massachusetts and 1,069 across the US. 17% of them nationwide are listed as remote or flexible.
Hiring the most in Massachusetts
Experience
This posting asks for at least 6 years of experience — more than three in four Customer Success Manager postings that state a minimum ask for (median 5 years, across 852 postings).
Education
233 of the 1,069 open Customer Success Manager jobs (22%) ask for a bachelor's degree or higher.

Counted across the open, public US postings on Olive Jobs on November 3, 2026. Pay medians are the middle values of the low ends and of the high ends of postings that list both ends of a range in the same cadence (a yearly salary or an hourly rate); a range's midpoint is halfway between its ends. Pay and experience figures resting on fewer than 20 postings are left out.

Prepare for this role

You've read the whole posting — now see how you match it.