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Engagement Manager

Job in San Francisco, San Francisco County, California, 94199, USA
Listing for: Cacheflow
Full Time position
Listed on 2026-07-13
Job specializations:
  • Business
    Business Analyst, Business Development, AI Evaluation, AI Business & Operations
Salary/Wage Range or Industry Benchmark: 170000 - 230000 USD Yearly USD 170000.00 230000.00 YEAR
Job Description & How to Apply Below

About Handshake

Handshake was founded on a simple belief that everyone deserves a path to a great career, regardless of where they went to school or who they know. Today, we power 25 million job seekers, 1 million+ employers, and 1,600 educational institutions.

In 2025, we started Handshake AI and built the fastest-growing AI data business in history. We work directly with frontier AI lab researchers to create evaluations, publish benchmarks, and push the boundary of data. We’ve grown from $0 to ~$1B run rate and pay ~$60M to over 30K individuals every month.

Why join Handshake now:

  • Shape how every career evolves in the AI economy, at global scale, with impact your friends, family and peers can see and feel
  • Partner hand-in-hand with world‑class AI labs, Fortune 500 partners and the world’s top educational institutions
  • Work together with engineers, scientists, operators, and more from Palantir, Meta, Scale AI, and former YC founders
  • Build a massive, fast-growing business with billions in revenue

About Handshake AI

Human data is the core infrastructure to AI advancement. Frontier AI labs currently improve model capabilities with various data‑intensive post‑training techniques. We believe that data spend for AI training will increase by 3-5x in the next few years and continue for much longer as models take on new domains. Handshake AI supports all of the frontier AI labs, working on their most complex data at the largest scale.

About

the Role

As an Engagement Manager, Handshake AI
, you will own our most critical Frontier AI lab customer relationships from first scope through production deployments, expansions, and renewals. You are the person these customers call first, in both high stakes moments and day to day decision making, and you are comfortable operating in environments with high expectations, high visibility, and high pressure
.

You will sit at the intersection of customers, operations, product, and engineering
, turning ambiguous, high stakes problems into clear programs, making hard tradeoffs at speed, and orchestrating cross functional teams to deliver outsized results while maintaining exceptional, executive level relationships.

You will be responsible for:

  • Owning a high impact book of business for Handshake AI, leading strategic implementations for flagship accounts from scope and milestones through on time, successful go live.
  • Running the full engagement lifecycle (onboarding, delivery, QBRs, expansions, renewals) as the single threaded owner of value for a portfolio of strategic, often multi million dollar customers.
  • Turning messy, evolving customer goals into sharp programs and requirements
    , pushing back where needed, and influencing product, operations, and roadmap decisions.
  • Defining and reporting on success metrics (business KPIs, SLAs, model quality) and using data to make fast, high conviction calls on where to double down, pivot, or sunset.
  • Partnering with Sales on aggressive expansion strategies, identifying, shaping, and helping close upsell and cross sell opportunities across your accounts.

What success looks like in the first 6–12 months:

  • Multiple high priority implementations are live in production with clear, referenceable wins and expansion in motion.
  • Your accounts show deep adoption and material revenue growth
    , with Handshake AI embedded in core model development and evaluation workflows.
  • Sales, Ops, and Product leaders consistently treat you as the owner of outcomes for your accounts and pull you into the most strategic, time sensitive opportunities.

You will work closely with:

  • Sales on deal shaping, scoping, handoffs, and expansion strategy.
  • Operations on aggressive yet realistic resourcing, training, and quality for Fellows and domain experts.
  • Product and Engineering on roadmap, integrations, and new capabilities needed to unlock step function value for your customers.
What You Will Bring

Experience:

  • 6+ years in customer facing, high ownership roles (engagement management, management consulting, customer success, strategy and operations, or similar) with AI, data, or complex operational products
    .
  • 4+ years at a top tier management consulting firm (for example McKinsey, BCG, Bain, or…
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