Head of Solutions Engineering
Fleetworks · San Francisco
About this role
## Head of Solutions Engineering ### About the role FleetWorks is fixing how freight brokers match trucks with jobs—today it’s slow, manual, and fragmented. As **Head of Solutions Engineering**, you’ll own the **technical customer journey** end-to-end: **onboarding & implementation** plus **custom builds** that power customers’ core business. You’ll personally lead the most important implementations, create the playbook from what you learn, scope what the company commits to, set expectations with customers, and balance those expectations against what engineering can deliver. ### What you’ll do - **Own customer deployments** at the intersection of customers and engineering (onboarding, new product features, rollouts, etc.). - **Own implementations end to end**: from contract signature → onboarding → go-live → steady-state adoption. - **Partner with engineering and product leadership** on changes that reduce engineering’s role in customer builds. - **Work with Product to train and enable customers**, including building documentation for self-serve. - **Build a project management system** used across Product, CS, and Engineering to track status of customer builds. - **Own escalations** between engineering and Customer Success. - **Scope work and manage expectations**: translate customer wants into clear, realistic requirements engineering can build. - **Scope integrations** with customers and partners. - **Learn the product deeply**: get hands-on early (configure workflows/agents) and identify when one-offs should become product features. - **Own rollouts and custom workflows** that drive expansion with existing customers, including enablement, training, and documentation. - **Manage and develop the deployment team**, starting with the deployment strategist. ### What we look for - Experience owning **implementation/solutions** or another **technical customer-facing delivery** role in **B2B software**. - Experience managing technical customer relationships at a level where you can **coach others**, with a track record engineers trust. - Technical depth to learn a complex product, configure workflows, read integrations, and ask the right questions. - **Operator instincts**: you understand how a business runs, care about customer margins, and spot issues early. - Excellent **written and verbal communication**. - **High ownership and hands-on by default**—you’d rather deliver the first version than just write a plan. ### What we offer - **Top-tier cash and equity** (targeting above the 75th percentile for similarly funded companies) - Competitive **medical, dental, and vision** benefits - **Fully covered lunches and dinners** - Opportunity to **learn quickly, grow fast**, and be rewarded for your contributions
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