Director of Technical Success

About this role

ABOUT BROCCOLI 🥦

At Broccoli, we're building AI teammates for the people who build and maintain our world.

We partner with plumbing, HVAC, and electrical contractors, the hardworking businesses that keep homes and communities running, and replace fragmented software and repetitive manual work with AI that actually gets the job done.

Our AI teammates answer phones, book appointments, follow up with customers, recover missed revenue, and help contractors deliver exceptional customer experiences, all while integrating seamlessly with platforms like ServiceTitan.

Before we wrote a single line of code, we visited more than 140 contractors to understand how these businesses truly operate. That firsthand experience shaped everything we've built.

Today:

- Hundreds of contractors rely on Broccoli every day.

- We've grown to $15M+ ARR in under two years.

- We're trusted by everyone from independent contractors to some of the largest private equity backed operators in the home services industry.

- We're backed by Khosla Ventures and Y Combinator.

We're still just getting started.

THE ROLE

We're hiring a Technical Success Director to lead and scale Broccoli's Technical Success function.

Technical Success sits at the intersection of our customers, our product, and our Engineering team. As the leader of this function, you'll make sure complex customer problems don't get lost between teams. You'll build a team that can deeply understand technical issues, represent the customer's needs to Engineering, and translate technical solutions back into clear outcomes for the customer.

You'll serve as the bridge between customers and Engineering, bringing customer context, business impact, and technical detail together to ensure we're solving the right problems and solving them well.

At the same time, you'll build the people, processes, and systems that allow Technical Success to scale alongside Broccoli. You'll lead a highly technical team, establish how we handle support escalations, define SLAs and ticket flows, develop strong partnerships with Engineering and Product, and continuously turn what we learn from customers into better products and better experiences.

This is a hands-on leadership role for someone who enjoys solving complex problems, developing people, building systems, and operating at the intersection of customer experience and technology.

WHAT YOU'LL DO

1. LEAD THE TEAM

- Lead, coach, and develop the AI Tech Support team, creating a culture of ownership, technical excellence, and customer obsession

- Set clear expectations, goals, and performance standards for the team

- Hire and scale the team as Broccoli's customer base and technical needs grow

- Develop technical expertise across the team through coaching, training, documentation, and hands-on problem solving

- Create an environment where team members are empowered to investigate problems, make decisions, and own issues through resolution

- Maintain a strong partnership between Technical Success and Customer Success

- Maintain a high bar for both technical quality and customer experience

2. BRIDGE THE GAP BETWEEN CUSTOMERS & ENGINEERING

- Serve as the primary bridge between customer-facing teams and Engineering for complex technical issues

- Ensure customer problems are deeply understood, accurately diagnosed, and translated into clear, actionable solutions

- Bring the customer's business context, impact, urgency, and desired outcome to Engineering, not just the symptoms of a technical issue

- Partner with Engineering to triage, investigate, prioritize, and resolve customer-impacting issues

- Establish clear escalation standards so Engineering receives high-quality, actionable issues rather than incomplete or ambiguous escalations

- Represent the customer's perspective in technical discussions while translating technical complexity back into clear answers for customers and Customer Success

- Own the communication loop throughout an escalation, ensuring customers and internal teams always understand what is happening, what is known, and what comes next

- Identify patterns across customer issues and partner with Engineering and Product to address root causes rather than repeatedly solving the same problem

- Build trust between Technical Success and Engineering so both teams see each other as partners in solving customer problems

3. BUILD THE TECHNICAL SUCCESS FUNCTION

- Define and execute the strategy, priorities, and operating model for Technical Success

- Establish scalable processes for technical support, troubleshooting, escalation, incident management, and issue resolution

- Develop and monitor key metrics around response times, resolution times, quality, customer impact, escalations, and team performance

- Build the documentation, troubleshooting guides, playbooks, and internal resources needed to scale technical expertise

- Identify opportunities to automate, simplify, or eliminate repetitive technical work

- Establish processes that turn customer issues and technical learnings into improvements across Product, Engineering, and Customer Success

- Continuously evaluate how Technical Success should evolve as Broccoli's product, technology, and customer base grow

WHAT YOU'LL BRING

- 8-12+ years of experience in technical support, technical account management, solutions engineering, implementation, customer success, or a similar customer-facing technical role

- 4+ years leading and developing technical teams, including experience building or materially redesigning a support or technical-success operating model

- Experience supporting a mission-critical, integration-heavy SaaS product where customer issues may require rapid coordination across Support, Engineering, and Product

- Demonstrated experience establishing escalation frameworks, SLAs, ticket routing, quality programs, incident processes, and durable Engineering and Product feedback…