Director of Operations Technology & Automation

About Homeaglow Homeaglow s mission is to create happy homes. We delight customers and empower cleaning professionals by building the leading platform for home services. Today, we are the world s largest marketplace for home cleanings. Tomorrow, we ll be the world s leading platform for all home services. We are transforming the home services industry by making high-quality home cleanings more accessible, affordable, and transparent for everyone. We connect customers with independent, background-checked cleaning professionals through a modern technology platform that simplifies booking, pricing, and communication. Why Join Homeaglow? A True Startup Environment Join a high-growth, entrepreneurial company where speed, ownership, and impact define the culture. Sustained, Profitable Growth Double-digit year-over-year growth at a nine-figure revenue scale, while serving less than 0.5% of U.S. households - with significant runway ahead. Strong Unit Economics Disciplined focus on LTV/CAC and long-term value creation drives sustainable expansion. Bootstrapped & Focused No liquidation preferences. No distracting investor pressure. Just stable priorities and long-term thinking. Real Economic Impact Over 100,000 cleaning professionals have earned $250M+ through our platform. Average earnings are ~50% higher than traditional hotel housekeeping roles. Vertical Expansion Strategy Significant opportunity to expand into adjacent services and deepen customer relationships. Building a World-Class Team Be part of a professional, high-caliber team scaling a category-defining platform. About the Role We are hiring a Director of Operations Technology & Automation, reporting directly to our Chief Operating Officer, to own the automation, technology, and AI integration into our customer facing teams. This is a pivotal role to chart the automation and AI integration course of a rapidly scaling $100 million+ marketplace, focused on improving quality of our customer experience, while directly driving revenue and increasing efficiency within our 1,000+ customer-facing agent population. This role will own the roadmap on which automation and AI integration to prioritize, having autonomy to choose third parties, prioritize experiments, and leveraging our dedicated Operations engineers. Success is measured in incremental revenue, cost-to-serve, improved customer experience, and faster response and handle times - not in features shipped. What You ll Own Roadmap & Prioritization • Build and maintain a rolling 12-month roadmap for Operations tooling, automation, and AI features, prioritized by risk-adjusted ROI - working closely with our fast-paced engineering team (including dedicated Ops engineers), as well as the broader Operations Org, and Strategy team. Specs & Delivery • Write the product specs: problem statement, current state, target state, user flows, requirements, edge cases, success metrics, and rollout plan. • Act as the owner for each initiative end-to-end - from discovery through launch, adoption, and measurement - within a rigorous fast-paced AB testing environment. AI Integration and Tooling • Be the leader integrating AI into the company, including making the buy vs. build decisions, and managing relationships and pilots with key vendors. • Leverage the relationships with Hubspot, Aircall, and smaller third parties to evaluate and integrate AI solutions - or decide to build in-house with our engineering team. • Translate operational pain points and revenue opportunities into a prioritized backlog for tooling improvements with clear hypotheses and success metrics. Measurement & Operating Rhythm • Weekly reporting on KPIs - which you will define based on specific project focus areas, e.g., sales automation might prioritize conversion rate on leads or touch to connect ratio, care AI integration would show costs saved / improved handling time / increased customer satisfaction. • Maintain a tight feedback loop with frontline reps and managers - shadow shifts, sit in on calls, ship, iterate. • Roadmap review every six months (frequent enough to adjust course, not so frequent that all we re doing is roadmapping - we re a growth phase company, nobody cares about slides). What You ll Bring • 7+ years in product management, operations strategy, business systems, or RevOps roles, with at least 3 years owning a roadmap end-to-end. • Track record of shipping automation and AI/ML features that produced measurable productivity, conversion, or customer satisfaction gains. Be ready to talk numbers. • Direct experience building or owning internal tools for customer care, support, or sales - not just consuming them. • Strong product craft: you can write a crisp PRD, run a discovery interview, prioritize ruthlessly, and partner well with engineers. • Fluency with the modern stack: CRM (Salesforce, HubSpot, or equivalent), helpdesk (Zendesk, Intercom, Kustomer, or equivalent), telephony, conversation intel...