Automating Office Work for Residential Contractors. Backed by Y Combinator.
About the role
We’re looking for an Operations Lead who thrives in early-stage chaos and loves being at the intersection of customers, product, and process. You’ll work directly with our founder, customers, and engineering team to help Drillbit run smoothly and scale. You’ll connect what customers need and what engineering builds by translating feedback into product insights, identifying process gaps, and helping us standardize how we operate.
What they're looking for
- Exceptionally organized, is an excellent communicator, and genuinely enjoys bringing order and clarity to fast-moving operational environments
- Have 3+ years of experience in consulting, operations, product, or adjacent, customer-facing roles, ideally in a fast-paced startup where ambiguity is the norm
- Experienced with SQL, TypeScript/React environments, and API-driven tools. Naturally digs into how systems work under the hood
- Fluent with Excel and Notion, using relations, rollups, formulas, and multi-database structures to design dashboards, automate workflows, and standardize processes
- Thrive when owning customer conversations end-to-end, onboarding, diagnosing patterns, and driving the right fixes across the team
- A self-starter who thrives on autonomy and momentum, even when the path isn’t clear
More about this role
Mission: Drillbit’s mission is to make housing more affordable
How: Residential contractors spend exorbitant amounts on customer acquisition due to wasteful human-driven administrative practices. This inefficiency inflates the cost of basic services, hurting everyone in America. Drillbit provides AI office workers to eliminate that waste, and allow businesses to get back to the work they were hired for.
Stage: Drillbit is a YC startup that has raised $4.4 million. Mason, our AI employee, has generated over $120M in GMV for our customers across over 100k opportunities. He is booking jobs at a rate 3x greater than the best human CSRs at a small fraction of their cost. In the past 12 months, Drillbit has sustained 42% month-over-month growth, building a $98M ARR sales pipeline.
We’re looking for an Operations Lead who thrives in early-stage chaos and loves being at the intersection of customers, product, and process. You’ll work directly with our founder, customers, and engineering team to help Drillbit run smoothly and scale.
You’ll connect what customers need and what engineering builds by translating feedback into product insights, identifying process gaps, and helping us...
Browse similar: AI jobs · AI startup jobs · Startup jobs