Drillbit

What do they actually do

Drillbit sells a per-location “AI office employee” for residential contractors. It takes over routine office work like handling inbound leads, quoting from a price book, scheduling jobs, invoicing, and customer communications, and is designed to plug into a contractor’s existing systems rather than replace them (homepage, Terms of Service). They advertise a starting price of $500/month per location and target small-to-mid-sized contractors as well as multi-location and franchise operators (homepage).

What exists today includes a custom price book/estimate builder, a lightweight CRM with lead capture and a customer portal, job tracking and scheduling, and automated communications for invoices, approvals, and order changes (Terms of Service). Drillbit positions itself as “another employee” that fits into current workflows and systems (homepage).

Drillbit also cites usage results from its AI worker “Mason,” including over $95M in GMV across ~90k opportunities and booking jobs at about 3× the rate of top human CSRs; these are company-reported figures shared on their YC page (YC listing).

Who are their target customer(s)

• Independent/single-location residential contractor owner: They spend most of the day in the field but still have to answer calls, build quotes, schedule, and invoice, which leads to missed inquiries and inconsistent follow‑through. Drillbit’s AI takes over lead handling, quoting from a price book, scheduling, and invoicing within existing tools (homepage, Terms).
• Multi-location/regional contractor operator: Each site tends to run different pricing and processes, forcing more CSRs to maintain quality as they grow. Drillbit sells per‑location AI employees to standardize price books, bookings, and reporting across sites (homepage).
• Franchise owner or franchisor: They need consistent estimates, brand/pricing control, and predictable unit economics across franchisees, but enforcing uniform office workflows is manual. Drillbit targets franchises with repeatable per‑location deployments and orchestration (homepage).
• Operations manager / dispatcher at a trades company: Manual scheduling, tracking, and handling approvals/changes cause double‑booking, idle crews, and poor pipeline visibility. Drillbit lists job tracking/scheduling and automated communications as core features to reduce that overhead (Terms).
• Small contractor office staff / CSR: High volume of repetitive intake, qualification, estimating, and payment chasing creates burnout and uneven conversion. Drillbit automates lead handling, quoting, and invoicing and highlights revenue/conversion lift from its AI worker (homepage, YC listing).

How would they acquire their first 10, 50, and 100 customers

• First 10: Founder-led, hands-on pilots with nearby single-location and a few multi-location contractors; set up price books and phone/SMS routing, run a short discounted pilot, and capture conversion/GMV results and testimonials (homepage, Terms, YC listing).
• First 50: Add structured outbound to targeted trades (HVAC, plumbing, roofing), demo live at regional trade events, and use pilot case studies to close ROI‑framed trials; require a brief onboarding call to standardize price books and deployment (homepage, Terms).
• First 100: Pursue CRM/scheduling vendor partnerships and franchise channels to run multi‑location pilots with simple ROI guarantees; build an onboarding playbook and CS function, and standardize templates so rollouts become one‑call setups with expansion and referrals (homepage, YC listing).

What is the rough total addressable market

Top-down context:

If every U.S. home‑services business (≈2.5M) bought one Drillbit seat at the advertised $500/month ($6,000/year), the upper‑bound TAM is about $15B/year; this sits within a ~$657B home‑services spend context (Angi, homepage).

Bottom-up calculation:

Focusing on establishments with payroll (≈595k specialty trade contractor locations) implies a serviceable TAM of ~$3.6B/year at $6k/yr each; targeting ~85k franchised home‑service units yields ~$0.5B/year as a concentrated early segment (BLS NAICS 238, IFA, homepage).

Assumptions:

• Count each business/location as one billable seat; multi‑location operators may buy multiple seats.
• Use list price of $500/month ($6,000/year) per location; excludes usage-based upsell/downsell.
• Does not model adoption, churn, or international expansion.

Who are some of their notable competitors

• ServiceTitan: Enterprise field‑service CRM/operations suite (pricebook, estimates, dispatch, payments, reporting). Overlaps when buyers want automation plus deep operational control across many locations (features).
• Housecall Pro: All‑in‑one job management for small/mid contractors (estimates, scheduling, invoicing, communications) with AI/automated booking features; a direct alternative for teams wanting one platform (features).
• Jobber: Lightweight field‑service software for small contractors with online booking, CRM, invoicing, and automated follow‑ups; also offers AI receptionist/answering options (features).
• Smith.ai: AI + live virtual receptionist service that answers calls, qualifies leads, books appointments, and processes payments, integrating with contractor CRMs; overlaps on intake/booking automation (AI receptionist).
• Angi / HomeAdvisor: Lead marketplace selling homeowner project leads to contractors; not a like‑for‑like tool but a competing way to get booked vs. investing in in‑house automation (Angi Pro).