Sales Development Representative

ABOUT PROBOOK

Probook is the AI Operating System for the home services industry, transforming how plumbing, HVAC, and electrical businesses operate.

Our impact is real. Dispatching the right technician to the right job can mean the difference between a $300 "band-aid" fix and a $20,000 system replacement. By automating previously high-touch workflows around-the-clock, Probook ensures a consistent customer experience without the need for 24/7 live staffing. We unify our customers' processes into a single, scalable platform, giving businesses one place to run their entire dispatch operation.

The Role

We have a clearly defined target: the top home service operators in America. The list exists. The product is proven. What we need now is someone to go get them.

You will own the top of the funnel for our enterprise AE team. Your job is to open doors through cold calls, cold emails, and LinkedIn outreach, qualify interest, and hand off high-quality opportunities to the AEs to close. You report to the Director of Growth and operate as the engine that keeps the pipeline full.

Who You Are

• Relentless: You are comfortable making 60+ dials a day without being asked. You treat rejection as data, not discouragement. Your activity level is not negotiable with yourself.

• Operator-to-operator communicator: You can talk to a plumbing business owner or an HVAC GM in their language. No jargon. No corporate SaaS pitch. You understand their world or learn it fast.

• Highly organized: You run a clean CRM. You know your numbers cold. You never miss a follow-up.

• Hungry to learn: You are early in your sales career and want to compress your development. You absorb coaching, apply it in the next call, and ask good questions.

• Builder mentality: You thrive with no playbook. You figure out what works, document it, and do it at scale.

What you will own

• Outbound pipeline: Build and execute a high-volume outbound motion across cold calls, email sequences, and LinkedIn targeting the top home service operators in the US.

• Qualified opportunities: Deliver a consistent volume of qualified meetings to the AE team each month. Your primary metric is meetings held, not just booked.

• Account research: Understand each target account before reaching out. Tailor your approach to their specific business size, software stack, and operational context.

• CRM hygiene: Maintain clean, accurate records in Ashby for every prospect interaction. Your data is the team’s data.

• Feedback loop: Surface patterns from outbound conversations to the Director of Growth and AE team. You are closer to the market than anyone. Use it.

Requirements

• NYC Based: Excited to work in-office 5 days/week in our high-collaboration culture.

• 1-2+ years of experience in a sales, SDR, or outbound-facing role

• Prior cold calling experience

• Exposure to B2B SaaS or vertical software a plus, not required

• Exceptional verbal communication skills. You are direct, clear, and credible on the phone.

• Strong written communication. Your emails are short, specific, and get replies.

• High activity tolerance. You do not need external motivation to pick up the phone.

• CRM discipline. You keep records clean without being told twice.

Why Join Probook?

• The Tailwinds: $700B industry with clear tailwinds: AI adoption, labor shortages, and generational transitions creating demand for operational modernization. We are defining the category, not fighting for share.

• The Traction: $XXM ARR in 18 months. Product-market fit proven; now we're scaling

• Funding: $40M raised from Sequoia and Andreessen Horowitz

• The Team: >65 people; our founding team comes from the space and has spent thousands of days onsite with our customers. We live the space. We're also becoming one of the most talent-dense start-ups in NYC (MIT, Harvard, UPenn M&T, Waterloo, Citadel, Palantir).

Compensation & Benefits

• Equity: Meaningful early-stage equity

• Base Salary: $75K

• Variable: Up to $110K OTE

• Health: Comprehensive medical, dental, and vision

• Perks: $500 monthly Ramp card for commuting, meals, gym, etc. (plus $25 in nightly meal delivery credit) and really good office snacks

• Access: Direct access to world-class investors and advisors