AI Takeoff and Estimate Software. Backed by Pear VC.
About the role
Construction is one of the largest industries in the U.S., but also one of the least technologically advanced. Every year, firms spend over $60B on teams creating cost estimates for bids. The process relies on tedious "takeoffs"—manually measuring and counting materials from drawings. Bobyard automates takeoffs using computer vision and NLP, cutting estimate time significantly while reducing errors. We're a small team backed by Primary, Pear, and 8VC, building software for the construction industry.
What they're looking for
- 5+ years of full-cycle B2B SaaS sales experience, with a documented track record of 100%+ quota attainment as an individual contributor
- 2+ years managing a team of quota-carrying Account Executives
- Real comfort coaching cold-outbound pipeline generation — not just managing reps who work inbound leads
- A specific, articulable coaching philosophy — you can walk us through how you run a 1:1 and a forecast conversation
- Fluency in Salesforce and forecasting discipline — you call your number and you know why when you don't
- Comfort selling into or coaching sales to a technical, operational buyer
More about this role
Construction is one of the largest industries in the U.S., but also one of the least technologically advanced. Every year, firms spend over $60B on teams creating cost estimates for bids. The process relies on tedious "takeoffs"—manually measuring and counting materials from drawings.
Bobyard automates takeoffs using computer vision and NLP, cutting estimate time significantly while reducing errors. We're a small team backed by Primary, Pear, and 8VC, building software for the construction industry.
Our AE team closes full-cycle mid-market deals with contractors, and has grown to the point where adding to our sales leadership team is crucial for scale. We're hiring an additional Sales Manager to coach 1 of 4 pods, stay close enough to live deals to shape strategy, and build the forecasting and pipeline discipline that scales past a founder-led motion. You'll inherit a team already converting 50% of qualified pipeline to close — your job is to protect that number while you continue to develop the team.
Run a weekly coaching cadence — structured 1:1s, call reviews, and pipeline reviews — for a pod of Account Executives
Jump into live deals to shape strategy and support negotiation...
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