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Salary: USD 265,000 - 290,000 / annual
Bobyard automates construction cost estimation using computer vision and NLP, addressing a $60B annual market where firms spend heavily on manual takeoffs and bid preparation. The company is backed by Primary, Pear, and 8VC and is building software to modernize one of the least technologically advanced industries in the U.S.
You will manage one of four Account Executive pods, responsible for coaching and developing a team that is already converting 50% of qualified pipeline to close. Your core mission is to protect and improve this conversion rate while scaling the sales organization beyond founder-led motion.
Key responsibilities include:
- Running a structured weekly coaching cadence with 1:1s, call reviews, and pipeline reviews for your pod of Account Executives
- Jumping into live deals to shape strategy and support negotiation on complex opportunities
- Owning team forecast accuracy and pipeline hygiene; building data-driven territory and pipeline models
- Hiring and ramping new Account Executives while developing a repeatable onboarding playbook
- Coaching reps on cold-outbound pipeline generation—this team builds its own pipeline rather than relying on inbound leads
- Partnering with Customer Success on handoff quality and with Product on customer feedback
- Running sales operations analysis to identify what's working and adjusting the motion accordingly
The role is full-time, in-person in San Francisco (4 days/week), and you'll be building on real momentum—closed-won revenue doubled from July to August.
REQUIREMENTS:
- 5+ years of full-cycle B2B SaaS sales experience with 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 inbound-focused reps)
- Specific, articulable coaching philosophy; ability to walk through how you run 1:1s and forecast conversations
- Fluency in Salesforce and forecasting discipline; ability to call your number and explain variance
- Comfort selling into or coaching sales to technical, operational buyers
NICE TO HAVE:
- Experience selling into construction, field services, or another vertical with skeptical, ROI-driven buyers
- Experience hiring and ramping a team from scratch
- Familiarity with structured sales methodology
