Sales Enablement & Training Manager

Company Overview

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.

Position Overview

We're hiring our first dedicated Sales Enablement & Training Manager to build the training, tooling, and content infrastructure behind our sales org. You'll own onboarding and ramp for new AEs and SDRs, sharpen our messaging for a notoriously hard-to-sell buyer (skeptical, hands-on, trade-vertical decision makers), and make sure reps have what they need to run a consistent, effective sales process — from first call to close.

This is a high-ownership, build-from-scratch role. You'll work closely with Sales, Marketing, and Product to translate what's working in the field into scalable playbooks, and you'll have a direct line to leadership on what's moving the needle.

Responsibilities

Build and own onboarding for every new AE and SDR, across every trade vertical we sell into

Partner with our Sales Engineers to design and run a certification program reps have to pass before running demos or calls solo

Partner with Sales leadership to identify skill gaps by stage of the funnel and build targeted training to close them

Sit in on live calls and give reps specific, individual coaching — this is hands-on, not just content

Partner with Product on launch readiness — making sure reps can sell new features and verticals from day one

Build and maintain trade-specific playbooks that make it easier for new reps to sell

Track ramp time and quota attainment by cohort, and use it to prove what's working and cut what isn't

Own the enablement tech stack – ensuring reps are equipped and trained on the tools they use daily

Coach managers on how to reinforce enablement content in 1:1s and deal reviews

What We're Looking For

3-5+ years in sales enablement, sales training, or a related revenue role (AE/SE background a plus), ideally at a startup that's scaled quickly

Experience building a training program from the ground up, not just maintaining an existing program

Strong instincts for translating complex or technical product value into simple, repeatable selling language — especially for a buyer that isn't software-native

Comfortable with sales tooling and data (HubSpot or similar CRM; comfort with reporting/analytics a plus)

Bonus: experience selling into construction, trades, or other traditionally offline/skeptical-of-software industries

Benefits

Competitive salary ($120K–$145K base), Bonus, 401K, and equity options

Comprehensive medical, dental, and vision coverage, plus flexible PTO

Direct impact on how the sales team grows, with ownership of the enablement function from the ground up

Work alongside a driven team building something new in a large, underserved industry

SF-based role: full-time, in-person in San Francisco (4 days/week)

We think our product stands out and the industry is ready for it. If you're excited to help us prove that out, we'd love to talk.

Come build with us!