Sales Enablement & Training Manager

Bobyard, Inc

• $120K — $145K *
Real Estate & Construction
Less than 5 years of experience
Job Overview by Ladders

Qualifications

  • 3-5+ years in sales enablement, training, or related roles, preferably in a fast-scaling startup
  • Experience in building training programs from scratch, not just managing existing ones
  • Ability to simplify complex product value for a non-software-native audience
  • Familiarity with sales tools and data analysis, including CRM systems like HubSpot
  • Bonus: Previous sales experience in construction or other traditionally skeptical industries

Responsibilities

  • Develop and implement onboarding for new Account Executives (AEs) and Sales Development Representatives (SDRs) across trade verticals
  • Collaborate with Sales Engineers to create a certification program for reps before solo demos or calls
  • Work with Sales leadership to identify funnel skill gaps and design targeted training
  • Provide hands-on coaching during live sales calls to reps
  • Coordinate with Product for launch readiness to ensure sales teams can sell new features from day one
  • Create and update trade-specific playbooks for new reps to enhance their selling abilities
  • Analyze ramp times and quota achievements by cohort to assess success of training programs
  • Manage enablement tools and tech stack, ensuring reps are proficient with their daily tools

Benefits

  • Direct influence on the growth of the sales team with ownership over the enablement function
  • Opportunity to work in an innovative team within a large underserved market
  • Flexible PTO and comprehensive health coverage including medical, dental, and vision
Full Job Description
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.

Comp Philosophy

We are proud to offer competitive, top-of-market compensation because we want to celebrate the dedicated people who ship amazing work and drive our success. Our individual compensation is thoughtfully tailored based on your role, experience, and contributions, alongside performance-based rewards.

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