---
title: 'Sales Enablement & Training Manager at Bobyard'
canonical: 'https://feeny.ai/job/sales-enablement-training-manager-bobyard-san-francisco-68gjvyaa18qd'
type: 'job'
last_seen: '2026-10-18'
---

# Sales Enablement & Training Manager at Bobyard

- **Company:** Bobyard
- **Location:** San Francisco, CA
- **Compensation:** $120k–$145k
- **Employment:** full-time
- **Work type:** onsite
- **Posted:** 2026-09-25
- **Last confirmed live:** 2026-10-18
- **Apply:** https://jobs.ashbyhq.com/bobyard/77def353-d0b8-4c4d-b580-39fd80288112

## Job description

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.

Comp Philosophy Cash for stability. Bonus for performance. Equity for ownership. Your package reflects your role, your experience, and what you deliver.

## About Bobyard

## Company Overview
- **One-liner**: Bobyard provides an AI-powered platform that automates construction takeoffs and cost estimates for trades like landscaping, electrical, and HVAC, helping contractors bid faster and more accurately.
- **Entity Type**: Private (Series A)
- **Headquarters**: San Francisco, California, United States
- **Founded**: 2023
- **Founders**: Michael Ding

## Core Business
- **Primary industry/industries**: Construction Technology (ConTech), AI-powered Software
- **Target customers**: B2B; General contractors, subcontractors, and specialty trade businesses in landscaping, electrical, mechanical, flooring, and other construction sectors.
- **Mission or purpose statement**: To revolutionize the construction industry by automating the takeoff and estimation process, making it 10x faster and eliminating costly mistakes.

## Products & Services
- **Bobyard Platform (AI-Powered Takeoffs & Estimates)**: A SaaS platform that uses Computer Vision (CV) and Natural Language Processing (NLP) models to automate the quantification and measurement of construction plans. Features include:
    - **Auto Count**: Instantly detects and counts symbols for planting, irrigation, and electrical work.
    - **Auto Area Measurement**: Automatically measures materials like pavers and concrete.
    - **Auto Length Measurement**: Measures beds, edges, and hardscape in seconds.
    - **Database & Vendor Quotes**: Tracks historical costs, vendor quotes, and assemblies.
    - **Custom Templates**: Adaptable formulas for specific business workflows.
    - **Flexible Exports**: Generates clean, professional estimates.

## Market Standing
- **Valuation/Market Cap**: Not publicly disclosed.
- **Key Metric**: Total Funding raised of **$38.6M** across two rounds.
- **Notable Investors/Partners**: 8VC (Lead investor in Series A), Pear VC, Primary Venture Partners. Partners with the "Disruptors" to empower landscape leaders.
- **Growth Signals**:
    - **Massive Headcount Growth**: 37 employees as of mid-2026, representing a **+562.5% year-over-year increase** [linkedin.com]. Monthly headcount growth is **+23.3%** [linkedin.com].
    - **Active Hiring**: 26 active job postings, with a **+2500% year-over-year increase** in job postings [linkedin.com].
    - **Product Expansion**: Launched "Bobyard 2.0" in April 2026 and a new "Electrical Takeoff Product" in June 2026, signaling expansion across multiple trades [tracxn.com].
    - **Customer Results**: Customers report **65% faster takeoffs**, a **20% revenue increase**, and **5x bid volume** [bobyard.com].

## Competitive Advantages
- **Focus on "Trades"**: Unlike general construction software, Bobyard is specifically tailored for the needs of landscapers, electricians, and mechanical contractors, providing specialized features like auto-counting of irrigation symbols.
- **AI-Native**: Built from the ground up with Computer Vision and NLP, offering a level of automation (e.g., instant symbol recognition) that legacy takeoff software cannot match.
- **Rapid Traction in a Legacy Industry**: The construction industry is notoriously slow to adopt tech. Bobyard's strong customer testimonials and 562% headcount growth indicate strong product-market fit in a massive, underserved $12T industry [bobyard.com].

## Strategic Focus
- **Multi-Trade Expansion**: Rapidly rolling out new products for different trades (electrical, mechanical, flooring) to capture more of the construction estimation market.
- **Scaling the Platform**: Moving from a single-use tool to a consolidated "AI Workbench" (Bobyard 2.0) that serves as the central hub for estimation for all types of contractors.
- **Aggressive Hiring**: With 26 open roles and a focus on Sales, Engineering, and Customer Success, the company is clearly investing heavily in go-to-market and product development.

## Why Work Here
- **Culture & Values**: The company emphasizes "Execution over everything" and "Immediate, outsized impact," promising that your work will shape mission-critical workflows for a $12T industry [bobyard.com].
- **Remote/Hybrid Policy**: Based in San Francisco (HQ) and Menlo Park, California. The careers page states, "We believe in the power of in-person collaboration," suggesting a strong preference for in-office or hybrid work in the Bay Area [bobyard.com].
- **Rewards for Excellence**: Bonuses are tied directly to exceptional performance across all roles, not just sales. High performance is "measured, recognized, and rewarded" [bobyard.com].
- **Perks & Benefits**: Competitive salary, equity options, 401(k), health/dental/vision insurance, free lunch (and dinner for overtime), and the chance to help build a "massive company" [bobyard.com].
- **Growth Trajectory**: For job seekers, a company growing headcount by 562% YoY offers significant opportunities for career advancement and ownership.

## Sources
1. [bobyard.com](https://www.bobyard.com/)
2. [bobyard.com/careers](https://www.bobyard.com/careers/)
3. [linkedin.com/company/bobyard](https://www.linkedin.com/company/bobyard)
4. [builtin.com/company/bobyard](https://builtin.com/company/bobyard)
5. [tracxn.com/d/companies/bobyard](https://tracxn.com/d/companies/bobyard/__IDEttZmVgz6sEYZ1CoNtgfRsxhMB0sxGHiBNtHDBPLE)

## Other roles at Bobyard

- [People & Office Coordinator](https://feeny.ai/job/people-office-coordinator-bobyard-san-francisco-sse6trb77f0a) — San Francisco, CA
- [Implementation Manager (UK)](https://feeny.ai/job/implementation-manager-uk-bobyard-united-kingdom-6nenc4dbc444) — United Kingdom
- [Data Annotation Specialist - Computer Vision](https://feeny.ai/job/data-annotation-specialist-computer-vision-bobyard-remote-0s7rahdjd2d0)
- [Computer Vision Research Engineer - Intern](https://feeny.ai/job/computer-vision-research-engineer-intern-bobyard-san-francisco-rg03g1mn81an) — San Francisco, CA
- [Staff Product Manager](https://feeny.ai/job/staff-product-manager-bobyard-san-francisco-qfmzsm095y0f) — San Francisco, CA
- [Finance Operations Associate](https://feeny.ai/job/finance-operations-associate-bobyard-san-francisco-sfp6kpjryy8g) — San Francisco, CA
- [Sales Development Representative - Australia](https://feeny.ai/job/sales-development-representative-australia-bobyard-remote-6qp5dwzxbg47)
- [Account Executive - Private Equity](https://feeny.ai/job/account-executive-private-equity-bobyard-remote-jx8xh2xq5ypw)
- [Sales Manager, Mid-Market](https://feeny.ai/job/sales-manager-mid-market-bobyard-san-francisco-xndk1h2fw4q6) — San Francisco, CA
- [Sales Development Team Lead](https://feeny.ai/job/sales-development-team-lead-bobyard-san-francisco-286sxkx3j5a2) — San Francisco, CA