About Bobyard
Construction and landscaping are undergoing a massive transformation. For decades, contractors have measured and counted materials off blueprints and drawings by hand—a manual takeoff process that creates operational drag and severely limits growth. At Bobyard, we leverage cutting-edge AI to automate takeoffs, power estimating workflows, and transform how commercial enterprise teams bid and win business—enabling them to bid 10x faster and maximize contract value. We are Series A backed by top-tier investors (8VC, Primary, Pear), rapidly scaling, and building the future of AI-driven preconstruction and estimating automation.
About the role
Private equity firms are aggressively rolling up construction and landscaping operating companies, creating an explosive, high-leverage market opportunity. As our first Account Executive - Private Equity, you will own this strategic growth engine end-to-end. We are looking for a high-energy, relentless seller to prospect PE operating partners and holdco executives, execute fast-paced pilots, close enterprise-wide portfolio agreements, and power multi-entity expansion. This is a high-octane, full-cycle enterprise role where you will hunter-prospect, travel, command C-suite conversations, and establish the strategic playbook for a multi-million dollar platform sales motion.
What you'll do
Build, own, and aggressively scale a high-velocity pipeline with private equity firms, operating partners, and holding companies in construction and landscaping
Drive high-energy, creative outbound prospecting via multi-channel outreach (cold calls, personalized video, LinkedIn, industry events, and in-person executive meetings)
Run high-impact, structured pilots with portfolio companies, establishing clear ROI and success criteria before launch
Build mutual action plans with C-suite executives and drive complex, multi-stakeholder deals to signature on ambitious timelines
Close portfolio-level platform agreements, then expand Bobyard's AI takeoff and estimating automation platform across every operating company
Partner with implementation and core sales teams to deliver flawless rollouts that turn accounts into evangelical customer references
Establish the foundational sales playbook, mentor incoming talent, and help build and lead the platform sales team as the channel accelerates
Harness ROI insights and operational metrics to demonstrate clear value, margin expansion, and bidding velocity to PE investment committees
What we're looking for
5+ years in high-octane enterprise sales, corporate development, or other quota-carrying deal-making roles
A proven track record of closing six-figure+ multi-stakeholder enterprise deals with C-level buyers on fast, dynamic timelines
Relentless hunter mindset with elite outbound prospecting chops—you create your own pipeline from scratch and thrive in fast-paced execution
Commanding executive presence and fluency in business value—you effortlessly translate product capabilities into financial return and strategic growth for investors
Mastery of running structured pilots and mutual action plans that consistently lead to contract execution
High energy, adaptability, and enthusiasm for regular travel (~30–40%) and in-person deal closing
Competitive, self-motivated, and energized by building a category-defining company
Nice to have
Experience selling to or through private equity firms, holding companies, or roll-ups
Background in AI sales, construction tech, field services, commercial estimating, or vertical SaaS
Prior success launching a net-new sales segment, channel, or strategic vertical from zero
Experience hiring or mentoring other sellers
What we offer
Competitive $160,000 – $210,000 OTE compensation structure with uncapped commission, lucrative activation bonuses, and meaningful early-stage equity
Prime San Francisco office location at 101 Second Street with catered lunches, top-tier gear, and travel perks
Comprehensive health, dental, and vision coverage, 401(k), and more
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.
Skills Required
- 5+ years in enterprise sales, corporate development, or other quota-carrying deal-making roles
- Proven track record closing six-figure or larger, multi-stakeholder enterprise deals with C-level buyers
- Experience creating pipeline from scratch through outbound prospecting
- Executive presence and ability to translate product capabilities into financial return and strategic growth
- Expertise running structured pilots and mutual action plans leading to contract execution
- High energy, adaptability, and willingness to travel approximately 30–40%
- Competitive, self-motivated approach and enthusiasm for building a category-defining company
- Experience selling to or through private equity firms, holding companies, or roll-ups
- Background in AI sales, construction technology, field services, commercial estimating, or vertical SaaS
- Experience launching a new sales segment, channel, or strategic vertical from zero
- Experience hiring or mentoring other sellers
Bobyard Compensation & Benefits Highlights
The following summarizes recurring compensation and benefits themes identified from responses generated by popular LLMs to common candidate questions about Bobyard and has not been reviewed or approved by Bobyard.
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Healthcare Strength — Benefits are described to include health, dental, and vision insurance, indicating a solid core medical offering.
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Retirement Support — A 401(k) is advertised, suggesting foundational retirement benefits are in place.
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Career-Linked Recognition & Rewards — Bonuses are tied directly to exceptional performance across roles, signaling rewards linked to impact.
Bobyard Insights
What We Do
Construction is one of the largest industries in the world, but it is also one of the least technologically innovative spaces. Conducting fast and accurate cost estimates is a massive pain point. Bobyard automates the construction takeoff process with CV and NLP models to make cost estimates 10x faster while eliminating mistakes.
