Account Executive - Private Equity

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.