Account Executive - Enterprise

WHAT WE DO Adaptive is a vertical AI company of 50, building the agentic operating system for the $2 trillion U.S. construction industry. We work with over 1,000 customers, partner with over 50 accounting firms, and have raised $26m from Emergence, a16z, and other top funds. WHY JOIN US? Win a massive category that's up for grabs. Construction is among the least digitized industries left, and no AI king has been crowned. With our momentum, team, and backing, we are in position to be that company Build a moat that compounds. We orchestrate multi-stakeholder workflows across an industry that today runs on paper, email, and phone calls. Every process we manage generates data no one else has. That data makes each new use case easier to expand to, while building a compounding moat Work with the rare team that can pull this off. Winning here takes deep construction knowledge and deep AI fluency in the same room. That intersection is rare, and we have it with backgrounds across finance, technology, and construction Serve the people building the world around you. Your favorite local café. The new house on the corner. The massive new skyscraper at Central Park South. All built by our customers: skilled, creative people who have spent their lives bringing neighborhoods to life   ROLE SUMMARY We're looking for an Enterprise Account Executive to lead Adaptive's expansion into the largest construction companies in the country. Over 1000 builders rely on Adaptive to give them real-time financial clarity and help protect their profit margins through better cash flow management, faster draws, and automated job costing. In this role, you'll own a strategic, full-cycle sales process — engaging senior decision-makers, navigating complex organizational buying structures, and closing high-value, multi-stakeholder deals. You'll work closely with leadership, our BDR team, and cross-functional partners to land net-new enterprise accounts and position Adaptive as the financial operating system for the industry's largest builders. If you're a seasoned enterprise seller who thrives in complex environments and wants to shape the future of a category-defining platform, this is the role for you. RESPONSIBILITIES - Develop and execute a strategic account plan: Identify, prioritize, and pursue high-value enterprise targets within your territory. Build deep account intelligence, map stakeholder landscapes, and develop multi-threaded relationships across finance, operations, and the C-suite. - Run full-cycle, complex enterprise sales: Own the entire process from discovery through contract execution — including executive presentations, RFP responses, security and legal reviews, and board-level negotiations on large, multi-year agreements. - Lead consultative deal strategy: Conduct rigorous discovery to uncover enterprise-wide operational challenges, build compelling business cases tied to ROI, and position Adaptive as a mission-critical platform — not just a point solution. - Manage pipeline with executive-level rigor: Maintain accurate long-range forecasting, disciplined deal inspection, and proactive stakeholder alignment to navigate complex buying processes and manage extended sales cycles. - Collaborate across the organization: Partner with Leadership, Product, and Customer Success to structure deals, support implementation planning, and ensure a smooth path from signed contract to successful adoption. - Represent Adaptive at the highest level: Establish Adaptive's credibility as the enterprise financial operations platform for large-scale custom home builders, regional GCs, and national construction firms. WHAT WE'RE LOOKING FOR - 5–8 years of full-cycle SaaS closing experience, with at least 3 years focused on enterprise accounts - Proven track record of closing five-figure and above deals with long sales cycles, multiple stakeholders, and complex procurement processes - Demonstrated ability to sell to and influence C-suite and VP-level decision-makers — including CFOs, COOs, and heads of finance - Deep consultative selling skills — you build business cases, quantify ROI, and align solutions to executive priorities, not just features to pain points - Experienced navigating legal, security, and procurement review processes in large organizations - Highly strategic and self-directed — you own your territory like a business and operate with a long-game mindset - Familiarity with construction, fintech, or ERP software is a plus, but not required WHY YOU'LL LOVE IT HERE - Build something that matters: help reshape financial operations for the largest construction companies in the country - High-impact, quota-carrying role with real ownership over a defined enterprise territory - Direct access to leadership and influence over product direction — your deals shape the roadmap - Fast-moving, high-trust team culture where enterprise wins are celebrated and rewarded - Competitive compensation, equity, and benefits - Backed by world-class investors including Andreessen Horowitz and Emergence Capital WHAT WE OFFER - Competitive salary plus meaningful equity - Comprehensive health, dental, and vision insurance - 401(k) match and flexible PTO policy - A seat at the table in a rapidly scaling vertical AI startup - Unlimited opportunities for professional growth and leadership IN-OFFICE MANDATE - This role requires you to work Monday - Thursday in our Boston or New York office