Account Executive - Enterprise

What we do Adaptive is a rapidly growing vertical AI company of 50, building an AI-native ERP for real estate and construction. We have scaled to over 1000 customers and have raised $26m from Emergence, a16z, and other top funds, as well as a collection of angels from companies like Brex, Ramp, Airbase, Square, and Shopify. Why join us? Power the local built environment We serve the small businesses that are building communities across our country. Your favorite local café, the new house on the corner, or the ADUs helping to solve the housing crisis were all built by our customers--those who have lived in their cities for their entire lives and have a true passion for their craft. These are creative, dynamic, skilled individuals who bring neighborhoods to life by conceiving of and constructing environments where people connect and build memories. Join a world-class team at the forefront of vertical AI We have built a culture rooted in collaboration, execution, and experience! We have deep backgrounds in finance, technology, and construction, and a fast-growing customer base. We have the momentum, team, and vision to win in this massive market. We'd love for you to join us. 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 #J-18808-Ljbffr