Account Executive - Enterprise

Adaptive•Boston, MA

22d

About The Position

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. 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.

Requirements

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

Nice To Haves

Familiarity with construction, fintech, or ERP software is a plus, but not required

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.

Benefits

Comprehensive Health Coverage: Medical, dental, and vision insurance with 100% of premiums covered by Adaptive
Retirement Planning: 100% of 401k match up to 3% of salary
Unlimited PTO: Take the time you need to recharge
Commuter Benefits: Pre-tax commuter benefits to make your commute easier
Health Saving Accounts: HSA options to help you save for medical expenses

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