Account Executive - Mid Market

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 700 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 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.

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.

We're looking for a Mid-Market Account Executive to help us bring Adaptive to more builders across 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 full-cycle sales process — from first touch to close — targeting mid-market construction companies with more complex needs, longer sales cycles, and multi-stakeholder buying groups. You'll work closely with our high-performing BDR team to develop a territory strategy, build a strategic pipeline, and drive net-new business. If you're excited about ownership, consultative selling, and building a category-defining product, this is the role for you

• Develop and execute a territory plan: Work hand-in-hand with your BDR(s) to identify and prioritize mid-market builders in your assigned territory, leverage social proof, and build a high-quality pipeline of net-new opportunities.

• Run full-cycle sales: Own discovery, demos, proposals, and negotiation through to signed contract — navigating multi-stakeholder buying groups including operations, finance, and executive leadership.

• Lead strategic deal execution: Conduct deep discovery to uncover operational inefficiencies and business pain, deliver tailored presentations and proposals aligned to each customer's workflows and scale, and drive deals to close with urgency and precision.

• Manage your pipeline with rigor: Maintain disciplined pipeline coverage, accurate forecasting, and proactive deal inspection to move opportunities through the funnel.

• Collaborate across teams: Partner with Marketing, Product, and Customer Success to bring customer feedback and insights back to the business, and support smooth handoffs through implementation.

• Represent Adaptive: Position Adaptive as the trusted financial operations platform for mid-market builders.

• 3–5 years of full-cycle SaaS closing experience, with a track record selling into mid-market accounts

• Proven ability to consistently meet or exceed quota managing complex, multi-stakeholder deals with longer sales cycles

• Strong discovery and consultative selling skills — you can quickly uncover pain points, build a business case, and create urgency with economic buyers

• Experience navigating multi-stakeholder buying processes and engaging at the executive level

• Comfortable building and managing a strategic pipeline in a defined territory with a balance of inbound and outbound motion

• Highly motivated self-starter who thrives with autonomy and ownership

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

• Build something meaningful: help reshape construction finance for thousands of builders

• High-impact, quota-carrying role with real ownership over a defined mid-market territory

• Work closely with a supporting BDR team to drive strategic pipeline

• Fast-moving, high-trust team culture where your contributions are visible

• Competitive compensation, equity, and benefits

• Backed by world-class investors including Andreessen Horowitz and Emergence Capital

• 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

• This role requires you to work Monday - Thursday in our Boston or New York office