---
title: 'Account Executive - Enterprise at Adaptive'
canonical: 'https://feeny.ai/job/account-executive-enterprise-adaptive-boston-k9y18xpwvhwd'
type: 'job'
last_seen: '2026-09-11'
---

# Account Executive - Enterprise at Adaptive

- **Company:** Adaptive
- **Location:** Boston, MA
- **Compensation:** $200k–$240k
- **Employment:** full-time
- **Work type:** onsite
- **Posted:** 2026-04-02
- **Last confirmed live:** 2026-09-11
- **Apply:** https://jobs.ashbyhq.com/adaptive/3369f926-e320-4a7d-8977-031cc45d4f3d

## Job description

## 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

## About Adaptive

## Company Overview
- **One-liner**: Adaptive provides an AI-native project accounting platform that automates financial workflows for construction companies.
- **Entity Type**: Private (Series A; raised $26M total)
- **Headquarters**: New York City, New York, United States (with an office in Boston)
- **Founded**: 2022
- **Founders**: Matthew Calvano (CEO), Henry Bradlow, Francisco Enriquez

## Core Business
- **Primary industry**: Construction finance and accounting technology
- **Target customers**: General contractors, specialty trades, developers, and CPA firms serving construction; typically companies with $5M–$1B in revenue (B2B, SMB to mid-market)
- **Mission or purpose statement**: Build AI that powers the built world — transforming how the construction industry runs its finances.

## Products & Services
- **AI Project Accounting Platform**: An end-to-end system that automates job costing, accounts payable, billing, lien waivers, change orders, field coordination, insurance tracking, WIP forecasting, and reporting. The platform uses AI agents that handle data entry, routing, approvals, and analysis; they connect field updates (voice, text, email) to financials in real time. The AI never auto-posts to the GL without human review.
- **Custom AI Agents**: Clients can configure specialized agents for tasks like change order management, AP coding, and lien waiver tracking.

## Market Standing
- **Valuation / Market Cap**: Not disclosed (Series A)
- **Key Metric**: Total funding of $26 million (Series A led by Emergence Capital with participation from a16z, Definition, Exponent, 3kvc, Box Group, and Gokul Rajaram). The company reports approximately 1,000 customers and an NPS of 80.
- **Notable Investors / Partners**: Emergence Capital, a16z (Andreessen Horowitz), partnerships with 6 of the top 100 CPA firms.
- **Growth Signals**: Grew from 29 to 45 employees in 2024; named Best Business Software Solution at the NAHB International Builder Show in 2026; rapid customer acquisition (280+ in mid-2024, now ~1,000); expanding subcontractor-specific products.

## Competitive Advantages
- **AI-native approach**: Unlike legacy ERPs (Sage, QuickBooks, etc.), Adaptive is built from the ground up as an AI project accountant that automates the entire financial workflow, not just a tool for data entry.
- **Field-to-office integration**: AI agents collect updates from job sites via voice, text, or email, closing the lag between field activity and financial records.
- **No ERP replacement**: Works alongside existing GL systems (Sage Intacct, QuickBooks, Foundation, Acumatica, Procore, Buildertrend), reducing switching costs.
- **Human-in-the-loop**: All AI actions are reviewed by humans before posting to the GL, ensuring accuracy and audit readiness.
- **Fast implementation**: 30–90 days to first live agent, no implementation fee, month-to-month pricing.

## Strategic Focus
- **Near-term**: Build tailored products for subcontractor clients to expand the customer base.
- **Medium-term**: Monetize embedded finance, insurance, and payroll functions, leveraging the platform's central role in customer financial workflows.
- **Talent**: Growing the engineering and go-to-market teams to support accelerating demand, with a focus on ownership, speed, and customer obsession.

## Why Work Here
- **Culture**: Tight-knit team (45 employees); values ownership, urgency, direct feedback, and "impact over politics" — described as a startup where people do meaningful work alongside talented colleagues from companies like Shopify, Carta, and Bain.
- **Work policy**: In-person Monday–Thursday in NYC (Union Square) or Boston (downtown); offices are vibrant with perks like ping-pong, catered lunches (NYC), stocked snacks, monthly happy hours, and team outings.
- **Perks**: Unlimited PTO, 100% covered medical/dental/vision premiums, HSA options, 100% 401(k) match up to 3% of salary, pre-tax commuter benefits, annual company offsites, and quarterly offsites for Engineering, Product, and Design teams.
- **Interview process**: Typically 3 stages (recruiter screen, technical/role-specific assessment, on-site) completed within 2–3 weeks with clear feedback.
- **Visa sponsorship**: Supports H-1B transfers and new TN visas (does not currently sponsor new cap-subject H-1B visas).
- **Growth**: Early ownership and real responsibility from day one; growth through scope expansion, hands-on learning, and exposure to new challenges as the company scales.

## Sources
1. [adaptive.build (Careers)](https://www.adaptive.build/careers)
2. [adaptive.build (Main Site)](https://www.adaptive.build/)
3. [TechCrunch](https://techcrunch.com/2024/07/15/adaptive-builds-automation-tools-to-speed-up-construction-payments/)
4. [Built In](https://builtin.com/company/adaptive-adaptivebuild)

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