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Open nowPosted 63 days ago

Enterprise Account Executive

Workable (global search)108,016 open roles

Where
Boston, MA, United States
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Your applicationOpen nowEnterprise Account ExecutiveWorkable (global search) · Boston, MA, United States

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The clock on this job

Early applications get read.

7.9% of postings close within 7 days. Measured by our own scanner across the market. Workable (global search) postings stay open a median of 7 days.

Share of postings closed within
  1. 1.6%1 day
  2. 3.6%3 days
  3. 7.9%7 days
  4. 14.9%14 days
  5. 34.0%30 days
This job: posted 63 days ago

Workable (global search) median: 7 days open

The posting

REAL is building an AI Execution Platform for real estate organizations. Today, the data required to run real estate is scattered across PDFs, spreadsheets, emails, drawings, public records, and disconnected systems, leading to preventable leakage, missed obligations, and lost opportunities.

Used by leading enterprises, REAL transforms fragmented information into connected intelligence and automated action. Our AI-powered platform helps customers improve operational accuracy, uncover financial opportunities, and make better business decisions.

We’re looking for an Enterprise Account Executive to join our growing GTM team and help drive the next stage of our growth in the U.S. market.

This is the first Enterprise Account Executive role at REAL and our first sales hire in the U.S. You’ll play a foundational role in building our enterprise sales motion, landing strategic customers, shaping our sales playbook, and working directly with the founders to define how we scale in the U.S.

You’ll sell an innovative AI platform to some of the world’s largest real estate organizations, own complex enterprise sales cycles, build trusted relationships with executive stakeholders, and help customers transform the way they operate.

We’re looking for an experienced, hands-on seller who thrives in ambiguity, enjoys solving complex business problems, and is excited about building something from the ground up at the intersection of AI and commercial real estate.

REAL Values

Ownership – We take responsibility and move decisively.

Clarity – We simplify complexity to deliver meaningful impact.

Accuracy – Precision matters in everything we do.

Velocity – We move fast and execute with purpose.

Partnership – We succeed by working closely together.

What You’ll Do

  • Own the full enterprise sales cycle, from discovery through negotiation and close.
  • Build and grow strategic enterprise accounts from the ground up.
  • Develop relationships with executive stakeholders and multiple decision-makers across customer organizations.
  • Understand customer business challenges and position REAL as a strategic AI platform.
  • Build account strategies and manage complex, multi-threaded enterprise sales opportunities.
  • Partner closely with SDRs, Customer Success, Product, and Leadership throughout the customer journey.
  • Deliver compelling product demonstrations and executive presentations tailored to customer needs.
  • Accurately manage pipeline, forecasting, and CRM activity.
  • Work directly with the founders to help shape our enterprise GTM strategy and provide market feedback.
  • Stay up to date on AI, commercial real estate, and enterprise technology trends

Requirements

What We’re Looking For

  • 5+ years of experience in Enterprise B2B sales with a strong track record of closing complex deals.
  • Experience selling AI, SaaS, enterprise software, or other complex technology solutions.
  • OR experience as a Commercial Real Estate Broker, Retail Broker, or another customer-facing commercial real estate advisor with a proven history of winning and managing strategic client relationships.
  • Experience managing long, consultative enterprise sales cycles involving multiple stakeholders.
  • Strong executive presence with excellent presentation, negotiation, and communication skills.
  • Entrepreneurial mindset with the ability to build, adapt, and execute in a fast-growing startup environment.
  • Highly self-motivated with a strong sense of ownership and accountability.
  • Experience using CRM platforms such as HubSpot or Salesforce.

Benefits

Why Join REAL?

  • Be the first Enterprise Account Executive and first U.S. sales hire at a rapidly growing AI company.
  • Work directly with the founders and play a key role in shaping our U.S. go-to-market strategy.
  • Help define a new category at the intersection of AI and commercial real estate.
  • Join an early-stage company already trusted by leading enterprise customers.
  • We hire high performers and reward them accordingly. Our compensation plan is uncapped, with significant upside for exceeding targets and closing strategic enterprise customers.
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