Enterprise Account Executive

REAL DEV INC· Sales
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📍 Boston, Massachusetts, United StatesFull time

About this role

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

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.

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.

Frequently Asked Questions

Is the salary disclosed for the Enterprise Account Executive position at REAL DEV INC?
The salary for this Enterprise Account Executive role at REAL DEV INC is not publicly listed. Click "Apply Now" to learn more about the compensation package on their official careers page.
Where is the Enterprise Account Executive position at REAL DEV INC located?
This Enterprise Account Executive role at REAL DEV INC is based in Boston, Massachusetts, United States. The position is listed as on-site or hybrid. Check the full job description or apply directly to confirm the work arrangement.
Is the Enterprise Account Executive role at REAL DEV INC full-time or part-time?
This is listed as a Full time position. It is posted as a Enterprise Account Executive role in the Sales department at REAL DEV INC.
Which team or department does the Enterprise Account Executive at REAL DEV INC belong to?
This Enterprise Account Executive position is part of the Sales department at REAL DEV INC. See the full job description for more information about the team structure and responsibilities.
How do I apply for the Enterprise Account Executive position at REAL DEV INC?
Click the "Apply Now" button on this page. You will be redirected to REAL DEV INC's official application portal hosted on workable where you can submit your application directly.
When was the Enterprise Account Executive job at REAL DEV INC posted?
This Enterprise Account Executive position at REAL DEV INC was posted on Aug 2, 2026. Apply as soon as possible — early applications are often reviewed first.
Enterprise Account Executive
REAL DEV INC
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