Demo

Enterprise Account Executive

REAL
Boston, MA Full Time
POSTED ON 8/2/2026
AVAILABLE BEFORE 1/29/2027
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. It's a unique opportunity to play a foundational role in building our U.S. commercial organization, helping shape our sales strategy, customer relationships, and long-term growth.

You'll sell an innovative AI platform to some of the largest real estate organizations in the world, own complex enterprise sales cycles, build trusted relationships with senior decision-makers, and help customers transform how they operate.

We're looking for an experienced, hands-on seller who thrives in fast-moving environments, 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 relationships with senior executives and multiple stakeholders across enterprise accounts
  • Understand customer business challenges and position REAL as a strategic AI solution
  • Develop account strategies and manage complex, multi-threaded sales opportunities
  • Partner closely with SDRs, Customer Success, Product, and Leadership throughout the sales process
  • Deliver product demonstrations and business presentations tailored to customer needs
  • Accurately manage pipeline, forecasts, and customer activity in the CRM
  • Stay up to date on AI, commercial real estate, and enterprise technology trends
  • Represent REAL as a trusted advisor throughout the customer journey
  • Help shape our go-to-market strategy by sharing customer insights and market feedback

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 data-driven technology solutions
  • OR experience as a Commercial Real Estate Broker, Retail Broker, or in another customer-facing commercial real estate advisory role
  • Strong consultative selling and relationship-building skills
  • Experience managing long enterprise sales cycles with multiple stakeholders
  • Excellent presentation, negotiation, and communication skills
  • Highly self-motivated with strong ownership and execution
  • Comfortable working in a fast-growing startup environment with changing priorities
  • Experience using CRM platforms such as HubSpot or Salesforce

Salary.com Estimation for Enterprise Account Executive in Boston, MA
$89,094 to $119,177
If your compensation planning software is too rigid to deploy winning incentive strategies, it’s time to find an adaptable solution. Compensation Planning
Enhance your organization's compensation strategy with salary data sets that HR and team managers can use to pay your staff right. Surveys & Data Sets

What is the career path for a Enterprise Account Executive?

Sign up to receive alerts about other jobs on the Enterprise Account Executive career path by checking the boxes next to the positions that interest you.
Income Estimation: 
$109,535 - $156,850
Income Estimation: 
$168,296 - $226,155
Income Estimation: 
$103,275 - $152,386
Income Estimation: 
$85,812 - $146,307
Income Estimation: 
$131,045 - $206,183
Income Estimation: 
$288,977 - $561,244
Employees: Get a Salary Increase
View Core, Job Family, and Industry Job Skills and Competency Data for more than 15,000 Job Titles Skills Library

Job openings at REAL

  • REAL San Mateo, CA
  • We are partnering with a well-funded, clinical-stage medical device company that is advancing a breakthrough Class III technology through a pivotal IDE pro... more
  • 9 Days Ago

  • REAL San Mateo, CA
  • We're partnering with an emerging medical device company that is seeking a Senior R&D Engineer to play a key role in the development of next-generation tec... more
  • 9 Days Ago

  • REAL Minneapolis, MN
  • Senior Software Manager, New Clinical Applications Twin Cities, MN About the Opportunity An innovative medical technology company is seeking a Senior Softw... more
  • 12 Days Ago

  • REAL Minneapolis, MN
  • We are currently hiring for an Electrical Engineer on behaf of our medical device client. For more information, please apply. EOE Statement: Specialist Sta... more
  • 12 Days Ago


Not the job you're looking for? Here are some other Enterprise Account Executive jobs in the Boston, MA area that may be a better fit.

  • Port Boston, MA
  • About Port: Port is the Agentic SDLC Platform. The way engineering teams build software is constantly evolving, and every new wave - such as AI agents oper... more
  • 11 Days Ago

  • ChatGPT Jobs Boston, MA
  • Job Description Account Executive (Enterprise) – Remote (Chicago preferred) Location Boston, MA Remote (strong preference for candidates in greater Chicago... more
  • 1 Month Ago

AI Assistant is available now!

Feel free to start your new journey!