Enterprise Sales Representative Jobs in Boston, MA

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 to improve performance.

Used by leading enterprises, REAL converts this fragmented data into connected intelligence and automated action. With advanced AI, universal ingestion, and modular execution agents, REAL increases operational accuracy, uncovers financial discrepancies, and surfaces opportunities to optimize performance and enhance business outcomes.

REAL Values

• Ownership: We take responsibility and move decisively.
• Clarity: We simplify complexity to deliver meaningful impact.
• Accuracy: Precision matters, in our product and in how we operate.
• Velocity: We work with urgency and intent.
• Partnership: We collaborate closely with our customers and with each other.

What you'll do

• Identify and prioritize target accounts based on our Ideal Customer Profile (ICP).
• Run multi-channel outbound outreach (email, phone, LinkedIn) to generate qualified meetings.
• Personalize messaging based on each prospect’s needs and challenges.
• Maintain clean, accurate CRM records and track all outreach activity.
• Manage and improve the lead database - enrich, clean, segment, and optimize.
• Evaluate lead quality using engagement data and adapt outreach strategies accordingly.
• Collaborate closely with Sales and Marketing to refine messaging and share insights.
• Take full ownership of pipeline quality and contribute directly to revenue growth.
• Stay up-to-date on product updates, market trends, and modern sales tools.

Day-to-day

• Prospect new accounts using tools like LinkedIn Sales Navigator, ZoomInfo and more.
• Send a high volume of personalized emails, calls, and social messages.
• Conduct qualification calls with potential buyers.
• Work hand-in-hand with Account Managers for smooth meeting handoffs.
• Review weekly performance and suggest new experiments or improvements.

• 2–5 years of experience as an SDR, BDR, or in a similar outbound sales role (preferably B2B).
• Significant experience working in a fast-paced startup environment, demonstrating adaptability, ownership, and the ability to thrive amid rapid change.
• Demonstrated success generating qualified meetings and initiating outbound conversations.
• Excellent verbal and written communication skills in English, with strong email writing and phone presence.
• Comfortable with structured outreach cadences and objection handling.
• Detail-oriented with excellent organizational and CRM management skills.
• Self-motivated, persistent, and results-driven.
• Familiarity with modern sales tech stacks (HubSpot, Salesforce, Apollo, Salesloft, or Outreach.io).
• Bonus: Experience with SaaS sales, data segmentation, or lead scoring.

Nice to have

• Experience testing and optimizing outreach sequences.
• Knowledge of qualification frameworks (BANT, CHAMP, MEDDIC-lite).
• Understanding of account-based sales or marketing (ABM).
• Experience collaborating with marketing or product teams.
• Desire to grow into an Account Executive, Account Manager, or Team Lead role.