Front Office Sales Executive

Inside Real Estate is a fast-growing, independently-owned real estate software firm that serves as a trusted technology partner to over 500,000 top brokerages, agents, and teams. Their branded portfolio, Bold Trail, includes Bold Trail (Front Office), Bold Trail Back Office and Bold Trail Recruit, solutions that create a complete tech ecosystem for clients, and deliver seamless end-to-end operations to scale success at any level.

With an accomplished leadership team and its talented staff, Inside Real Estate brings the resources, scale, and vision to deliver ongoing innovation and success to their growing customer base.

The Front Office Sales Executive is a frontline, revenue-generating role responsible for driving new business by prospecting, qualifying, and closing sales of the company's real estate technology platform to brokerages, teams, and individual agents. This is a consultative, high-velocity sales role suited to a seasoned sales professional who can carry a full-cycle pipeline, lead complex conversations with brokerage owners, and close deals in a competitive proptech market.

• Proactively source and qualify new leads through outbound calls, email campaigns, referrals, and inbound inquiries.
• Conduct engaging product demonstrations of the Bold Trail platform tailored to a prospect's brokerage size and needs.
• Manage a full sales pipeline from first contact through close, using CRM tools to track activity and forecast accurately.
• Understand prospects' business challenges and position the platform's lead generation, CRM, and marketing automation capabilities as the solution.
• Negotiate pricing, contract terms, and onboarding timelines in line with company guidelines.
• Meet or exceed monthly and quarterly sales quotas and activity benchmarks (calls, demos, closed deals).
• Collaborate with Sales Development Representatives (SDRs), Marketing, and Customer Success teams to ensure smooth handoffs and high client retention.
• Mentor junior sales team members and share best practices from the field.
• Stay current on real estate industry trends, competitor offerings, and platform updates to speak credibly with prospects.
• Maintain accurate, up-to-date records of all sales activity and client interactions in the CRM.

• 5–10 years of experience in a front-office or SaaS sales role (real estate or proptech experience a plus).
• Proven track record of consistently meeting or exceeding sales quotas at scale.
• Excellent phone presence, verbal communication, and objection-handling skills.
• Comfortable delivering live software demos to individuals and groups, including brokerage leadership.
• Self-motivated, coachable, and resilient in a fast-paced, metrics-driven environment.
• Strong organizational skills and CRM proficiency (Salesforce, Hub Spot, or similar).
• Bachelor's degree preferred, or equivalent professional sales experience
• Industry background is a plus but not required.

• Consistently exceeding monthly quota for new client acquisitions.
• High conversion rate from demo to close.
• Strong client satisfaction scores at handoff to Customer Success.
• Accurate, disciplined CRM hygiene and pipeline forecasting.
• Up to $90,000.00 Base salary + uncapped commission structure.
• Ongoing sales training and career growth opportunities.

• 3 Medical plans to choose from - 1 PPO and 2 HDHPs
• 2 Dental plans to choose from
• Vision
• HSA - company-funded
• Short-Term Disability - company-paid
• Long-Term Disability - company-paid
• Basic Employee Life Insurance - company-paid
• Voluntary Dependent Life Insurance
• Voluntary Accident Insurance
• Voluntary Critical Illness
• Voluntary Hospital Indemnity
• Pet Insurance
• 401(k) Retirement Savings with company match
• Paid…