Head of Sales

About BiggerPockets BiggerPockets is the leading platform for real estate investors, helping over 3 million members build wealth through education, tools, and community. About the Role BiggerPockets is hiring a Head of Sales to lead and grow its sales team, spanning advertising/sponsorship sales and marketplace lead sales to real estate professionals. This is a player-coach role; you'll carry your own book of business while building the systems, process, and coaching that help the whole team perform at a higher level. The ideal candidate has already sold and led sales teams specifically within real estate. The buying cycle, the players involved, and the trust-building required in real estate don't transfer cleanly from other industries. Location: At this time, only candidates local to the Salt Lake City or Chicago Metro markets are being considered. What You’ll Do: Lead, coach, and develop a team of sales professionals, setting clear standards for pipeline management, forecasting, and activity. Personally source, build, and close enterprise-level partnerships and strategic accounts. Build and run a repeatable sales playbook: outreach templates, qualification criteria, and stage definitions. Establish CRM (HubSpot) standards for data hygiene, stage discipline, and reporting. Own revenue targets for the sales org and report on attainment to leadership. Partner cross-functionally with Marketing, Content, Product, and Finance on packaging, quota-setting, and forecasting accuracy. Build a multi-year point of view on how the sales organization should scale. What We’re Looking For: Required: Prior experience at Director level or higher in a sales leadership role, within a real estate company (brokerage, proptech, real estate marketplace, investment platform, title/mortgage, etc.). 7+ years in sales, with at least 2–3 years leading and coaching a sales team. Proven “player-coach” track record of carrying and hitting a personal quota while managing others. Demonstrated success building enterprise relationships from scratch. Experience selling advertising, sponsorships, or event-based revenue is a strong plus. Strong HubSpot fluency and comfort building reporting/forecasting structure within it. Excellent coaching skills and ability to read pipeline data and diagnose why a reporting rep is missing quota. Comfortable operating in a fast-moving, still-scaling environment. Base Salary: Up to $180,000 (dependent on experience). Target Commission: Up to $100,000, dependent on experience. Health & Wellness: Comprehensive dental, vision, and health care coverage. Retirement: 401(k) plan. Time Off: Generous PTO package. Note to Candidates: Our client is an equal opportunity employer committed to building a diverse and inclusive team. AI tools may be used as part of the initial screening process to assist our recruitment team. #J-18808-Ljbffr