BiggerPockets Inc.

Head of B2B Sales, Real Estate

US$150,000-$180,000Posted 1 day ago

RemoteFull-Time Sales & Revenue $150k-$199k

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Job Description

*Lead and grow BiggerPockets' B2B sales organization as a player-coach*

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This is a 100% B2B sales leadership role. You will not be selling homes to individual buyers or sellers. You'll be selling advertising, sponsorships, and marketplace leads to real estate businesses and professionals — brokerages, proptech platforms, lenders, title companies, and similar. We're only considering candidates who have both (1) led or carried quota in B2B sales, and (2) sold specifically to the real estate industry. Neither alone is enough — we need both.

LOCATION

Salt Lake City, UT or Chicago, IL preferred; remote considered for the right candidate

TYPE

Full-time

COMPENSATION

$150,000–$180,000 base, plus performance-based commission

About BiggerPockets

BiggerPockets is the largest real estate investing platform and community, helping millions of people build wealth through real estate. Alongside our tools, courses, books, and forums, we produce a network of shows including the BiggerPockets Real Estate Podcast, Real Estate Rookie, On The Market, BiggerPockets Money, and BiggerPockets Daily — reaching investors at every stage, from first deal to full portfolio.

About the Role

We're hiring a Head of B2B Sales to lead and grow our B2B sales team, spanning advertising/sponsorship sales and marketplace lead sales — all sold to real estate businesses and professionals, never to consumers. 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.

This is a niche search, and we're being deliberate about it: we need someone who has already sold and led B2B sales teams specifically within real estate. The buying cycle, the players involved, and the trust-building required to sell into brokerages, proptech companies, and real estate marketplaces don't transfer cleanly from consumer sales or from other industries — even other B2B industries.

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 — non-negotiable: Prior experience at Director level or higher in a B2B sales leadership role, selling specifically to the real estate industry (brokerage, proptech, real estate marketplace, investment platform, title/mortgage, etc.). We need both the B2B sales leadership and the real estate industry experience — one without the other is not a fit.
7+ years in B2B sales, with at least 2–3 years leading and coaching a B2B sales team
Proven “player-coach” track record — carrying and hitting a personal quota while managing others
Demonstrated success building enterprise relationships from scratch, with multi-stakeholder buying committees (not single-consumer buying decisions)
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 — able to read pipeline data and diagnose why a rep is missing quota
Comfortable operating in a fast-moving, still-scaling environment

Pay: $150,000.00 - $180,000.00 per year