About the RoleWe're looking for a VP of Sales who is both a strategic leader and an active, in-the-field seller - a true player-coach. This role owns go-to-market strategy and revenue across the full integrated suite, builds a consultative, needs-first selling motion, and develops the sales leadership bench below them.
What You'll DoGo-to-Market & Customer Ownership
- Own go-to-market strategy across the full integrated suite - one coherent path to market regardless of which product a customer enters through.
- Own the customer holistically across the funnel: a single 360-degree relationship, not a series of separate product pitches.
- Build and drive a consultative selling model that diagnoses customer needs first, then maps the right products and services to fit.
- Own the enterprise/strategic account motion as its own discipline, distinct from SMB and self-serve/team-led motions.
Personal Sales & Closing
- Personally own and close a portfolio of key deals - strategic accounts, larger teams, and brokerage-level opportunities.
- Lead by example on discovery, demos, negotiation, and close.
- Jump into team deals as needed on objections, pricing, and complex multi-product cycles.
Team & Leadership
- Recruit, hire, and coach a high-performing sales org; build the leadership bench below this role by developing managers and directors, not just reps.
- Design cross-sell/upsell motions across the suite; build comp plans, quotas, and territory/segment structures aligned to company goals.
- Run pipeline reviews, forecasting, and coaching cadences.
Revenue & Forecasting
- Own forecasting, pipeline reporting, and revenue visibility across the whole portfolio - one source of truth for the CRO and executive team.
- Deliver against ARR/bookings targets across new business, cross-sell, and expansion.
Cross-Functional Partnership
- Partner with Marketing on pipeline generation and conversion; with Customer Success on handoffs, NRR, and churn.
- Own the sales tech stack to maximize rep productivity.
- Feed competitive intel and customer feedback to Product and Marketing leadership.
What We're Looking For- 8+ years in SaaS sales, including 3-5+ years in senior sales leadership managing managers - while still actively selling and closing.
- Proven player-coach track record: personal quota/closing alongside team leadership.
- Experience building and scaling teams in a subscription/recurring-revenue business, ideally with a multi-product ecosystem (bundling, cross-sell, upsell).
- Experience building or running a distinct enterprise/strategic account motion.
- Deep fluency with SaaS metrics: CAC, LTV, win rates, sales cycle, pipeline coverage, NRR/GRR.
- Track record developing sales managers/directors, not just individual reps.
- Real estate, proptech, or vertical SaaS experience a strong plus.
- CRM fluency (Salesforce, HubSpot, or similar).
Nice to Have- Existing network/credibility in the real estate industry.
- Experience selling both self-serve/PLG-adjacent and high-touch enterprise motions.
- Background scaling a company through Series B-D or similar growth inflection.
Salary: $150,000-$200,000/year, depending on experience, plus variable bonus.
We believe people do their best work when they're trusted, supported, and surrounded by others who are equally driven. Our competitive benefits include PTO as needed, comprehensive insurance coverage, a 401(k) match, stock option grants, and a stock purchase plan. Every team member is an owner, building the "PLACE" they are proud to call "my company."
