VP of Sales

About the role

We'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.

Responsibilities

• Go-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.

Requirements

• 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.

Pay

$150,000-$200,000/year, depending on experience, plus variable bonus.

Benefits

• PTO as needed.
• Comprehensive insurance coverage.
• 401(k) match.
• Stock option grants.
• Stock purchase plan.

Every team member is an owner, building the “PLACE” they are proud to call “my company.”