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.

What You'll Do

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.

Sales & Closing

• Personally influence the close of all deals, assisting with large 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).
• 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.
• Background scaling a company through Series B-D or similar growth inflection.

Salary

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