A rapidly scaling, privately held real estate finance firm is seeking a Head of Sales / Chief Revenue Officer to architect and lead its next phase of growth. The company specializes in short-term lending solutions for real estate investors, including fix-and-flip and ground-up construction financing. The business has experienced explosive expansion — growing from under $100M in annual originations just a few years ago to a projected $700M+ this year — and is now at a pivotal inflection point. To sustain this trajectory, the firm is investing in professionalizing its sales organization and building a repeatable, high-performing origination engine. This is a rare opportunity for a senior sales leader to build something meaningful from the ground up while stepping into a seat with real ownership, influence, and long-term upside.

The Role

The Head of Sales / CRO will be responsible for designing, building, and scaling a structured sales organization that drives predictable, profitable origination volume. This is not a “carry a bag” role — it is a sales leadership and organizational design mandate.

You will own hiring, training, performance management, sales process, and pipeline delivery, while working closely with executive leadership and cross-functional partners to ensure a best-in-class borrower experience.

What Success Looks Like

1. Build a High-Performing Originations Team

• Recruit, hire, and onboard top-tier sales originators
• Define clear role expectations, compensation plans, and performance metrics
• Implement structured onboarding, training, and coaching programs
• Establish consistent performance management, accountability rhythms, and KPI tracking

2. Create Predictable, Scalable Revenue Growth

• Translate market demand into repeatable sales processes and playbooks
• Implement data-driven pipeline tracking and forecasting
• Optimize CRM usage and sales analytics (HubSpot or comparable)
• Partner with underwriting and operations to improve speed, quality, and conversion

3. Build a Performance-Driven, Service-Led Sales Culture

• Define and embed sales values, standards, and behaviors
• Lead with high expectations, clarity, and transparency
• Coach teams to sell value and partnership — not price
• Build a culture of accountability, work ethic, and customer-first service

Must-Have Experience

• Proven success building and scaling sales teams in financial services, real estate finance, or similar high-velocity, relationship-driven environments
• Strong track record hiring, training, and holding teams accountable to measurable outcomes
• Experience implementing CRM systems and managing through KPIs
• Comfortable operating in entrepreneurial, high-growth organizations with limited existing structure

Preferred Backgrounds

• Real estate lending or private credit sales leadership
• PropTech or investor-focused financial platforms
• Commercial or residential investment sales
• Alternative lending or specialty finance