Marketing & Growth Lead

RealBooks is seeking a Chief Revenue Officer to lead their revenue engine from capture to generation and go-to-market strategy. This role involves defining sales processes, building marketing functions, and developing partnerships to maximize revenue opportunities in the real estate investment market.

Responsibilities:

• Own the closing motion — build, hire, and lead the sales function from first AE through a full team
• Build the pipeline-to-close playbook: discovery, demo, qualification, negotiation, and close
• Set and run the forecast — quotas, pacing, win rates, and pipeline coverage
• Drive expansion revenue — upsell, cross-sell, and net revenue retention across the existing customer base
• Build and lead the marketing function — content, SEO, demand gen, paid acquisition, brand, and lifecycle
• Design and iterate on the pricing and packaging model (Bird Dog, Landlord, Rehabber) to maximize conversion, ARPU, and lifetime value
• Develop the partnership and channel strategy: property managers, title companies, lenders, brokerages, CPA firms, and investor communities (BiggerPockets, local REIAs, podcasts, conferences)
• Stand up the lead-gen engine — events, webinars, content, and community-led growth
• Define the GTM strategy across all customer segments — individual investors through portfolio operators
• Identify and prioritize target market segments — determine where RealBooks wins first and how we expand
• Own positioning, messaging, and competitive differentiation in the market
• Represent RealBooks at industry conferences, podcasts, webinars, and investor communities
• Report to the CEO and collaborate with the board on revenue strategy, fundraising narrative, and market opportunity sizing
• Define and track revenue KPIs: MRR, ARR, CAC, LTV, churn, win rate, conversion, and pipeline velocity

Requirements:

• 7+ years in revenue leadership — CRO, VP Sales, VP Growth, or similar — ideally at a B2B SaaS, fintech, or proptech company
• Proven track record of building revenue from early stage (pre-$1M ARR) through growth phase
• Demonstrated success across the full revenue motion: outbound, inbound, partnerships, and expansion
• Deep understanding of real estate investing, property management, or adjacent industries — you need to speak the investor's language
• Experience designing and iterating on SaaS pricing and packaging
• Strong network in the real estate investment community, proptech ecosystem, or CPA/accounting profession
• Experience hiring, leading, and operating a sales and marketing team — even a lean one
• Comfortable in a startup environment — you'll build the systems and processes, not just manage them
• Experience working with founders and boards on revenue strategy and fundraising
• experience with partnership-led growth or channel sales models
• experience marketing and selling AI-powered products