Director, Subscription Sales

The Real Deal • New York City, NY

4d

About The Position

The Real Deal is seeking a Director of Subscription Sales to lead and scale revenue across our growing portfolio of paid subscription products. This is a senior, individual contributor hands-on Sales role focused on B2B subscription growth, enterprise-style licensing, and consultative selling to real estate professionals, institutions, and corporate clients. You will work closely with executive leadership, marketing, editorial, and product teams to refine go-to-market strategy, shape product positioning, and accelerate subscription adoption across the industry.

Requirements

• 5–8+ years of B2B sales experience, ideally in subscriptions, SaaS, data, media, or information services
• A proven track record of selling recurring-revenue products and multi-seat or enterprise licenses, with proven year-over-year growth
• Experience closing deals ranging from tens to hundreds of thousands of dollars annually
• Strong consultative selling skills and the ability to clearly articulate product value to sophisticated audiences
• Experience managing pipelines, forecasting revenue, and working within CRM systems
• Comfort collaborating cross-functionally with marketing, editorial, and product teams
• Excellent written, verbal, and presentation skills

Nice To Haves

• Real estate industry experience preferred

Responsibilities

• Manage the full sales cycle from lead generation through contract execution, renewal, and upsell
• Prospect, qualify, and engage and close senior decision-makers across real estate firms, developers, lenders, investors, law firms, and advisory businesses
• Participate in hosted events to cultivate leads and sales prospects
• Build and manage a sales pipeline to ensure a constant stream of sales and achieve monthly, quarterly, and annual sales targets
• Manage sales activity, pipeline reporting and revenue forecasts using our CRM system
• Collaborate with marketing and product teams to refine positioning, pricing, packaging, and sales materials
• Deliver on sales targets, forecasts, and KPIs tied to recurring revenue growth
• Provide market feedback to inform product development, feature prioritization, and retention strategy
• Represent The Real Deal at industry events, conferences, and client meetings

Benefits

• We partner with our employees to support diversity and inclusion in the workplace and through higher education programs supporting rising journalists.

What This Job Offers

• Job Type: Full-time
• Career Level: Senior
• Education Level: No Education Listed