Member Success Manager - Real Estate Mastermind

About the role

The Boardroom Mastermind is a 14-year-old, invite-only private mastermind for elite real estate operators and business owners. Membership starts at $26,000 to $66,000 per year. The opportunity involves elevating the member experience infrastructure, owning the full member lifecycle, and generating renewal revenue, retention, and ascension revenue.

Responsibilities

• Own the full member lifecycle: welcome call, 90-day onboarding milestones, quarterly touchpoints, health checks, renewal, and ascension
• Design and run onboarding calls for every new member, scheduled within days of enrollment
• Elevate the systems and SOPs supporting the member experience
• Proactively re-engage members who miss events or go quiet — before they disengage further
• Facilitate warm introductions between members based on their business and goals
• Identify and place upgrade/ascension opportunities (higher membership tiers, 1:1 coaching) in front of members at the right moment, rather than waiting to be asked
• Own the renewal conversation and, when needed, the exit interview — finding alternative solutions (downgrades, custom arrangements) before a member leaves
• Eventually hire, train, and manage a team of Member Success Advisors who follow the SOPs you build

Requirements

• 2+ years in high-touch client success, account management, or membership experience — ideally within a paid membership, high-ticket coaching, or mastermind environment
• Exposure to real estate entrepreneurs (wholesalers, flippers, brokers, developers, commercial investors) or experience working closely with founders/business owners scaling a company — you understand how busy, revenue-focused people think and operate
• A revenue mindset, not a pure service mindset — you see retention and renewal as things you own, not things you hand off
• The instinct to solve problems before being asked — you notice when someone's falling out of engagement and go get them
• The ability to elevate a process that already exists into something considerably better — you're not waiting for someone to hand you a script
• A polished, professional presence suited to working with high-net-worth clientele
• Comfort being measured on outcomes (renewal rate, ascension revenue) rather than activity

Benefits

• Compensation and Benefits: Base salary $75,000–$85,000 + monthly performance bonus + commission on membership ascension/upgrades | OTE $150,000–$200,000+
• 401k
• Company healthcare plan
• Access to Boardroom Mastermind quarterly in-person events and virtual sessions as part of the team
• Direct mentorship from Noah Cosby, CRO
• Fully remote; anywhere in the United States (quarterly in-person travel required)

Pay

• $150,000 - 200,000 per year

Schedule

• Full time