Senior Membership Sales Advisor - The Boardroom Mastermind

The Boardroom Mastermind is on a mission to empower real estate investors through collaboration, innovation, and shared expertise.

At The Boardroom Mastermind, we don’t just hire for open roles—we hire for impact. If you’re exceptional at what you do and align with our core values: extreme ownership, discernment, and founder-level thinking, with a proven track record closing high-ticket offers with sophisticated buyers, we want to know you.

We are hiring a Strategic Membership Advisor; you are the gatekeeper and strategic driver of our Tier 1 applicant pipeline, responsible for converting the most qualified, high-performing entrepreneurs into our world-class peer community. This is not traditional sales — you will be speaking directly with founders, CEOs, and elite investors, evaluating their fit for our mastermind programs, and helping them make the most valuable growth decision of their career.

Role:

This role is leading all aspects of the high-level applicant journey, from first contact through strategic interview and final enrollment, maintaining impeccable standards that protect the culture of our exclusive groups. Collaborating directly with our CEO and co-founders, you will help us fulfill our mission to elevate the most ambitious entrepreneurs and create the world’s most valuable membership community.

RESPONSIBILITIES:

• Own the Tier 1 Applicant Process
• Personally manage and convert ~40 Tier 1 applicants per month
• Ensure 100% follow-up within 48 hours of inquiry
• Maintain a tight, zero-slippage interview and follow-up schedule
• Complete strategic research and preparation before each call
  
• Lead Strategic Interviews & Close
• Conduct 1:1 strategic interview-style sales calls (30–60 minutes)
• Evaluate each prospect’s business, mindset, and strategic alignment
• Position The Boardroom as the most valuable growth move available to them
• Close 20%+ of qualified applicants into membership each month
  
• Protect the Culture & Raise the Bar
• Serve as a brand guardian: only admit those who meet our energy, values, and standards
• Challenge applicants to level up — not just “sell” them
• Maintain founder-level discernment in every enrollment decision
  
• Collaborate with Leadership
• Debrief weekly with the CEO and co-founders on objections, close ratios, and opportunities
• Proactively recommend improvements to sales processes, nurturing, or onboarding
  
• Track, Report, and Optimize
• Maintain clean, up-to-date CRM notes and pipeline statuses
• Report weekly KPIs: show rate, close rate, drop-off points
• Continuously optimize your approach to call flow, objection handling, and follow-up

Results:

• Tier 1 applicants are contacted and scheduled within 48 hours
• Maintain 80%+ show rate for booked interviews
• Maintain 20%+ close rate on Tier 1 applicants (8+ members per month)
• CRM is kept 100% clean and accurate
• The average sales cycle is under 10 days
• Weekly reporting and pipeline health reviews are consistent and actionable
• The Boardroom brand and community standards are protected and elevated
• The CEO and co-founders have full transparency on performance metrics
• Applicants feel respected, challenged, and supported in their journey
• A culture of excellence and elite performance is upheld

Requirements

• 3+ years experience closing high-ticket offers ($15K–$100K+)
• Proven track record with B2B or executive-level sales
• Strong business acumen: understands entrepreneurship, investing, operations, and leadership
• Executive presence: confident, calm, and strategic communicator
• Conceptual thinker: able to diagnose pain and position solutions beyond a “pitch”
• Extreme ownership and self-direction — does not need micromanagement
• Excellent collaboration and communication skills (both written and verbal)
• Exceptional time management, with the ability to manage a high-volume, high-quality pipeline
• Comfortable working remotely and maintaining U.S. working hours
  

Logistics

• Remote (U.S.-based preferred)
• Full-time
• Flexible schedule with availability to connect with applicants across time zones

This role is NOT for:

🙅 Career SDRs or transactional closers
🙅 Anyone intimidated by 7- and 8-figure entrepreneurs
🙅 People who require scripts or micromanagement
🙅 Corporate-minded reps who expect rigid structure over initiative

Compensation

• Base + Performance Bonus
• OTE: $250,000–$400,000+
  

Benefits

• Flexible PTO
• Paid parental leave
• 401(k) with employer match
• Medical, vision, and dental benefits
• High-growth environment with direct executive exposure