Senior Enterprise Sales Manager
Wintermeyer Ventures
About the Role
This is a senior leadership role owning the Enterprise sales segment for an AI automation platform serving the multifamily housing industry. You will lead and scale a team of Enterprise Account Executives through complex, high-ACV deals, partnering with C-Suite and VP-level buyers at regional and national property management companies. The role sits at the intersection of people leadership, strategy, and execution, and carries real organizational impact as the company continues its rapid growth.
What You'll Do
- Lead, mentor, and develop an Enterprise AE team using challenger sales methodology to drive new business and expansion revenue.
- Partner with AEs across the full sales cycle, including prospecting, demos, negotiations, and close, targeting C-Suite, VPs, and Directors at property management companies.
- Run weekly pipeline reviews, business reviews, and 1:1s while delivering accurate forecasting and performance metrics to leadership.
- Hire, onboard, and performance-manage Enterprise AEs as the team scales.
- Collaborate cross-functionally with Customer Success, Product, and Marketing to build playbooks and champion solutions for Enterprise customer pain points.
- Travel 30-40% for client meetings and industry conferences.
What We're Looking For
- 4+ years of Enterprise sales management experience, with 10+ years total in sales leadership removed from carrying an individual quota.
- Proven track record building or expanding a sales team, including direct hiring of reps.
- Experience selling software into traditionally laggard industries such as property management, housing, hospitality, logistics, HR, or healthcare.
- Demonstrated success managing $100K+ ACV enterprise deals, either as an AE or manager.
- Skilled at multi-threaded sales, managing relationships with multiple stakeholders across a single target account.
- Experience leading pipeline reviews, business reviews, forecasting cadences, and performance management for Enterprise AEs.
- Background at a company with 1,000+ employees.
- Strong organizational and cross-functional collaboration skills.
Compensation & Benefits
Base salary range: $210,000 to $240,000 USD annually. Visa sponsorship is available.
Location
On-site in San Francisco, CA, United States.
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