Full-time · Remote
VP, Operations Design & Strategy
This is a pivotal executive role at a well-funded AI real estate startup, focusing on building the operational infrastructure for the HOA and Tax sectors. It combines high-level strategic planning with the need for hands-on execution to ensure reliability and scalability. It is ideal for a seasoned operations professional who enjoys creating order out of chaos.
Mainstay · San Francisco, California, United States · Posted 23 April 2026
The role
Overview
This is a pivotal executive role at a well-funded AI real estate startup, focusing on building the operational infrastructure for the HOA and Tax sectors. It combines high-level strategic planning with the need for hands-on execution to ensure reliability and scalability. It is ideal for a seasoned operations professional who enjoys creating order out of chaos.
What they need
Requirements & Skills
Key Responsibilities
- Oversee end-to-end operational outcomes for HOA and Tax business lines
- Establish and maintain rigorous operating cadences and performance reviews
- Translate product and company strategy into actionable, sustainable operating plans
- Manage cross-functional alignment between Product, Engineering, and Revenue teams
- Identify and fill organizational gaps through strategic hiring and team development
Essential
- Minimum of 15 years in operations, strategy, or execution-focused leadership
- Proven track record of managing multiple business lines and complex operational surfaces
- Demonstrated ability to stabilize execution in ambiguous environments
- Experience leading other leaders and managing organizational design
- Ability to make high-stakes decisions with incomplete information
- Strong background in process design and enforcement
Preferred
- Experience in the real estate or single-family rental (SFR) industry
- Background in AI-native or high-growth tech startups
- Experience with Series A or venture-backed company scaling
Key Skills
Operational DesignStrategic PrioritizationStakeholder ManagementMetric-Driven LeadershipChange ManagementCross-functional CollaborationResource AllocationIssue Triage
Networking
People to Know
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Perks
Benefits & perks
- Remote work flexibility within the USA
- Opportunity to work at a Khosla Ventures-backed startup
- High-impact leadership role in an AI-native company
- Collaborative and innovative work culture
- Influence over organizational design and hiring
Next step
Apply now
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