Important note: Please apply with both a resume and most recent university transcript. Due to application volume, both documents are required for consideration.
Location: San Francisco, CA (In-person)
Experience: 2-4 years
Type: Full-time
About Strada
Strada is reimagining how people interact with insurance companies, one conversation at a time. We build voice and text-based AI agents that turn clunky, frustrating experiences into fast, helpful, and human-like conversations.
Our agents talk to thousands of real customers every day: helping them get quotes, update their policy, file claims, and solve problems without waiting on hold. Behind the scenes, we're combining LLMs with insurance-specific data to deliver real outcomes.
We're already live with major carriers, MGAs, and brokerages, and scaling extremely fast. The impact is tangible: shorter call times, happier customers, and thousands of hours freed up for human teams to focus on what matters most.
Based in San Francisco, Strada is backed by Y Combinator, top VCs and operators from Deel, PagerDuty, Sardine and many more.
About the Role
Insurance is waking up to AI. Every carrier, broker, and MGA is asking how to automate their call centers - and we're building the platform that makes it happen.
We're looking for a Chief of Staff to be the CEO's right hand in capturing this momentum. You'll work directly with Amir to drive pipeline, close deals, and build the systems to scale our go-to-market motion. The role is simple: do whatever it takes to win. Manage enterprise relationships. Plan conference strategy. Build demos. Launch outbound campaigns. If it drives revenue and growth, it's yours to own.
This is a ground-floor opportunity to become a department leader at Strada. For the right candidate, there's a clear path to Head of Strategy & Operations, Head of Growth, or other leadership roles overseeing a function as we scale.
What You'll Do
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Execute go-to-market initiatives: Plan and execute conference strategies, product launches, and customer engagement campaigns
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Support strategic priorities: Work directly with the CEO on high-priority projects spanning sales, marketing, operations, and strategy
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Build sales infrastructure: Create repeatable processes, sales collateral, and internal systems as we scale from startup to growth stage
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Be a utility player: Jump into whatever needs to get done - whether it's customer success, operations, recruiting, or helping close a key deal
What We're Looking For
Required:
- 2-4 years of experience
- Background at a B2B startup, consulting firm, and/or investment bank
- Proven ability to execute across sales, marketing, and operations without needing a playbook
- Entrepreneurial mindset with a "get it done" attitude
- Strong communication skills - you can talk to anyone from engineers to C-level executives
- Highly organized with excellent attention to detail
Bonus points:
- Experience working with B2B sales or marketing organizations
- Previous work in insurance, fintech, or regulated industries
- Aspiration to start your own company someday
What You'll Get
- Competitive salary
- Employee-friendly equity terms (restricted stock, early exercise)
- Health, dental & vision insurance
- Gym membership
- Work directly with the founding team in a high-ownership role
Why Strada?
- Transform a $1T+ industry that touches nearly every household and business
- Build real-world AI that's already in production with major insurance companies
- Join an early-stage, energetic team in SF with the chance to define your career trajectory
- Work on problems that matters
This is an in-person role based in San Francisco. We're looking for someone who can work closely with the team and move fast.
Important note: Please apply with both a resume and most recent university transcript. Due to application volume, both documents are required for consideration.
Strada
