Job Description

Join to apply for the Chief of Staff to the CEO role at Strada

This range is provided by Strada. Your actual pay will be based on your skills and experience talk with your recruiter to learn more.

Base pay range

$120,000.00/yr - $180,000.00/yr

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 (Growth) 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. Cold call prospects. 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 groundfloor opportunity to become a department leader at Strada. For the right candidate, there's a clear path to Head of Growth, Head of Strategy & Operations, or other leadership roles overseeing a function as we scale.

What Youll Do

• Drive pipeline and revenue: Own outbound sales motions including cold calling, email sequences, and multi-channel campaigns using tools like Apollo, Clay, and Dripify
• Execute gotomarket initiatives: Plan and execute conference strategies, product launches, and customer engagement campaigns
• Support strategic priorities: Work directly with the CEO on highpriority projects spanning sales, marketing, operations, and strategy
• Build sales infrastructure: Create repeatable processes, sales collateral, and internal systems as we scale from startup to growth stage
• Be a utility player: Jump into whatever needs to get done - whether it's customer success, operations, recruiting, or helping close a key deal

Required Qualifications

• 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 with sales tools: Apollo, HubSpot, or similar CRM/outbound platforms
• Previous work in insurance, fintech, or regulated industries
• Aspiration to start your own company someday

Benefits

• Competitive salary
• Employeefriendly equity terms (restricted stock, early exercise)
• Health, dental & vision insurance
• Gym membership
• Work directly with the founding team in a highownership role

Why Strada?

• Transform a $1T+ industry that touches nearly every household and business
• Build realworld AI that's already in production with major insurance companies
• Join an earlystage, energetic team in SF with the chance to define your career trajectory
• Work on problems that matters

This is an inperson 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.

Compensation Range: $120K - $180K

Seniority level: Executive

Employment type: Fulltime

Job function: Administrative

Industries: Software Development

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