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Assured — Unlimited PTO Jobs

AI-powered insurance claims processing platform offering Unlimited PTO.

5 day weekUnlimited PTOUnited StatesSmall (11-50)Hybrid Remote

About Assured

What is Assured?

Assured (legal entity Assured Insurance Technologies Inc.) is the AI engine powering the next era of insurance claims. Founded in 2019 by Theo Patt and Justin Lewis-Weber, the company tackles a foundational problem: "Claims processing (i.e. should we pay this claim?), while often overlooked, is the foundation of the entire industry. It's currently highly manual, involving phone calls, faxes, and gut instinct, costing tens of billions of dollars a year. We can do better."

The product line spans the full claims spectrum: "From self-service claim-filing software to backend fraud detection, we're the engine that powers claims processing for some of the largest insurers in the world." Modules include FNOL (digital first notice of loss), Sidekick (telephonic FNOL assistance), First Contact (digital statement gathering), Messaging (omnichannel communications), Emma (agentic AI for claims), Fraud detection, CAT (catastrophe management), and Service Assignment (contractor routing).

Assured achieved unicorn status in March 2025 at a $1B valuation, with funding led by Iconiq Capital and Kleiner Perkins. The work environment combines high empathy and high-stakes ML: "From creating digital experiences that provide comfort and clarity to claimants at their most stressed and vulnerable to orchestrating large-scale ML-driven decision-making on billions of dollars of claims payments."

Where will I work?

Assured is remote-first across the U.S. with regular in-person team events and offsites. The legal entity is registered in Palo Alto (650 Page Mill Rd).

What is the Assured team like?

Assured is hiring across 25 active roles spanning Engineering, Product, Sales (Engagement Managers — both Senior and Principal levels), Customer Success, and Operations. The Senior/Principal Engagement Manager JD captures the depth of the work: "Lead end-to-end enterprise implementations by driving onboarding programs for new clients, ensuring delivery excellence, milestone clarity, and stakeholder alignment."

The team works on "the challenges we face are deep and diverse" — claimant-facing UX, fraud detection ML, billion-dollar payment orchestration. The company is described as a "fundamentally performance-oriented" team with a "collaborative culture and shared sense of purpose." Every employee gets equity packages.

Work-Life Balance

Assured offers Unlimited PTO with paid holidays alongside generous parental leave. The remote-first setup combines with lunch on us 2× per week, monthly phone stipend, and regular team offsites for in-person connection.

Perks and Benefits

  • Unlimited PTO + paid holidays
  • Platinum medical, dental, vision insurance
  • Free life insurance + long-term and short-term disability
  • Family leave (maternity + paternity)
  • Competitive salary and equity packages for all employees
  • 401(k) — Assured contributes 3% of your income, even if you don't contribute
  • WFH benefits: lunch 2× per week, monthly phone stipend + other home office perks
  • FSA + HSA for pre-tax medical expenses
  • Team events & offsites"we're remote, but we regularly get together"

Open Positions

25 jobs