Note: The job is a remote job and is open to candidates in USA. Lemonade is seeking a Senior Manager to reshape insurance filings through AI platform design and regulatory operations. This role involves leading initiatives, driving adoption of new tools, and ensuring compliance while fostering a culture of experimentation and efficiency.
Responsibilities
- Lead filing platform and automation initiatives from concept through rollout — scoping, building, testing, and iterating in close partnership with Product and Engineering
- Map filing workflows and regulatory requirements continuously to identify the highest-impact opportunities for AI integration, automation, and systemic efficiency gains
- Drive adoption of new tools and workflows across the insurance org, translating platform capabilities into clear value for stakeholders
- Build and lead the IO platform team focused on owning and scaling filing tooling, fostering a culture where experimentation, regulatory credibility, and operational impact are equally valued
- Set and hold the bar for filing quality, speed, and compliance as automation takes on more of the work — ensuring what gets built performs in a regulated environment
- Establish the operating model, governance, and feedback loops that let the platform team build with speed and rigor
Skills
- 6+ years in insurance, with meaningful exposure to filings, regulatory operations, or compliance
- 3+ years leading teams, with a track record of managing technically strong ICs and holding them accountable to outcomes
- Direct experience with automation and process improvement, required
- Experience identifying manual or inefficient operational workflows and replacing them with technology-enabled solutions that improve speed, accuracy, and cost efficiency
- Hands-on fluency with LLMs like Claude or ChatGPT — you know how to build prompts, map logic, and use AI to multiply your output, not just talk about it
- Strong project management and stakeholder communication skills: you move work forward through others, translate between technical and operational, and don't lose momentum when priorities shift
- Advanced data analysis skills and the ability to independently extract insights that drive platform decisions
- A builder's mentality: energized by ambiguity, focused on outcomes, and comfortable creating structure where there isn't any
Benefits
- Equity
- Comprehensive health & wellness coverage
- A 401(k) plan with employer match
- 20 paid vacation days
- Parental leave
Company Overview