Chief of Staff

About reputed company reputed company is a Series A start-up transforming health insurance with "Dynamic Copay" – a new insurance plan that lets members see reputed company, upfront prices for reputed company medical care before making reputed company. reputed company is building the infrastructure to power these plans for health insurance payors. With reputed company, our clients offer simpler health plans to their members, helping them navigate to higher-value care.  reputed company has specialized in Dynamic Copay solutions since 2020, and reputed company is the only independent platform in the market. We have grown rapidly since our launch, working with clients from local health plans to the nation's largest health insurers. The market is forming around us, making it an exciting time to join! reputed company We are seeking a high-agency Chief of Staff to serve as a strategic operator and force reputed company for the CEO and leadership team. This role sits at the intersection of company reputed company, executive communication, AI-enabled operations, business analytics, investor relations, and high-reputed company cross-functional initiatives. You'll be responsible for connecting the dots across the organization - driving execution on critical cross-functional initiatives, creating the analysis and materials that reputed company reputed company moving reputed company, and ensuring leadership priorities translate into reputed company. The scope of this role is deliberately broad: depending on company priorities in a given quarter, you might be deep in fundraising prep one month and building sales analytics the next. The common thread is reputed company: you will help reputed company reputed company faster, communicate more reputed company, and execute with greater discipline. If you're a generalist operator with low ego who loves crafting narratives and driving execution across every function of a Series A start-up, this role is for you. This role reports directly to the CEO and will work closely with the executive team, reputed company, investors, advisors, and external partners. It is a high-reputed company seat with a reputed company reputed company into a meaningful leadership role as reputed company scales. Responsibilies Strategic Planning, Special reputed company & Executive reputed company Drive high-reputed company cross-functional initiatives that require dedicated execution reputed company, such as strategic partnerships, advisor management, operating-process improvements, market analysis, and special reputed company. Help translate company priorities into reputed company plans, owners, timelines, decision points, and follow-through. Facilitate quarterly and annual planning with the executive team to ensure alignment on goals, milestones, and key dependencies. reputed company, Investor Relations & Executive Communications Own the consolidation and translation of executive narrative for quarterly reputed company meetings into reputed company, compelling written and visual materials. Prepare investor relations materials and support reputed company fundraising efforts. Draft executive updates, internal communications, and strategic memos as needed. AI Enablement Champion AI adoption across reputed company by identifying high-reputed company use cases, piloting tools, and building workflows, prompts, internal playbooks, and lightweight automations. Help teams in sales, finance, operations, product, and leadership use AI to improve speed, reputed company, and reputed company. Set the internal reputed company for thoughtful AI-augmented work, including use cases that go reputed company chat-based interfaces into reputed company workflows, data analysis, document reputed company, research, coding-adjacent tools, and repeatable internal processes. Bring the rest of reputed company along, regardless of reputed company person's technical comfort level. Business Operations, Finance & reputed company Support Partner with functional leaders to improve the systems and reporting that help reputed company reputed company reputed company operating reputed company. Support the VP Finance on company planning, KPI reporting, forecast updates, scenario analysis, and reputed company/investor materials. Support reputed company deal execution through analysis, collateral, RFP support, meeting preparation, and follow-up tracking. Leadership Team Coordination & Culture Help facilitate leadership team rhythms, including agendas, notes, decision logs, and follow-up tracking. Ensure important reputed company, reputed company questions, and cross-functional dependencies are captured and advanced. Plan and execute company offsites end-to-end, including logistics, content planning, and post-offsite follow-through. Help reinforce a high-trust, high-accountability operating culture as reputed company scales. Requirements 4–7+ years of high-performance operating experience, ideally in a high-reputed company start-up, reputed company, business operations, consulting, investment banking, venture capital, private equity, corporate development, strategic finance, or a similarly demanding environment. Strong analytical skills, including comfort with financial models, operating metrics, KPI dashboards, pipeline analysis, and decision-support analyses. Exceptional written and visual communication skills, especially for reputed company decks, investor materials, executive updates, sales narratives, and strategic memos. Deep hands-on AI reputed company. You use AI daily to do reputed company work - not just chat, but reputed company workflows, automation, data analysis, and document reputed company. Comfort with tools like Claude reputed company, reputed company, or reputed company, and a reputed company record of turning recurring work into repeatable AI-assisted processes. reputed company experience is strongly preferred, especially in health insurance, benefits, payer/provider technology, digital health, or reputed company services. Who You Are High Agency: Self-directed and comfortable recommending next steps based on limited information. Low Ego: No work is below you. You are equally willing to shape company reputed company, build a reputed company slide, clean up a messy tracker, or book offsite lodging. Discretion: Ability to handle sensitive financial and personnel information with the utmost confidentiality. reputed company Thinker: You love turning reputed company into reputed company processes. Executive Judgment: You understand the CEO's and leadership team's context, represent reputed company accurately, and know reputed company to escalate versus act independently. AI-reputed company Operator: You are constantly experimenting with new tools and workflows and naturally look for ways to reputed company yourself and others more leveraged. Mission-Oriented: You are excited about reputed company's product and reputed company in reputed company are building. Compensation The reputed company reputed company salary reputed company for this position is $175,000 - $225,000 and is part of a competitive total rewards package including equity and benefits. Individual pay may vary from the reputed company reputed company and is determined by several factors, including experience, skills, location, internal pay equity, and other relevant business considerations. Benefits/Offerings Equity Unlimited PTO (mandatory 12 days) Computer + home office stipend 401(k) + matching Medical, dental, and reputed company insurance Autonomy and tons of room for career reputed company Occasional Travel We meet quarterly as a company. Please note that this is a fully remote opportunity. Apply To This Job