Strategy and Planning Lead

Bask is the best telehealth platform on the market. Our mission is to empower entrepreneurs and businesses to launch a DTC telemedicine company quickly and easily, abstracting away the complexities of the industry into an easy-to-use platform. With hundreds of features to meet the unique needs of telehealth, we put all the tools in our customers’ hands for success. We are a rapidly growing startup, and we work with care and intention to create a high-performance company with the following in mind:

• Speed Wins. Make decisions, move quickly, and know that if things go wrong, it’s okay for you and the company.
• Intuition, Then Data. We’re a data‑driven company. We start with our instincts and then use data to validate our decisions and improve.
• Miles, Not Inches. Thinking small is a self‑fulfilling prophecy. Favor bold ideas over incremental changes.
• Customer‑Obsession. We are obsessed with helping all our customers launch multi‑billion‑dollar companies with ease. We accomplish this by knowing our customers incredibly well and finding ways to make their businesses better.
• Ownership & Accountability, together. We embody a culture of extreme ownership, accountability, and teamwork. We count on every team member to take responsibility for their work, embrace a proactive mindset to overcome challenges, and work together to achieve our collective success.
  A look into the day to day:
• Building and maintaining financial and operational models that connect revenue targets to hiring plans, team capacity, and business performance.
• Analyzing headcount, productivity, ramp time, and quota attainment to help leadership make informed investment decisions.
• Translating business goals into actionable plans, identifying gaps, and recommending opportunities to improve performance.
  We’re Looking For

A strategic thinker who loves working with numbers and understands how operational decisions drive business growth. You are highly analytical, detail‑oriented, and comfortable building models and frameworks from the ground up. You can take complex business questions, break them down into manageable problems, and turn your findings into clear recommendations.

You are a self‑starter who thrives in ambiguity and enjoys solving problems that don’t always have an obvious answer. You take ownership of your work, think several steps ahead, and are comfortable challenging existing assumptions when the data points in another direction. You are a strong communicator who can translate complex analysis into practical insights for leadership and cross‑functional teams.

You are comfortable working in a small, collaborative team where you’ll wear many hats. You are curious, self‑aware, low ego, and extremely positive. You believe no task is too small and no task is too tall.

Revenue Operations at Bask Health is AI‑first and customer‑obsessed. Work starts in an LLM to clarify intent and context, moves into research, modeling, and analysis, is validated against real business data and operational outcomes, and is continuously refined as we learn. AI and self‑serve research are default parts of the workflow, not side experiments.

We are looking for Revenue Operations people who take full ownership of strategic planning, treat AI as a real collaborator, and care deeply about building the analytical foundations that help Bask scale.

• Work AI‑first:
  Use LLMs as your starting point to structure complex planning problems, build analytical frameworks, develop models, and draft recommendations. Apply your own judgment to validate outputs and turn them into reliable, decision‑ready work.

• Build scalable planning models:
  Develop and maintain models that connect revenue targets to headcount, team capacity, productivity, and expected performance…