Chief of Staff/Executive Assistant

Meds

$90K — $120K *
Healthcare
5 - 7 years of experience
Job Overview by Ladders

Qualifications

  • 5+ years of experience as a Chief of Staff, Executive Assistant to C-Suite founders, or Senior Project Manager in relevant fields like digital health or fast-paced startups.
  • Demonstrated ability to manage complex, cross-functional initiatives with precision and structure.
  • Exceptional communication skills for effective collaboration across diverse teams.
  • Familiarity with direct-to-consumer and technology sectors, especially in digital health and subscription services.
  • Strong analytical skills for synthesizing and summarizing complex information for executive use.

Responsibilities

  • Provide strategic support by ensuring efficient executive workflows and eliminating administrative obstacles.
  • Organize critical meeting preparation by drafting agendas and compiling necessary background research.
  • Drive accountability by attending executive meetings and tracking action items and deliverables from multiple teams.
  • Act as the operational liaison between founders and various departments to maintain strategic alignment.
  • Manage special projects as assigned, ranging from market research to operational enhancements.
  • Assist in tracking key performance indicators to support informed decision-making for the leadership team.

Benefits

  • 100% company-paid Medical, Dental, and Vision insurance premiums for employees.
  • Short-Term Disability and Life Insurance coverage.
  • 401(k) with company match to enhance retirement savings.
  • Complimentary daily lunch on-site to promote a welcoming workplace culture.
Full Job Description
We are seeking a Chief of Staff/Executive Assistant who will work directly with the founders of Meds.com and BlueChew. With a proven track record of launching and scaling top-tier consumer health brands, in this high-impact, dual-capacity role, you will serve as the strategic right hand (Chief of Staff) and organizational anchor (Executive Assistant) to the founders.

Instead of building new ventures from scratch, your mission is to maximize the founders' leverage, optimize their time, and ensure seamless execution across their portfolio of businesses. This is a fully funded, fast-paced environment that requires a master coordinator who thrives on turning vision into structured, day-to-day reality with focus, speed, and conviction.

Join our team in Austin, TX - we're looking for someone who truly values and enjoys working in the office, not just tolerates it.

Responsibilities

What This Role Offers
  • Direct Access: Full alignment and daily collaboration with experienced, successful tech founders.
  • High Leverage: The autonomy to manage executive workflows, clear roadblocks, and eliminate administrative red tape.
  • Strategic & Operational Scope: A seat at the table for high-level meetings, paired with the responsibility to drive follow-through.
  • Trust & Impact: A position of deep trust, acting as an extension of the leadership team.


Executive Support & Workflow Optimization (EA Responsibilities)
  • Communication Synthesis: Monitor, triage, and draft high-level correspondence, ensuring the founders are briefed on critical matters and that external partners receive timely responses.
  • Meeting Preparation: Organize agendas, compile background research, and prepare briefs ahead of critical leadership meetings, board reviews, and external partner presentations.


Strategic Execution & Project Management (Chief of Staff Responsibilities)
  • Drive Accountability: Attend executive meetings alongside the founders to capture action items, track deliverables, and hold cross-functional teams accountable to deadlines.
  • Operational Liaison: Act as a central point of contact connecting the founders with internal departments (Product, Growth, Legal, Ops) and external stakeholders to ensure alignment.
  • Special Projects: Own and execute discrete, complex initiatives tasked by the founders-ranging from market research deep-dives to operational process improvements.
  • Dashboard & KPI Tracking: Help the founders monitor key metrics across DTC platforms, organizing data and status reports so leadership can make real-time, informed decisions.


What We're Looking For
  • The Ultimate Operator: You are a key operator who excels in highly dynamic environments. You love bringing order to chaos and building repeatable workflows where things are not yet fully "figured out."
  • Execution over Ideation: While you are a sharp problem-solver, you are deeply enthusiastic about the execution stage of business-turning ideas into structured project plans and seeing them through to completion.
  • High-Level Discretion: Ability to handle sensitive financial, strategic, and personnel data with absolute confidentiality and flawless judgment.
  • Anticipatory Thinking: The ability to operate independently, foresee scheduling conflicts or project bottlenecks before they happen, and move fast to resolve them without waiting for instructions.
  • Cross-Functional Fluency: Experience wearing multiple hats and communicating confidently across product, growth, and business operations teams.


Qualifications
  • 5+ years of experience as a Chief of Staff, Executive Assistant to C-Suite founders, or Senior Project Manager-ideally within digital health, e-commerce, or fast-paced startup environments.
  • Proven track record of managing complex, cross-functional initiatives with extreme precision, organizational structure, and ownership.
  • Master Communicator: Clear, concise, and confident written and verbal communication skills, with the ability to command respect and collaboration across teams.
  • DTC & Tech Familiarity: Understanding of digital health platforms, subscription-based models, and modern productivity tools (Slack, Notion, Asana, Google Workspace).
  • Analytical Ability: Skilled at synthesizing complex information, financial metrics, or operational data into digestible summaries for executive decision-making.


Perks
  • 100% company-paid Medical, Dental, and Vision premium coverage for employees, plus.
  • Short-Term Disability and Life Insurance
  • 401(k) with company match
  • Complimentary daily lunch provided on-site


Join our dynamic team and help us create impactful collaborations with influencers to expand our brand reach and drive meaningful engagement with our target audience. This role is full-time in our Austin, TX office.

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