Chief of Staff

1 month ago
Full-time
Lead
Operations
Parachute Health

Parachute Health

Parachute Health provides a streamlined digital platform for ordering medical equipment and supplies, enhancing the efficiency of e-prescribing and facilitating better management of healthcare resources across the United States.

Health Care Providers & Services
51-250
Founded 2015
$15M raised

Description

  • Own the executive operating cadence, master execution tracker, and leadership accountability processes.
  • Translate the CEO’s vision into actionable cross-functional roadmaps and milestone plans.
  • Prepare CEO decisions with framed options and recommendations, and manage information flow to and from the CEO.
  • Draft key communications in the CEO’s voice and represent the CEO in appropriate forums.
  • Act as a bridge between the CEO, executive team, and board members to build alignment and consensus.
  • Take ownership of urgent, ambiguous, or high-priority problems and drive them to resolution.
  • Ensure the executive team is fully briefed and aligned for major client and partner meetings.
  • Translate new product and vertical ideas into structured experiments, prototypes, and micro-pilots.
  • Coordinate cross-functional tiger teams to test hypotheses before full-scale investment.

Requirements

  • 10+ years of experience across operating, strategy, and execution roles.
  • Prior Chief of Staff, business operations, top-tier consulting, or operating-leader experience at a growth-stage company.
  • Experience as a founder, foundational hire at a hyper-growth startup, or leader of a major business unit.
  • Strong executive presence, high emotional intelligence, and the ability to influence without authority.
  • Exceptional writing and structured thinking skills for memos, decks, and decision documents.
  • Highly organized with exceptional attention to detail and the ability to manage many moving pieces.
  • Fluency with AI tools and comfort operating in an AI-native organizational model.
  • Ability to thrive in a fast-moving, shifting environment with a strong bias to action.
  • Background in healthcare, regulated industries, or B2B SaaS is a strong plus.
  • Must be legally authorized to work in the United States; this role is not eligible for employer visa sponsorship.

Benefits

  • Medical, dental, and vision coverage with low-to-no-cost premium options.
  • Employer contributions to a Health Savings Account.
  • 401(k) retirement plan.
  • Equity incentive plan.
  • Annual company-wide bonus of up to 15% based on company performance.
  • Remote-first culture with a dedicated NYC office and coworking reimbursement options.
  • Flexible vacation policy plus 5 additional Summer Fridays off.
  • Home office, wellness, internet, and annual learning and development stipends.

Interested in this position?

Apply directly on the company website

Apply Now

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