# Chief of Staff to CEO

**Company:** [Hike Medical](https://hotfix.jobs/companies/hike-medical)
**Location:** San Francisco, CA
**Role:** Business Operations
**Salary:** $150k – $200k/yr
**Experience:** 5+ years
**Skills:** Cross-Functional Project Leadership, Strategic Prioritization, Financial Modeling, Analytical Skills, Product Development, Ai Exposure, Hardware/Software Experience, Board Materials Preparation, Investor Relations, Executive Communication
**Posted:** 2026-04-07

> Serves as the CEO's force multiplier, leading high-priority cross-functional initiatives, strategic prioritization, and operational execution in a fast-growing AI-healthcare startup. Requires 5-10 years in high-growth tech/ops with extreme ownership and autonomy.

## Job Description

## What You’ll Own

### Strategic Prioritization & Focus
- Partner directly with the CEO to identify and sequence the company’s highest-leverage initiatives
- Continuously assess what matters most — and redirect attention when needed
- Surface risks, bottlenecks, and emerging opportunities early
- Ensure leadership conversations translate into clear execution plans
- Protect company focus by driving ruthless prioritization

### High-Priority Project Leadership
- Independently lead mission-critical cross-functional initiatives
- Drive alignment across Product, Engineering, Sales, Ops, and Clinical
- Frame ambiguous problems into structured workstreams
- Model trade-offs and make data-informed recommendations
- Push projects to completion with speed and accountability

### Operating in Ambiguity
- Bring structure where none exists
- Build lightweight systems that scale
- Clarify decision rights and accountability
- Operate effectively without full information
- Make forward progress while details are still forming

### Cross-Team Collaboration & Alignment
- Act as connective tissue across departments
- Identify misalignment before it becomes friction
- Ensure handoffs are clean and execution velocity remains high
- Facilitate high-quality decision-making across teams
- Help leaders stay focused on outcomes over activity

### Leadership Leverage
- Prepare internal, board, and investor materials
- Synthesize complex data into clear insights
- Ensure the right conversations happen at the right time
- Hold teams accountable to commitments
- Increase the output and effectiveness of the CEO and leadership team

### Customer & Market Immersion
- Spend time in clinics, factories, hospitals, and warehouses
- Stay deeply connected to customer pain points
- Translate frontline insights into strategic initiatives
- Support high-stakes partnerships and enterprise relationships

## What We’re Looking For

### Core Experience
- 5–10 years in high-growth tech, venture, consulting, banking, product, operations, or similar high-performance environments
- Experience leading complex, cross-functional initiatives
- Proven ability to operate in ambiguous environments
- Demonstrated success working with little direction and high autonomy
- Experience supporting senior leadership or founders is a plus
- Healthcare, hardware/software, or AI exposure is a plus

### Strengths
- Elite prioritization skills
- Structured thinker who can decompose messy problems quickly
- High agency and extreme ownership mentality
- Calm under pressure
- Exceptional communicator (written and verbal)
- Able to zoom from 30,000-foot strategy to tactical execution seamlessly
- Strong cross-functional collaborator
- Biased toward action

### Nice-to-Haves
- Experience at a venture-backed, high-growth startup
- Exposure to product development cycles
- Financial modeling or analytical background
- Experience working directly with executives or boards

## Primary Responsibilities
- Serve as CEO’s right hand across strategic and operational initiatives
- Identify and prioritize the most pressing company issues
- Lead high-impact cross-functional projects from start to finish
- Bring clarity and structure to ambiguous initiatives
- Ensure leadership focus remains on highest-leverage opportunities
- Drive accountability across teams
- Strengthen cross-team communication and collaboration
- Increase organizational velocity and execution quality

## What You’ll Get
- Competitive cash compensation + meaningful equity
- Full medical, dental, and vision coverage
- Relocation bonus (if needed)
- Direct partnership with founders and leadership
- Exposure to Fortune 50 executives, investors, and healthcare leaders
- A front-row seat — and steering wheel — to scaling a category-creating company
- Free custom insoles (of course)

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