Chief of Staff to CEO

Important note: this hiring process is being managed by Hike's current Chief of Staff who is being promoted into a new role.

About Hike Medical

Hike Medical is building the defining company in musculoskeletal care. We sit at the intersection of AI, robotics, and healthcare, operating across three product lines: a proprietary AI-vision platform that turns a 30 second web-based foot scan into custom 3D-printed orthotics, an AI agent platform that automates the entire DME workflow from pre-visit processing to claims and revenue cycle, and SoleForge, our vertically integrated 3D printing factory producing custom medical devices at a scale the industry has never seen.

Our customers are both the largest employers on earth and the biggest companies in orthotics and prosthetics. On the clinical side, we're live across the industry's largest national providers. On the employer side, Fortune 50 companies trust us to protect their on-their-feet workforces.

But custom insoles are just the wedge. Our long-term vision is bionics: AI-designed, robotically manufactured orthotic and prosthetic devices at scale, replacing a fragmented, manual industry that hasn't changed in decades. Insoles today, full DME tomorrow, bionics by 2040. Read the full vision at bionics2040.com .

We've stealthily raised $22M through Seed and Series A backed by top-tier investors who invested early in companies like OpenAI, Anduril, and Mercury. We run a fast, results first, high ownership culture out of our new SF Rincon Hill office. If you want to work on problems that sit at the frontier of AI, manufacturing, and healthcare, this is the place.

The Opportunity

We’re hiring a Chief of Staff to serve as the CEO’s force multiplier and operational backbone of the company.

This is not a coordination role. This is a high-autonomy, high-accountability leadership role designed for someone who thrives in ambiguity, prioritizes ruthlessly, and drives the most important initiatives across the company to completion.

You will operate at the center of Hike — helping leadership focus on what matters most, identifying the highest-leverage problems before they become bottlenecks, and leading cross-functional efforts that unlock our next stage of growth.

This role sits at the intersection of strategy, execution, product, operations, and leadership alignment.

You will ensure:

The most pressing company priorities are clearly defined and aggressively executed

Leadership attention is directed at the highest-leverage issues

Critical cross-team initiatives move forward without dropped balls

Ambiguity turns into action plans

Teams stay focused on what truly matters

This role is ideal for someone who:

Can prioritize under uncertainty without waiting for direction

Thrives in ambiguous, fast-moving environments

Works with little instruction and high autonomy

Leads high-priority, cross-functional initiatives end-to-end

Identifies the most pressing issues and escalates appropriately

Brings clarity, structure, and momentum to complex problems

Operates with extreme ownership

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

We care more about ownership, clarity of thought, and execution velocity than perfect credentials.

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)