Skip to content
CV Rocket
Get started
How it worksThe enginePricingBlogContactSign in

Open nowPosted 286 days ago

Special Projects Lead

Harper37 open roles

Pay
$150,000 – $175,000 a year
Where
San Francisco
Work mode
On site
Get the CV for this job

From $25 per CV, paid once. No subscription.

Your applicationOpen nowSpecial Projects LeadHarper · San Francisco

  1. YouYes, apply to this one.

  2. CV RocketCV written for this posting.

  3. 25 readersRecruiter, hiring manager, skeptic. Round after round.

  4. CV RocketApplied on Harper's own form.

The reply lands in your private mailbox

3×more interviews than doing it yourself with ChatGPT.

The clock on this job

Early applications get read.

13.3% of postings close within 7 days. Measured by our own scanner across the market. Harper postings stay open a median of 12 days.

Share of postings closed within
  1. 2.1%1 day
  2. 4.6%3 days
  3. 13.3%7 days
  4. 21.3%14 days
  5. 35.7%30 days
  6. 59.1%60 days
This job: posted 286 days ago

Harper median: 12 days open

The posting

SPECIAL PROJECTS LEAD

Harper is an AI-native commercial insurance company in San Francisco. We're not bolting AI onto insurance — we're rebuilding the entire business as software, on a simple bet: turning expert human judgment into compute is one of the largest transitions left to make, and a trillion-dollar industry still run 90% by hand is the place to prove it. We've grown ~100x in the last year and we move at that speed — on-site, in person, long days, very high standards. Almost no one joins Harper for insurance; they join to build the company that replaces how it works.

THE ROLE

This role works directly with the CEO on the hardest problems in the business, with a seat in everything substantive: biz ops, growth, strategic projects, investor materials, M&A diligence, and whatever becomes most urgent that week.

There is no fixed scope. That's not a warning — it's the design. The company is changing fast, and the job is to flex across it and take on whatever matters most right now. Week to week, the work shifts. We just closed our Series A, and the systems built now decide whether we go from tens of millions in premium to hundreds of millions, then billions. What you do here meaningfully moves that line.

The goal is for you to see every part of the business deeply. If you perform the way we think you can, the role evolves into whatever makes sense next — running a function, becoming a true right-hand, or using what you learned to go build your own thing.

WHAT YOU'LL DO

- Take the CEO's hardest problems. Direct access to everything that matters; scope shifts week to week based on what's most critical.

- Build 0→1 systems. Across underwriting operations, customer experience, and risk evaluation — using AI to replace historically manual brokerage work.

- Run deep analysis. Customer interactions, underwriting requirements, operational workflows; find patterns, lift conversion, increase throughput.

- Bridge engineering, operations, and growth. Turn customer needs and market reality into product requirements and iteration.

- Own problems end-to-end. Gather data, map the system, find the constraint, propose the fix, run the experiment, drive to done.

- Run cross-functional initiatives. Coordinate across engineering, carriers, underwriters, and customers with speed and high quality.

- Build the intelligence layer. Dashboards, metrics, and reporting that surface truth about throughput and efficiency.

WHO YOU ARE

- Raw analytical horsepower; you think in systems.

- A bias toward action — you move toward execution, not away from it.

- Energized by complexity rather than rattled by it.

- You've worked in high-intensity analytical/operational roles (banking, consulting, PE, high-growth startups) and thrived.

- You want exposure to every part of building a company — and you're willing to work for it.

Requirements: 2–5 years in high-intensity analytical or operational roles (IB, PE, management consulting, or equivalent startup experience); exceptional analytical skills (complex data, financial modeling, ambiguous problems); strong written and verbal communication; able to operate autonomously and context-switch fast; a track record of delivering under pressure; based in SF or willing to relocate immediately.

Nice to have: insurance, fintech, or regulated-industry experience; prior work directly with founders or C-suite; familiarity with AI/automation tooling; prior startup or 0→1 experience.

THE HONEST DAY-TO-DAY

We'll be direct, because this role attracts people who romanticize "working with the CEO" and underestimate the cost:

- The scope never settles. What's urgent today may be irrelevant in two weeks. If you need a defined mandate and a stable roadmap, you will be miserable here. The constant context-switching is the work.

- It's banking-analyst intensity, with higher stakes because it's real. Early starts, late finishes, on-site in SF, Mon–Fri (~5 AM–8 PM).

- "Access to the CEO" means accountability, not status. You own outcomes on the hardest problems, often with incomplete information.

- The ceiling is genuinely limitless for the right person — running a function, becoming a right-hand, or leaving to start your own company — but you earn it by absorbing chaos others can't, not by being adjacent to it.

COMPENSATION & LOGISTICS

- Salary: $150,000–$175,000 + performance bonuses & equity

- Location: San Francisco, in-office. Based in SF or willing to relocate immediately.

- Schedule: Monday–Friday, very early morning start, in-office 5 days a week.

- Benefits: Uber commuter benefits; breakfast, lunch, and dinner provided; snacks, drinks, and coffee daily; free gym membership; health, dental, and vision insurance.

PROCESS

1. Founder screen — initial fit and alignment

2. On-site day — meet the team, work through real scenarios

TO APPLY

Send your resume and tell us about a time you owned something ambiguous and drove it to completion. If you're okay with the scope changing constantly and this being the hardest you've worked, the ceiling is limitless.

From $25, paid onceGet the CV for this job

What happens when you press

One press. We do the rest.

  1. A CV for this posting

    Written against Harper's own wording, from every piece of relevant proof in your profile.

  2. 25 readers review it

    Recruiter, hiring manager, skeptic and more read every draft, round after round. You get the best round.

    The review screen in CV Rocket: how each CV was read, round by round.

  3. We apply on Harper's form

    Our application engine gets through the hardest forms there are. Where a question needs you, AI suggests the best answer. Don't want us applying from our IP addresses? Use our Chrome extension: we apply straight from your own browser.

    An application in CV Rocket: every answer filled in on the employer's form.

  4. Every reply, sorted

    Harper's answer lands in your private mailbox, and we classify it on arrival: interview, question, rejection.

    The CV Rocket inbox: each employer reply classified as an interview, an action or a rejection.

  5. Reply with AI

    AI helps you write the email, checks it and sends it. We show you whether the recruiter read it.

  6. The interview in your calendar

    Full integration with your calendar. The invitation goes straight in.

    An interview invitation in the CV Rocket inbox, added to the candidate's calendar.
Get the CV for this job

From $25 per CV, paid once. No subscription.

Why it works

3×

more interviews than doing it yourself with ChatGPT.

ChatGPT writes a CV and never learns what happened to it. We see every reply. For each CV we know:

  • How it was written, and how the review scored it
  • When we applied, and how long after the posting went up
  • Which posting, which company, which city
  • Who got the interview, and who heard nothing

That is how we know which CVs get called.

Get the CV for this job

From $25 per CV, paid once. No subscription.

The numbers game

More applications. More interviews.

Every application goes out with its own CV, written for that posting and paid once. Send enough of them and the law of large numbers finds you the job.

Get the CV for this job
By hand5–10
With CV Rocket100
applications a day

Nearby

Live postings like this one

Same employer first, then the same role elsewhere.

Before you press

Straight answers

Get the CV for this job

From $25 per CV, paid once. No subscription.

What if my background isn't good enough?

We make the most of the background you have. The CV uses every piece of relevant proof your profile holds, and one of the 25 readers reads your whole profile and flags what the CV left out.

Do you really apply for me?

Yes, on the employer's own form, the hardest ones included. Where a question needs you, you answer it right there and AI suggests the best answer. Don't want us applying from our IP addresses? Use our Chrome extension: we apply straight from your own browser.

Is it a subscription?

No. You pay once per CV, from $25. Every application goes out with its own CV, written for that posting.

One job. One CV.
Paid once.

Pick the posting you want. We write for it, apply for you and catch the reply.

Get the CV for this job

From $25 per CV, paid once. No subscription.