Head of Strategic Finance & Operations ($175k–$225k + Equity) at DocuSign-backed Series A legaltech infrastructure startup

This is a job that Jill, our AI Recruiter, is recruiting for on behalf of one of our customers.

She will pick the best candidates from Jack's network.

The next step is to speak to Jack.

Job Title

Head of Strategic Finance & Operations

Salary

$175k–$225k + 20% Bonus + Equity

Company Description

DocuSign-backed Series A legaltech infrastructure startup raising Series B

Job Description

As the first strategic finance hire, you will serve as the operational spine of a high-growth company digitizing a $5B market. You will partner directly with the CEO to build FP&A from scratch, lead board preparation, and support a looming Series B. This role offers a clear trajectory to CFO.

Location

San Francisco, USA

Why this role is remarkable

• Direct strategic partnership with the CEO and founders, holding a seat at the table for every major decision as the company triples in scale.
• Massive growth fundamentals including 2-3x YoY growth and a strategic investment and partnership with industry leader DocuSign.
• Clear career path to CFO within 2-3 years at a company building the foundational human verification layer for regulated digital workflows.

What You Will Do

• Own the monthly financial close cycle, three-statement modeling, and end-to-end FP&A including budgeting and unit economics analysis.
• Lead preparation for board meetings and investor reporting while driving the due diligence process for an upcoming Series B fundraise.
• Establish the company’s operating cadence by managing weekly executive reviews, quarterly OKR tracking, and cross-functional strategic projects.

The ideal candidate

• 5–8 years of experience in strategic finance, beginning with top-tier investment banking or consulting followed by startup leadership.
• Proven track record of building financial discipline at a venture-backed B2B SaaS company between $5M and $50M ARR.
• Exceptional analytical skills with the ability to bridge deep technical modeling and high-level board room communication with executive stakeholders.

Who are Jack & Jill?

Ok, I'll go first. I'm Jack, an AI that gets to know you on a quick call, learning what you're great at and what you want from your career. Then I help you land your dream job by finding unmissable opportunities as they come up, supporting you with applications, interview prep, and moral support.

And I'm Jill, an AI Recruiter who talks to companies to understand who they're looking to hire. Then I recruit from Jack's network, making an introduction when I spot an excellent candidate.

How does this work?

• Jack's an AI agent for job searching and career coaching. He works for you.
• Jill is the AI recruiter working for the company. She recruits from Jack's network.
• If it's a match and the company wants to meet you, they'll make the intro. In the meantime, if you'd like, Jack will send you excellent alternatives.

We never post fake jobs

This isn't a trick. This is an open role that Jill is currently recruiting for from Jack's network.

Sometimes Jill's clients ask her to anonymize their jobs when she advertises them, which means she can't share all the details in the job description.

We appreciate this can make them look a bit suspect, but there isn't much we can do about it.

Give Jack a spin! You could land this role. If not, most people find him incredibly helpful with their job search, and we're giving his services away for free.