Counsel, Commercial and Strategic Initiatives

Company shown to members 🔒 · Remote · US only

US only4+ years required$185K–200K/yrPublished 15 September 2026Looks fresh

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First recorded by Psst: 12 October 2026. Your first 3 jobs are free to apply to (the first right away, 2 more with your email). After that, the company and the apply link are for Psst members, from $4.99 for 7 days.

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The 20-second read

Experience
4+ years required
Where you can live
US only
Skills and tools
saas, compliance, customer service

Read from the ad by Psst's rules. Check the full ad below before applying.

Job details

Where you can work
United States
Employment type
Not stated by the employer
Advertised pay
$185K–200K/yr
Experience
4+ years required
Employer publication date
15 September 2026
First recorded by Psst
12 October 2026
Last checked at the source
11 November 2026

About the job

Here at the company, we’re collaborative, passionate, and always ready to roll up our sleeves to create solutions that help people get more out of homeownership — and out of life. Our first product, a home equity investment, gives homeowners the opportunity to quickly access the equity they’ve built in their home to pay for what’s most important to them, from handling debt to finally making much-needed renovations, without taking on debt.

We work hard, and have some fun along the way, too. You don’t have to take our word for it:  The Boston Globe and Forbes have recognized us as a great place to work, and we’ve been honored for our commitment to innovation in the fintech space by Inc. , HousingWire , and more!

In case you need any more convincing, we also provide competitive compensation, healthcare coverage, generous PTO, a meaningful equity package, and a strong culture with plenty of opportunities for team-building and camaraderie.

Interested in joining us on our mission to make homeownership less stressful and more accessible? We’d love to talk.

Who You Are

As Counsel, Commercial & Strategic at the company, you'll serve as a legal advisor embedded across the business. You'll spend most of your time as a cross-functional partner to teams navigating legal and regulatory questions, with about 30% of your time focused on commercial and vendor agreements.

You’re a great fit for this role if you bring nuance and practical judgment to business challenges, and are comfortable partnering directly with various departments and department heads. You evaluate risk pragmatically, balancing growth with protecting the organization rather than defaulting to caution. You’re curious and quick to pick up new subject areas, translating legal requirements into clear direction for the business. In this role you’ll need to be confident making independent decisions, and self-aware enough to know when to ask questions or escalate. As a parter to our business teams, you'll have a meaningful impact on the work we do internally and for our homeowners.

What You'll Do

Business Partnership & Strategic Initiative Support (70%)

  • Legal Guidance: Advise on diverse legal and regulatory matters, including data privacy, artificial intelligence deployment, dispute resolution
  • Cross-Functional Collaboration: Engage regularly with departmental leadership to align legal strategy with broader commercial objectives and serve as a central connector between functional teams and the legal practice
  • Operational Optimization: Partner with legal operations leads to streamline team workflows, optimize automated systems, refine guidance materials, and build scalable processes
  • Pragmatic Risk Assessment: Deliver actionable, solution-oriented advice on daily operational inquiries, resolving unexpected challenges with a focus on risk mitigation and growth

Commercial & Vendor Strategy (30%)

  • Contract Negotiations: Draft, review, and negotiate technology agreements, vendor arrangements, professional service contracts, and strategic partnership agreements
  • Third-Party Risk Management: Collaborate with finance, technology, and operations teams to structure vendor engagements and ensure compliance with regulatory standards

What You'll Bring

  • J.D. degree from accredited law school and active bar membership in good standing
  • 4+ years of relevant legal experience spanning firm, in-house, or hybrid environments; 1+ years in-house experience is preferred
  • Experience in consumer financial services, fintech, mortgage lending, or highly regulated consumer-facing industry strongly preferred
  • Proven experience structuring, drafting, and negotiating commercial agreements and technology contracts (NDAs, SOWs, DPAs, SaaS, vendor contracts, MSAs, etc.)
  • Strong desire to stretch across new domain areas—such as AI, privacy, litigation, and legal operations—with ease in managing varied daily responsibilities
  • A business-first approach to law, featuring the ability to evaluate risk thoughtfully and unlock business potential rather than acting as a simple veto point
  • Sound judgment, self-assurance in decision-making, and comfort communicating directly with senior leadership
  • Exceptional written and verbal communication skills, with a track record of translating complex concepts into plain, accessible language
  • Comfort with ambiguity, strong organizational capabilities, self-motivation, and a collaborative orientation in a fast-paced setting

The salary range for this role is $185,000 - $200,000, depending on your experience, skills, location, and other factors. You’ll also receive meaningful equity, so you can share in our growth and success. We offer generous medical, dental, and vision coverage, a work-from-home stipend, parental leave, and plenty of paid time off to recharge.

The company is on a mission to make homeownership less stressful and more accessible. Our home equity investment product provides homeowners with a fast, simple, and straightforward way to access the equity in their home without taking out a loan or having to sell. By investing alongside homeowners, the company offers debt-free cash in exchange for a share of their home’s future value — all without any monthly payments over the life of the investment. Through a combination of financial innovation and best-in-class customer service, the company enables people to get more from homeownership so they can get more from life.

The company believes that our differences are what bring us together, and one of our biggest priorities is creating a diverse workplace that welcomes and values each team member’s unique perspective, background, and ideas. All roles here are filled based solely on candidates’ qualifications and our business needs.

The company is an equal opportunity employer. We provide employment opportunities regardless of race, age, color, religion, sex, sexual orientation, gender, gender identity, gender expression, genetic information, national origin, pregnancy, marital, veteran, or disability status. If there is an accommodation that would support your ability to apply and interview with the company, please let us know by emailing [link for members]

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