hirly

Upside

General Counsel

DC

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Role family
Legal
Seniority
Mid level
Stated salary
$285,000 – $310,000 per year
Work mode
Remote-friendly
First seen by hirly
2 Sept 2026

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the posting

Meet Upside:

We created Upside to transform brick-and-mortar commerce. Our technology uses the sophistication of online retail—profit measurement, attribution, and incrementality—to provide users with more value on their everyday purchases and brick-and-mortar businesses with new, profitable customers. We’ve helped millions of users earn 2 to 3 times more cashback than any other product, and hundreds of thousands of brick-and-mortar businesses earn measurable profit. Billions of dollars in commerce run through the Upside platform every year, and that value goes directly back to our retailer partners, the consumers they serve, and important sustainability initiatives.

The impact you'll make:

Upside is seeking an experienced executive attorney to serve as General Counsel. The General Counsel will report to the CFO and mentor/coach the Deputy General Counsels to identify, develop, communicate, and monitor policies that will ensure compliance with law by the entire company. This is a great opportunity to join a small yet growing legal team and work on novel issues in an exciting, fast-paced environment.

What you’ll do:

Provide legal guidance across many subject areas, including contract law, privacy, data protection, consumer protection laws, employment, and commercial litigation

Oversee contract review and execution process for the entire company

As needed, draft and negotiate the largest commercial contracts with merchant partners, data providers, and vendors

Leverage AI to drive productivity and efficiency on legal matters across the company

Work with and manage our outside counsel firms

Competencies You'll Need:

15+ years of experience as a practicing attorney (including in-house or at a law firm)

Extensive experience and expertise with drafting and negotiating large commercial contracts

Experience with data privacy law is preferable

Ability to handle major problems in practice areas with little or no supervision

Sound business judgment and industry knowledge

Experience managing client relationships with business leaders

Experience in the technology industry is highly preferred

Ability to manage multiple projects and meet deadlines with consistently high-quality work product in a fast-paced environment

Strong interpersonal skills with ability to interact effectively and work collaboratively with individuals at all levels

High attention to detail with strong organizational skills and ability to work independently

J.D. degree and membership in at least one US state bar

Location:

This hybrid role is based in our DC office. In-office attendance is required on Monday, Tuesday, and Thursday, and may increase based on project-based needs and changes to Upside’s in-office policy over time.

Compensation:

The U.S. base salary range for this full-time position is $285,000 - $310,000 + equity + benefits. The final starting pay will be determined based on job-related skills, experience, qualifications, work location, and market conditions. Your recruiter can share more about the specific salary range during the hiring process.

  • #LI-Hybrid
  • #LI-CO1

Benefits:

Medical, dental, and vision coverage starting on Day 1

Equity (ISOs)

401(k) program

Family planning programs + paid parental leave

Physical fitness and wellness memberships

Emotional and mental health support programs

Unlimited PTO + 10 paid federal holidays + our annual, week-long Winter Break

Flexible work environment

Lunch reimbursement for in-office employees

Employee Resource Groups

Learning and Development stipend

Transparent culture

Amazing mission!

Diversity and Inclusion:

Diversity drives innovation, and our differences make us stronger. We‘re passionate about building a workplace that represents a variety of backgrounds, skills, and perspectives, and we do not discriminate based on race, religion, color, national origin, gender, sexual orientation, age, marital status, veteran status, or disability status. Everyone is welcome here!

If there's anything we can do to support a disability or special need during your application or interview process, please email [email protected].

This email is for accessibility accommodations only, it should not be used to submit job applications.

Notice To Recruiters And Placement Agencies:

This is an in-house search with a dedicated recruiter. Please do not submit resumes to any person or email address at Upside. Upside is not liable for, and will not pay, placement fees for candidates submitted by any party or agency other than its approved recruitment partners.

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