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Senior Account Executive

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.

Meet the Restaurant Sales Team

The Restaurant Sales team supports Upside’s fastest growing vertical, specifically targeting franchisees of well-known QSR brands. Expansion into the restaurant vertical is critical to our growth strategy, new market launch plans, and product development. This role reports to our Director, Mid-Market Sales

The Impact You'll Make:

  • Identify and close new growth opportunities with large restaurant franchisees across the U.S.

  • Develop a knowledge of prospective clients in order to tailor the Upside sales approach for maximum efficiency

  • Implement a strategy to gain access to prospective clients to better compress the sales cycle

  • Collaborate with internal Upside teams, including Product Marketing and Operations, to ensure a consistent and positive experience for new merchants

  • Maintain deep understanding of Upside’s unique features and demonstrate their value to new customers

  • Work in a fast-paced, evolving environment, while delivering elite results and continuously challenging yourself

Competencies You'll Need:

  • 4+ years in a full sales cycle role, with 2+ years of enterprise and/or technology experience

  • Outstanding interpersonal and communication skills, with experience communicating across all levels of an enterprise organization (including but not limited to both formal and casual audiences)

  • Strong analytical skills, with the ability to translate analysis into relatable and compelling talking points and stories

  • Sophisticated consultative sales skills, with the ability to interpret client needs and translate them into customized and beneficial solutions

  • Ability to manage multiple projects/opportunities and deliver results in a fast-paced environment working within time constraints

  • Ability to work effectively in a highly-collaborative environment with a combination of onsite and remote team members

  • Self-starter mentality with a strong ability to take initiative and problem solve

  • Successful track record of achieving/exceeding quotas

  • Experience operating sales technology tools (e.g. Salesforce, Outreach, Gong), as well as Google-Suite and Microsoft Office

  • Willingness to travel up to 50%

  • Bachelor’s degree required

Location:

This role offers location flexibility, however, if you’re based in the Washington, D.C., Austin, Chicago, or NYC metropolitan regions, in-office attendance is required on a hybrid basis.

Compensation:

The U.S. base salary range for this full-time position is $120,000 - $140,000 + commission + 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.

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.

Average salary estimate

$130000 / YEARLY (est.)
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$120000K
$140000K

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What it's like to work at Upside

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Founded in 2017, Upside Business Travel is an online platform that allows business travelers to find and book hotels and flight tickets. Upside Business Travel is located in the District of Columbia.

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Full-time, hybrid
DATE POSTED
October 14, 2025
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