company logo

Senior Strategic Account Executive

Upside.com

184k - 200k USD/year

Hybrid

Remote

Full Time

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 a fast-growing company and in search of an experienced hunter that can help drive further growth by signing up new Enterprise account restaurant and grocery brands and large franchise groups. We are looking for sellers with a consistent track record of exceeding quotas and goals. You will join a team whose experience hails from places as varied as Google, Groupon, MasterCard, and successful startup executives and venture capitalists.

As a Senior Strategic Account Executive, reporting to our VP, Enterprise Sales, your responsibilities will include:

  • Partnering with Sales leadership and the larger team to implement our sales strategy and onboard enterprise restaurant groups onto the platform
  • Building relationships and selling consultatively to Director, VP, and C-Level executives at enterprise restaurant accounts
  • Effectively presenting the Upside value proposition to enterprise accounts, through a data-driven sales approach
  • Working directly with our internal Sales, Product, and Marketing teams to support go-to-market strategy, merchant launches, roadmaps, and key partnerships
  • Leading and implementing effective sales strategies, pipeline management, and opportunity management
  • Building a pipeline and managing your forecast for new merchants added to the platform

Competencies You’Ll Need:

  • 7+ years of sales experience with 5+ years of experience selling to enterprise SaaS and/or restaurant/retail technology companies
  • Experience working with executives on pricing, planning, finance, and marketing is a plus
  • Successful track record of achieving/exceeding quotas required (experience selling to retail is a bonus, but not required)
  • Proven success building and scaling a book of business from early stage to high growth
  • Adept in sales processes, including CRM (Salesforce specifically) pipeline management
  • Ability to travel 30-50% of the time
  • Start-Up Experience Desired

  • Bachelor's degree or higher (Master's degree preferred). Experience may be considered as a substitute for education depending on relevance

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 $184,000 - $200,000 + commissions + 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 accommodations@upside.com.

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.

Senior Strategic Account Executive

Hybrid

Remote

Full Time

184k - 200k USD/year

September 19, 2025

company logo

Upside

UpsideApp