About this role.
Upside is seeking a senior Strategic Account Manager to own mid-market and enterprise grocery retailer relationships from onboarding through long-term growth. The role centers on retention, account health, executive stakeholder management, performance reporting, churn prevention, and identifying expansion opportunities. This person will translate account data into compelling reviews, case studies, and actionable client narratives while partnering closely with analytics, product, marketing, and operations. The position requires substantial enterprise technology account-management experience, strong public speaking, analytical storytelling, and up to 20% travel.
Role DNA
A quick view of the complexity, pace, ownership and collaboration implied by the job description.
Job Complexity
4/5Pace & Pressure
4/5Autonomy Level
4/5Communication Load
5/5Salary analysis
Estimated compensation compared with the broader US market for similar roles.
Core skills
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Sample interview questions
I would combine usage, campaign performance, engagement, support, and commercial data to establish account-health indicators. After identifying a risk signal, I would validate the underlying issue with stakeholders, align an internal action plan, communicate clear milestones, and measure whether the intervention improves adoption and business outcomes.
I begin with the executive's goals and organize the story around outcomes, trends, opportunities, and recommended actions. I use a concise narrative supported by relevant metrics, benchmark performance where possible, explain drivers behind results, and end with decisions or next steps that create mutual accountability.
I would first confirm that the account is realizing value and understand the customer's strategic priorities, operating constraints, and growth plans. I would then connect a specific Upside capability or broader deployment to measurable outcomes, build a business case with the right stakeholders, and manage the process transparently through agreement and implementation.
I establish a shared definition of the issue, customer impact, desired outcome, owner, and timeline. I make sure each team has the relevant customer context and data, maintain regular updates, and provide the customer with a clear communication plan rather than exposing internal handoffs or uncertainty.
For executives, I focus on strategic outcomes, financial impact, risks, and decisions needed. For operational partners, I provide more detail on workflows, timelines, metrics, and implementation steps; in both cases, I tailor the message to their priorities and confirm alignment through clear next actions.
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 adding a Strategic Account Manager to lead mid-market and enterprise accounts in our fast-growing grocery vertical. In this role, you’ll gain in-depth knowledge of our product, coordinate with internal teams, and enhance retailer relationships through insightful reporting and exceptional service. Reporting to the Senior Director of Account Management, you’ll work with analytics, product, marketing, and operations teams to ensure retailer value and support business growth.
What You’ll Do:
Work with our retailers through onboarding to long-term account management, promoting trust and belief throughout their partnership with Upside
Improve retention of accounts through platform education, using customized decks and data in a relevant way to ensure client understanding and growth
Identify and close expansion opportunities and long-term agreement conversions
Predict and address concerns before they lead to churn risk
Lead monthly account reviews with retailer partners, interpreting raw account data to build performance reports, case studies, and white papers
Maintain account health at multiple levels across client businesses, including senior executives of mid-market and enterprise accounts
Collaborate with internal Upside teams, including analytics, product, marketing, and operations, to provide a positive experience for our retailers
Competencies You’ll Need:
10+years of client-facing experience including 7+ years of enterprise experience in technology; Bachelor’s degree required
Experience exceeding goals in retention and growth targets
Experience public-speaking and the ability to speak to both formal and casual audiences
Strong analytical skills that will translate analysis into relatable and compelling talking points and stories
Project-management abilities, including timeline management, client communication, and report interpretation
Creative problem solving skills with the ability to diagnose issues while coming up with an array of potential solutions to bring to retails
Experience working with the grocery industry or a two-sided marketplace is a major plus
Ability to travel up to 20%
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 $140,000 – $175,000 + 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.
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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.
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