Vice President, Enterprise Sales

Meet Upside

We created Upside to help communities thrive! Our retail 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 cash back than any other product, and tens 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 local retailers, the consumers they serve, and towards important sustainability initiatives.

Upside was named on Deloitte's 2021 & 2022 list of Fastest Growing 500 Tech Companies and #308 in Inc.’s America’s fastest growing private companies of 2022. Upside’s Series D funding round was led by General Catalyst with a $1.5 billion valuation in March 2022. Other notable investors include Bessemer Ventures and Formation8.

Our mission, values, and commitment to inclusivity guide our team of more than 350 people worldwide, and the quality of our culture is reflected in the impact we’ve had on communities nationwide. But don’t just take our word for it! In 2023, Upside was included as a Top Workplace in the USA, received six Best Places to Work awards from Built In, and was named a Top Workplace for Perks & Culture by The Muse.

About the job:

Upside is hiring an expert Sales leader to initially support the momentum of our Grocery vertical and then to help manage the launch of additional new retail verticals. This person will report to the VP of Grocery and also manage a small team of senior enterprise Grocery sellers. The VP of Enterprise Sales is responsible for leading their sales team to meet and exceed goals as we continue to grow new and existing partnerships with the largest U.S. enterprise grocers.

What you’ll do:

• Prove the ability to bring new products to market and scale the business
• Lead a Grocery sales team to achieve quarterly and annual sales and revenue results
• Hire, develop, coach, and manage a top-talent team of sellers
• Partner with Sales leadership and the executive team to build a sales strategy to achieve revenue and growth targets
• Establish and cultivate relationships with senior leadership and C-suite level executives of enterprise Grocery accounts to effectively and consultatively sell Upside
• Effectively work cross-functionally across the organization to shape Upside's solutions to meet client needs
• Accelerate sales velocity
• Be a champion for what your team needs to succeed

What you need:

• A mentality that thrives on dealing with ambiguity, operating in a high-growth environment, and solving complicated problems
• Experience consistently achieving and exceeding sales quotas
• 10+ years of sales management responsibilities
• Experience working with C-Suite executives on pricing, planning, finance, and marketing
• Established track record of success in building and scaling remote sales teams and processes from early stage through high growth
• Bachelor’s degree or higher required
• Ability to travel as needed

The fine print:

• Location: This is a fully-remote role that may sit anywhere in the United States. You're welcome to work from our DC, Austin, Chicago or New York office if you're in-region!
• 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.

At Upside, we believe that diversity drives innovation. Our differences are what makes us stronger. We‘re passionate about building a workplace that represents a variety of backgrounds, skills, and perspectives and do not discriminate on the basis of race, religion, color, national origin, gender, sexual orientation, age, marital status, veteran status, or disability status. Everyone is welcome here, come join us!