Vice President, Enterprise Sales

Meet Upside

Upside is a high-growth retail technology company driving hundreds of millions of dollars in proven profit to brick and mortar businesses. Unlike the many apps and services that provide discounts to consumers but actually hurt retailer profitability, Upside is the only two-sided marketplace that provides proven incremental profit to retailers. Tens of thousands of retailers nationwide are seeing a 52% ROI on average—results that have been independently audited by Fortune 500 and third-party analytics companies. On the consumer side of the marketplace, millions of users power $5 billion in purchases through the Upside platform every year. They use our top-rated mobile app to see 2 to 3 times more value on their purchases than with any other product. By helping people and businesses do better, communities grow stronger. You’ll join a Team whose experience hails from places such as Google, Uber, Instacart, Capital One, and MasterCard with proven startup executives and venture capitalists.

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 was raised in March 2022 and led by General Catalyst at a $1.5B valuation. Other investors include Bessemer Ventures and Formation8.

About the job:

Upside is hiring an expert Sales leader to continue the momentum of our Grocery vertical while establishing defined strategies and processes for driving new business efforts. The Vice President of Enterprise Sales will work to establish goals and quotas with our Sales and Revenue Operations teams as we continue to grow new and existing partnerships with our largest U.S. enterprise grocers and further expand into new markets.

What you’ll do:

• Own sales efforts and lead a team of highly-motivated sales professionals to develop and grow Upside’s Grocery vertical
• Partner with the VP of Grocery, Chief Revenue Officer, and executive leadership team to build a sales strategy for a rapidly growing sales team (both new business and post-sale) to achieve revenue and growth targets, including implementing effective sales strategies, pipeline management, and opportunity management
• Establish and cultivate relationships with senior leadership and C-suite level executives of enterprise Grocery accounts to effectively and consultatively sell to partners
• Collaborate with the Upside Sales, Product, and Marketing leadership teams to support go-to-market strategy, merchant launches, roadmaps, and key partnerships
• Drive the vertical to the next level through active account engagement and individual mentorship, with an eye on the top of the funnel and steadfast efforts to move accounts through the sales process efficiently

What you need:

• 7+ years of sales experience with 3+ years of people management responsibilities preferred; experience working with C-Suite executives on pricing, planning, finance, and marketing
• Bachelor’s degree or higher required
• Start-up and SaaS platform experience is ideal. Retail or experience in the Grocery industry experience is a plus
• Established track record of success in building and scaling sales teams and processes from early stage through high growth, as well as achieving/exceeding sales quotas, CRM (Salesforce specifically) and pipeline management, sales org/structure, compensation plans, etc.
• Experience leading largely remote teams who sell to sophisticated, enterprise-level customers
• Ability to grow thoughtfully and quickly in the current vertical, with an appetite to expand your purview to new markets in the near future
• Confident, eloquent, and effective public-speaking skills
• Ability to travel 30% of the time

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!