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 growing and in search of a proven sales executive to lead our Restaurant enterprise sales effort with a focus on acquiring new enterprise clients and crafting an effective, scalable go-to-market strategy.

What you'll do:

• Partner with existing Upside sales leadership and lead enterprise sales efforts
• Build a team of experienced, highly-motivated sales professionals to develop and grow Upside’s Restaurant vertical
• Partner with the executive leadership team to build a sales strategy for a rapidly scaling sales team (both new business and post-sale) to achieve revenue and growth targets. This will include ownership of a staffing and hiring plan, implementing effective sales strategies, and pipeline and opportunity management
• Form relationships and forge partnerships with VP, Director, and C-Level executives at Enterprise and Branded restaurant groups
• Collaborate across multiple teams, including Sales, Product, Marketing, and Leadership to support go-to-market strategy, merchant launches, roadmaps, and key partnerships
• Manage all forecasting and revenue tracking in the enterprise space, presenting, as needed, to internal teams

What you need:

• 10+ years of sales experience with 5+ years of people management responsibilities preferred; experience working with C-Suite executives on pricing, planning, finance, and marketing is a plus
• 5+ years of enterprise sales experience required, with specific restaurant enterprise exposure a plus
• Proven track record of exceeding quotas and mentoring teams to success
• Experience leading largely remote teams who sell to sophisticated, enterprise-level customers; SaaS platform experience
• Confident, eloquent, and effective public-speaking skills, with the ability to speak to both formal and casual audiences
• Willingness and ability to travel 25% of the time for internal meetings, joint sales travel, and industry events
• Experience working in a hyper-growth start-up preferred
• Bachelor’s degree or higher (advanced degree a plus)

The fine print:

• Worksite 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!

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