Chief Marketing Officer, Merchant

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.

What you’ll do:

As the CMO for Merchants, you will:

• Lead marketing and sales enablement across Upside merchant teams to: increase merchant acquisition velocity, increase merchant satisfaction and retention, and develop and ensure go-to-market messaging consistency
• Bring insight selling into Upside merchant sales and marketing teams and pair it with Behavioral Design approaches to increase effectiveness of our sales and marketing efforts
• Lead merchant marketing team for brand building, lead generation, and retention merchant efforts. 
• Lead sales enablement team to improve sales force operations and scalability through sales team training, sdsales material creation, and measuring sales force effectiveness
• Work cross functionally with analytics, research, and product teams to develop necessary insight to support Challenger messaging approach
• Impress a rigorous, metrics-driven approach across all sales and marketing channels
• Build, manage, and coach a high-performing marketing & sales enablement team
• Manage sales and marketing budget and expenditures
• Work closely with company leadership to define company objectives and translate those objectives into sales & marketing strategies and tactics

What you need:

• 10+ years of sales enablement and marketing experience that includes enterprise B2B, SMB B2B, consumer, digital marketing, PR and communications
• 5+ years leadership experience including leading orgs with multiple management levels
• Demonstrable experience establishing and leading sales enablement and marketing in a dynamic and fast-paced start-up environment
• Successful track record of leveraging data and analytics to understand performance and improve results
• Significant experience with sales and marketing technology and operations in order to quickly begin building and scaling the system that will drive growth and retention 
• Commitment to leading with humility, curiosity, and transparency, with a willingness to roll-up-your-sleeves and dig into the work

At Upside, we believe that diversity drives innovation. Our differences are what make us stronger. We‘re passionate about building a workplace that represents a variety of backgrounds, skills, and perspectives and does 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!