VP of Sales Enablement

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 #2 on Deloitte's 2021 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 growing and is in search of an organized and ambitious Vice President of Sales Enablement. This strategic learning leadership role is a unique opportunity to join a company that’s revolutionizing how personalized promotions can drive revenue for merchants in a scientific way. In this role, you’ll be responsible for growing and leading the Sales Enablement team, to enable the acceleration and scaling of the Sales and Account Management functions. We're looking for driven and hungry entrepreneurs who love technology and want to grow their career at a company looking to revolutionize local commerce!

What you’ll do:

• Build and grow the Sales Enablement team to support the growth and evolution of sales and account management at Upside
• Identify and define the requirements to accelerate and scale sales and account management
• Work directly with sales leadership to oversee and help build and maintain vital resources to equip the sales organization to engage prospects and clients (e.g. sales playbooks, messaging, collateral, sales skill modules, etc.)
• Help install or build sales methodology to create a consistent selling framework across sales teams
• Identify tools and other support capabilities required to improve sales effectiveness and efficiency
• Partner with product and product marketing staff on targeted content and upskilling efforts
• Support sales leadership on team needs assessments and prioritized interventions designed to support growth strategies
• Focus on quantitative and qualitative analysis to measure progress and impact to suggest necessary ongoing enhancements
• Identify and define best practices that can be systematized and scaled across the business
• Create and drive plans for the training and development of sales teams, including onboarding, role transfer, and ongoing learning and education
• Implement sales methodology across all verticals and teams
• Continuously update training and onboarding based on data-driven performance insights and research
• Define measures of success for sales enablement and learning interventions with demonstrative positive impact to business goals and objectives

What you need:

• 8+ years of proven experience in sales management and/or sales enablement, including 3+ years in a leadership capacity
• Track record of building successful enablement programs and curriculum development
• Demonstrated quantitative and qualitative problem-solving experience, including turning quantitative analysis into actionable recommendations and business strategies
• Strong communication, leadership, and influence skill set
• Ability to collaborate and develop strong credibility with Sales and cross-functional leadership to become a trusted advisor and business partner to all
• Experience working with sales tools including Salesforce, Hubspot, ZoomInfo, and others
• An adaptable and agile demeanor that allows for new ways of thinking and solving problems

The fine print:

• Notice to recruiters and placement agencies: This is an in-house search. 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!