Director, Sales Enablement

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. Our mission, values, and commitment to inclusivity guide our team of more than 200 people worldwide, and the quality of our culture is reflected in the impact we’ve had on communities nationwide.

About the Job:

Upside is growing and is in search of an organized and ambitious Director of Sales Enablement. You’ll join a Marketing Team whose experience hails from places such as Google, Uber, Instacart, Capital One, and MasterCard with proven startup executives and venture capitalists. 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 our Sales Enablement team. We are 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:

• Accelerate the performance of Upside's sales teams in every vertical (grocery, restaurant, fuel, and retail)

• Create and drive plans for training and development of sales teams, including onboarding and role transfer

• Support creation and deployment of education materials to customers and partners

• 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

• Develop systems and tools

• Ensure systems are in place to allow for accessibility of content and information at time of need, updating systems and frameworks as needed (including maintenance and improvement of sales enablement platform / content management system)

• Identify technology gaps in partnership with internal collaborators to drive improved sales experience for internal and external partners

• Leadership and teamwork

• Build and lead a growing Sales Enablement team while focusing on continuous improvement, coaching, and professional development

• Collaborate with sales leadership to build and deploy sales plays that are tailored to each business vertical

• Facilitate enhanced cross-functional communication between sales and the teams that support them, such as various marketing teams

• Collaborate with Product Marketing and Product to deliver a strategic sales enablement strategy aligned to business objectives.

What you need:

• 5+ years proven experience either (a) leading sales people who sell B2B tech, SaaS, or PaaS in a company with at least 75 customer-facing roles, and/or (b) similar experience in a GTM consulting / advisory role

• At least 3 years of people/team management experience, including coaching and career development (either through direct reports or as a leader of matrix programs)

• 2 years of sales training development/ facilitation experience required

• Customer & partner training experience preferred

• Consistent track record of scoping, building, and implementing successful enablement programs, using a deep understanding of sales organizations to develop engaging content and sales communication capabilities

• Demonstrated operational rigor and project management experience working in fast-paced, high-growth environments

• Experience working with sales tools including Salesforce, Hubspot, ZoomInfo, LinkedIn Sales Navigator

• Excellent communication and influencing skills with the ability to empower people

• Experience building relationships and credibility with business leaders and executives

• 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!