Regional Vice President, Sales

Chicago, IL, US

Job Description / Skills Required

The Regional Vice President, Sales will be a key member of the executive sales leadership team for Groupon’s Local North American Business. The sales team spans over 500 people and $2B in annual revenue.

Specifically, this individual will be responsible for leading Groupon Sales University (GSU) across our Chicago and Phoenix sites, executing Groupon’s strategic vision, creating quarterly roadmaps, and ensuring all operations and strategies are implemented successfully and on time. GSU is best in class sales program for Business Development professionals in the first 1-2 years of their tenure at Groupon.

The position is well suited to a candidate with management and sales experience, who is looking to make an impact at a large and growing company. The role will allow the successful candidate the opportunity to leverage their proven sales leadership and coach and develop a team from entry level to strategic sales. Opportunity and desire to grow is key as the RVP is to progress into a sales role with greater scope and increased P&L.


Lead Groupon Sales University: Motivate and lead our company’s Onboarding Sales Program, which consists of a team of 2 Regional Sales Directors, 15 Divisional Sales Leaders and a Salesforce of 150 based in Chicago and Phoenix, to meet and exceed regional sales goals

Sales team engagement: There are two consumers for this role, the merchants and the sales team. It’s critical that this individual becomes a trusted advisor to the sales team, and can seek out ideas, test the feasibility of potential solutions, while delivering value to the merchants running on the Groupon platform

Streamline sales operations: Create a sales playbook and roadmap to prioritize and allocate resources to increase results within Groupon Sales University while reducing empty calories

Implementation: It’s not enough for this person to design the perfect strategy roadmap. This leader will see projects through, meaning creation of working with all stakeholders to deliver projects on time and above quality expectations, ensure adoption and value from implemented solutions, and then the ability to refine where appropriate.

Developer of people: As a manager of managers, this leader will work through direct reports and frontline managers to develop, train, and mentor a salesforce on all sales aspects including pipeline management, people management, and sales skills.

Effective communicator: This leader will ensure the GSU Salesforce receives all relevant and necessary information for sales representatives and leaders to carry out Groupon’s vision, including any updates or changes to current sales processes

Cross-functional alignment: This leader will align and collaborate with finance, product, operations, HR, and a variety of other internal orgs in order to successfully execute comprehensive strategies and roadmaps.

Product leadership: Groupon is a tech company, and as such many of the strategies we implement require improvements to the merchant product suite, or internal changes to sales rep tools. This role will provide product with data-driven feedback from merchants and sales representatives to optimize company-wide best practice-sharing, and influence product development parameters and decisions


Bachelor Degree, MBA preferred but not required

10+ years of B2B sales management experience, inclusive of 3+ years in a “manager of manager role”

Track record of mentoring, developing, and motivating both managers and salespeople

Evidence of successfully leading others to meet and exceed measurable sales and revenue goals

Effective oral and written communication skills, and ability to articulate business value

Experience developing, implementing, and evolving a sales process as new products and services are introduced

Demonstrated levels of dedication, prioritization, and ownership required to succeed at start-up speed

Experience managing a large sales organization multiple with managers and 50+ sales professionals

Extreme comfort in ambiguous situations

Position is based in Chicago, with some travel required

Specific soft skills in the successful candidate will be as follows:

A charismatic leader who has the ability to get large groups of people to follow them
An amazing collaborator and team player who works well cross-functionally

An intellectually curious mind who is always looking for a better way of doing things

A relentless competitor who will stop at nothing to meet objectives and be the very best

Groupon provides a global marketplace where people can buy just about anything, anywhere, anytime. We’re enabling real-time commerce across an expanding range of categories including local businesses, travel destinations, consumer products, and live or lively events. At the same time, we are providing advertising options and tools that merchants can use to grow and manage their businesses. Culturally, we believe that great people make great companies and that starting with the customer and working backward moves us forward. Community matters to us on an internal, local and global scale—it’s fundamental to our company’s growth and to the well-being of the world at large. We also value self-awareness, candor, lunch and WiFi. If we match with you, please apply to join us.