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VP, Employer Sales

• Remote:
USA Only

For other positions, some roles may be based outside of our Denver office (as stated in the Job Title). Roles based outside of our Denver office can sit in any of the following 26 states: AZ, CA, CO, CT, DC, FL, GA, ID, IL, KS, MA, MD, MI, MN, NC, NJ, NY, OR, PA, SC, TN, TX, UT, VA, WA, and WI. Please only apply if you are able to live and work full-time in one of the states listed above. State locations and specifics are subject to change as our hiring requirements shift.


At Guild, we uphold our Core Values in everything we do.  Our team emphasizes our Core Values in the following ways:

  • Nurture A Learner’s Mindset - using a combination of feedback and reflection to gain productive insight into personal strengths and development areas
  • Build Shared Success - building partnerships and working collaboratively with others to meet shared objectives
  • Be an Owner - holding self and others accountable to meet commitments
  • Create Belonging - recognizing the value that different perspectives and cultures bring to our company

Guild is hiring for a VP, Employer Sales to accelerate acquisition of new employer partners by working strategically alongside a team of Enterprise Account Executives to initiate conversations and close deals within our target Fortune 500 customers. In this role, you’ll continue to build out a team to cover our addressable market, increase deal velocity, and continuously refine the Guild value message for our prospective employer partners.

In particular, we’re looking for a sales leader who has a proven track record of success with both navigating high-touch complex deals in addition to managing enterprise sales teams responsible for doing so. In this role, you’ll have a unique and strategic opportunity to help set the direction that will allow us to multiply the impact our solutions have on our clients' employees.

As the VP, Employer Sales you will:

  • Oversee and work alongside a team of Enterprise Account Executives who are responsible for initiating and closing large and complex deals within our target account population (e.g. Fortune 500 employers)
  • Develop plans and strategies to aid in driving new business while also participating in client meetings
  • Play a strategic hand in territory planning, account assignments and overall deal planning execution
  • Refine and support repeatable sales processes that drive desired sales outcomes and identify improvements where and when required
  • Work closely with the Employer marketing team to establish successful and coordinated account based marketing activities that drive top of the funnel interest
  • Monitor client, market and competitor activity and provide feedback to leadership and other functional teams
  • Hire and continuously develop enterprise sellers who are mission aligned and consultative to our prospective employer partners

You are a strong fit for this role if you have:

  • Demonstrated experience selling and managing large-scale, complex enterprise deals within a b2b environment (bonus if you have sold to CHRO or in the HR space generally)
  • 2+ years of sales leadership experience managing a team of quota carrying account executives
  • Ability to work cross-functionally with various internal counterparts (e.g. Marketing teams, Solutions, Operations) to generate interest and increase deal close velocity
  • Expertise in developing, measuring and successfully rolling out sales strategies and processes
  • Experience in effectively rolling out territory plans and account assignments to ensure sales team is aligned for success
  • Excellent written and oral presentation, and strong story-telling skills with the ability to synthesize and react to a complex set of client asks
  • Comfort with operational excellence strategies for B2B style organizations, where high-touch, long-term relationships are essential to the business’ success
  • Something else? Wonderful, we’re curious to learn more about you!

We feel passionately about equal pay for equal work, and transparency in compensation is one vehicle to achieve that. Total compensation for this role is market driven, including a base salary range of $200,000- $237,500, significant commission compensation, as well as company stock options.


Guild is increasing economic mobility for working adults by partnering with the largest employers in the country to offer education as a benefit to their employees via our marketplace of nonprofit universities and education institutions. Guild’s proprietary technology platform facilitates the administration of this innovative benefit and our team of coaches helps each employee navigate the path back to school, providing individualized support from day one through program completion.

Guild is a female-led, Certified B Corporation - and with a valuation of $4.4 billion is one of the highest-valued, privately held education companies in the world, and the only one led by a woman. Guild's investors include Ken Chenault, General Catalyst Partners, chairman and former CEO of American Express, Emerson, and Iconiq.

Guild Education is an equal opportunity employer. We celebrate diversity and are committed to creating an inclusive environment for all employees. If you have a disability or special need that requires accommodation, please let your recruiter know. We currently offer the following benefits:

  • Access to low-cost, high-quality health care options through Cigna and Kaiser (due to coverage limitations, Kaiser is currently only available in CA & CO)
  • Access to a 401k to help save for the future
  • 15 days of PTO/vacation in the first year.  After your first year (or for Guilders in Director+ positions), you transition into an open vacation policy.
  • 8 days of fully-paid sick leave, to take the time to heal and or recover
  • Family-friendly benefits, including 12 weeks of parental leave for non-birthing parents and 18-20 weeks for birthing parents; 4-week ramp-up period for when employees return from a leave of 6 weeks or more; as well as employer-paid short-term and long-term disability, employer-sponsored life insurance, fertility and caregiving benefits.
  • Well-rounded wellness benefits including free and low cost mental health resources and financial wellbeing support services
  • Education benefits and tuition assistance to help your future development and growth

Guild requires COVID-19 vaccines for all employees and guests attending Guild events or entering Guild offices. As of February 1, 2022, we will be expanding our in-person vaccination requirement to include booster shots.  We will be using both Clear’s Digital Vaccine Card and state-sponsored vaccine passports to verify proof of vaccine. Accommodations or exceptions can be requested for medical or religious reasons.

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