Principal, Sales Enablement - Field Strategy

UKG (Ultimate Kronos Group)
Boston, MA

Why UKG:

At UKG, the work you do matters. The code you ship, the decisions you make, and the care you show a customer all add up to real impact. Today, tens of millions of workers start and end their days with our workforce operating platform. Helping people get paid, grow in their careers, and shape the future of their industries. That's what we do.

We never stop learning. We never stop challenging the norm. We push for better, and we celebrate the wins along the way. Here, you'll get flexibility that's real, benefits you can count on, and a team that succeeds together. Because at UKG, your work matters-and so do you.

The Principal, Sales Enablement - Field Strategy role is responsible for supporting and enhancing the performance of a specific selling team and provides a point of coordination for go-to-market leadership.

The position requires a deep understanding of selling, sales leadership, methodologies, processes, and selling tools. It also requires an understanding of how people learn and an ability to coach as needed to higher levels of efficiency and effectiveness. By focusing on both qualitative and quantitative factors, this role contributes significantly to the sales team's ability to know more, do more, and close more business.

The Sales Enablement Field-Facing Manager must be a partner to sales leadership and proactively watch leading indicators of success and failure. The role requires a high level of credibility with the selling team and a bias for actions to address challenges quickly and thoroughly.

This role reports to the Sales Enablement Leader.

Role and Responsibilities:

? Create and maintain an overall strategy and cadence for support of their assigned field selling teams

? Assess the unique enablement needs of each sales team and develop targeted strategies. Support the creation, development and delivery of unique content where appropriate but in coordination with other field-facing enablement leaders, and Product &. Industry Marketing.

? Ensure that common enablement needs are being addressed, scheduled, completed, measured, and optimized

? Monitor sales and sales leaders' effectiveness to ensure skills gaps are being addressed

? Provide direct coaching and mentoring to sales representatives and managers as needed

? Participate in sales leadership calls for planning and forecasting

? Collaborate with product, marketing, and the Sales Enablement Team to ensure alignment of messaging and go-to-market strategies

? Analyze sales performance data to identify areas for improvement and drive enablement initiatives for their assigned selling area

? Facilitate knowledge sharing and best practices across sales teams and within the Sales Enablement Team

? Stay current with industry trends and competitive landscape to inform enablement strategies

Required Skills and Experience:

  • 7+ years of experience in sales or sales enablement, preferably in a B2B software environment

  • 3+ years of proven ability to create, curate, develop, and facilitate high-quality learning and go-to-market content across instructor-led, virtual, and self-paced formats that engages audience, drives adoption, and delivers measurable results.

  • Strong understanding of various sales methodologies and best practices

  • Ability to build relationships and influence stakeholders at all levels

  • Data-driven approach to decision making and program development

  • Experience leveraging AI-driven tools and insights to enhance sales productivity, personalize enablement programs, and scale learning and coaching effectiveness

  • Bachelor's degree in Business, Marketing, or related field

Company Overview:

UKG is the Workforce Operating Platform that puts workforce understanding to work. With the world's largest collection of workforce insights, and people-first AI, our ability to reveal unseen ways to build trust, amplify productivity, and empower talent, is unmatched. It's this expertise that equips our customers with the intelligence to solve any challenge in any industry - because great organizations know their workforce is their competitive edge. Learn more at ukg.com.

Equal Opportunity Employer

UKG is an equal opportunity employer. We evaluate qualified applicants without regard to race, color, disability, religion, sex, age, national origin, veteran status, genetic information, and other legally protected categories.

View The EEO Know Your Rights poster ( KnowYourRights\ screen\ reader\10_20.pdf)

UKG participates in E-Verify. View the E-Verify posters here ( .

It is unlawful in Massachusetts to require or administer a lie detector test as a condition of employment or continued employment. An employer who violates this law shall be subject to criminal penalties and civil liability.

Disability Accommodation in the Application and Interview Process

For individuals with disabilities that need additional assistance at any point in the application and interview process, please email [email protected] .

The pay range for this position is $129,500.00 to $186,100.00 USD. The actual base pay offered may vary depending on skills, experience, job-related knowledge and work location. In addition to base pay, employees may be eligible to participate in a performance-based bonus plan and to receive restricted stock unit awards as part of total compensation. Learn more about UKG's benefits and rewards at

It is the policy of Ultimate Software to promote and assure equal employment opportunity for all current and prospective Peeps without regard to race, color, religion, sex, age, disability, marital status, familial status, sexual orientation, pregnancy, genetic information, gender identity, gender expression, national origin, ancestry, citizenship status, veteran status, and any other legally protected status entitled to protection under federal, state, or local anti-discrimination laws. This policy governs all matters related to recruitment, advertising, and initial selection of employment. It shall also apply to all other aspects of employment, including, but not limited to, compensation, promotion, demotion, transfer, lay-offs, terminations, leave of absence, and training opportunities.

Posted 2026-04-21

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