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Client Success Enablement Manager

Skai · Chicago, United States

Location
Chicago, United States
Employment
Full time
Level
Manager
Posted
27 October

About this role

Ready to take your career to the next level?

Skai is looking for the best and the brightest to join our family. We're proud of our industry-leading digital marketing software but we're even prouder of the people behind it. That's where you come in!

At Skai, we're evolving how our Client Success organization engages with customers; building a more proactive, consultative, and value-driven approach to customer relationships.

We're looking for a Client Success Enablement Manager to help bring this transformation to life.

In this role, you'll help design and deliver engaging learning experiences that equip our Client Success teams with the skills, knowledge, and confidence to succeed. You'll work closely with CS leadership and cross-functional partners to turn business priorities into practical training, resources, and development programs that make a real difference in how our teams engage with customers.

Reporting to the Director of Revenue & Client Enablement, this is an ideal opportunity for someone who has experience in Client Success and is ready to take greater ownership of programs, content, onboarding, and stakeholder relationships. You do not need to have done everything before. We are looking for someone with a bias to action who is data driven, curious, results-oriented, and has exceptional interpersonal and relationship-building skills.

What You’ll Do

  • Support the development and execution of global CS enablement programs focused on consultative discovery, value realization, strategic account management, executive engagement, retention, and growth.
  • Turn complex information into clear, practical, and engaging learning experiences, including live in-person and virtual training sessions, interactive workshops, role plays, and certifications.
  • Create and maintain customer-facing frameworks, talk tracks, meeting guides, account planning resources, coaching tools, and AI workflows that help reps engage customers more strategically.
  • Design, manage, and deliver CS onboarding programs, including role-based learning paths, practical application, and certification.
  • Partner with CS leadership to identify performance gaps, gather field insights, and translate business priorities into targeted enablement initiatives.
  • Help reinforce new behaviors after training through manager coaching resources, peer learning, call reviews, practice activities, and ongoing inspection.
  • Partner with Product Marketing to support the rollout of product launches, new capabilities, and go-to-market initiatives through training facilitation, communications, and seller resources.
  • Bring recommendations, identify opportunities to improve the learner experience and CS effectiveness, and communicate progress, risks, and decisions clearly.
  • Track program participation, content engagement, learner feedback, skill development, and other indicators of effectiveness. Use data and qualitative feedback to recommend improvements.
  • Bring recommendations, identify opportunities to improve the learner and seller experience, and communicate progress, risks, and decisions clearly.

Requirements

What We’re Looking For

  • Approximately 2 - 4 years of relevant professional experience, including experience in Customer Success, Customer Success Enablement, Learning & Development, Account Management, or a related field.
  • Experience in a B2B sales or customer-facing organization, preferably within SaaS, advertising technology, marketing technology, digital media, or another complex business.
  • AI curiosity and proficiency. Including being comfortable using AI to automate workflows, or building new AI workflows to improve sales processes.
  • Strong communication and facilitation skills, with the ability to make complex ideas easy to understand and deliver sessions that are interactive, relevant, and memorable.
  • Strong project management and organizational skills, with the ability to manage multiple workstreams and follow through on details.
  • A proactive mindset and willingness to take ownership.
  • Experience partnering across multiple stakeholders and cross-functional teams.
  • Ability to build trusted relationships and work effectively across functions, roles, and levels of seniority.
  • Intellectual curiosity and the ability to quickly learn new products, industries, systems, and commercial concepts.

Preferred, but not required

  • Prior experience in a customer-facing role, including Customer Success, Account Management, or Sales.
  • Exposure to consultative selling, value-based customer engagement, account planning, or customer success methodologies.
  • Experience with Salesforce, Clari, Highspot, learning management systems, or similar tools.
  • Familiarity with digital advertising, paid search, paid social, retail media, commerce media, or programmatic advertising.
  • Experience creating or maintaining training materials, onboarding resources, playbooks, or internal communications.
  • A clear and engaging communication style, with the ability to make difficult concepts approachable and bring energy to both virtual and in-person training.

The annual salary range for this position is $95,000-105,000. The actual salary will vary depending on the applicants experience, skills and abilities as well as internal equity and market data. This position is also eligible for additional quarterly bonus compensation through one of Skai’s highly attractive incentive plans, full details will be provided during the recruitment process.

We are hybrid for the long term - with a great home/ office work mix, passionate and diverse team members, and a vibrant company culture.

Equal Opportunity Employer

Skai, Inc. is an Equal Opportunity Employer. At Skai, we believe ensuring a diverse, equitable, and inclusive workplace is not just an ideal to strive for; it is right, necessary, and our responsibility as humans. Our full DE&I commitment and global framework can be viewed on our company website and are aligned to our core values. We strongly encourage and seek applications from women, people of color, and bilingual and bicultural individuals, as well as members of the lesbian, gay, bisexual, and transgender communities. Applicants shall not be discriminated against because of race, religion, sex, national origin, ethnicity, age, disability, political affiliation, sexual orientation, gender identity, color, marital status, medical condition including acquired immune deficiency syndrome (AIDS) and AIDS-related conditions, or any other protected status. Also pursuant to the San Francisco Fair Chance Ordinance, we encourage and will consider for employment qualified applicants with arrest and conviction records.

Applicants with Disabilities

Reasonable accommodation will be made so that qualified disabled applicants may participate in the application process. Please advise in writing of special needs at the time of application.

Skai is an E-Verify employer

As published by Skai. Applications are handled on their site.

Skills this posting mentions

Driving ResultsCustomer EngagementMarket Data

About Skai

Skai is the leading omnichannel platform for commerce media, enabling brands and agencies to connect data, insights, and execution across the world’s largest publishers and retailers. Built for the agentic era, Skai’s platform unifies planning, activation, measurement, and retail operations in a single integrated system. With its open architecture and AI capabilities, including commerce media agent Celeste AI and support for custom AI agents via its Model Context Protocol (MCP), Skai enables organizations to drive smarter decisions, greater efficiency, and improved performance across every channel. Trusted by over 8,000 brands and agencies, such as PepsiCo, Sanofi, Estée Lauder, Publicis, Tinuiti, and WPP, Skai integrates with more than 300 publishers and retail media networks, including Amazon Ads, Walmart Connect, Criteo, Google, Microsoft, Meta, and TikTok, and is headquartered in San Francisco with nine international offices. Skai uses the brand name Kenshoo Skai in the UK & Europe.

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