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Associate Customer Success Enablement Manager

Okta · Chicago, IL · Customer First Enablement-116

Posted Sep 30, 2026 · We last checked this listing on Oct 6, 2026

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Likely interview questions for this role

Written from this job description, not a generic list. Each one notes what the interviewer is really checking.

About your past

Tell me about a training or enablement program you built from scratch. How did you know it worked?

What they are checking: Whether they measure enablement by changes in field behavior rather than by attendance or completion.

Tell me about a time someone pushed back on content you created. How did you respond?

What they are checking: Openness to feedback and whether they iterate without getting defensive.

How do you stay organized when you are supporting several enablement projects with different owners and deadlines?

What they are checking: Self-management as an associate who must keep work moving with limited supervision.

What would you do

The Scaled CS team says they need training on a new product feature next week. How would you scope something useful in that time?

What they are checking: Ability to deliver fast, focused enablement for a fast-growing internal customer without overbuilding.

How would you decide which of several competing field requests the Customer First Enablement team should tackle first?

What they are checking: Prioritization tied to business impact, since the role helps prioritize enablement programs.

After a new program launches, CSMs still are not using the playbook. What would you do?

What they are checking: Diagnosing adoption problems by talking to users rather than assuming they need more training.

What do you know about Okta's customers, and how would you learn enough about identity to train people who talk to them?

What they are checking: Curiosity and a realistic plan for learning a technical domain before teaching it.

About the work

What is different about enabling a scaled customer success team versus account managers with a handful of large customers?

What they are checking: Understanding that scaled CS relies on repeatable plays, tooling and digital motions rather than relationship depth.

Describe how you would work with a product team to turn a technical release into something a CSM can explain in two minutes.

What they are checking: Translating product detail into customer-ready language while working across teams they do not control.

What formats would you use for enablement, and how do you decide between a live session, a recording or a one-page guide?

What they are checking: Instructional design judgment that fits format to the audience's time and the content's shelf life.

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The full job description

As published by Okta.

Secure Every Identity, from AI to Human Identity is the key to unlocking the potential of AI. Okta secures AI by building the trusted, neutral infrastructure that enables organizations to safely embrace this new era. This work requires a relentless drive to solve complex challenges with real-world stakes. We are looking for builders and owners who operate with speed and urgency and execute with excellence. This is an opportunity to do career-defining work. We're all in on this mission. If you are too, let's talk. Position Description: We are looking for a self-motivated Associate Customer Success Enablement Manager to join Okta’s Customer First Enablement team. In this role, you will become the enablement advocate for our Scaled CS (Customer Success) organization - a fast growing function within customer success that drives value for a significant portion of our customer base. The Associate Enablement Manager will interact and collaborate across cross-functional teams including other enablement managers, product teams, and content development. This role will participate in other day-to-day Customer First Enablement activities including prioritization of enablement programs and solutioning field requests from our scaled CS internal customer. As an Associate Enablement Manager you will be responsible for identifying, creating and delivering enablement and training programs and optimization to our Scaled CS organization from onboarding and cross-skilling to everboarding.  Responsibilities:  • Successfully identify and communicate scaled CS organizational perspective and technical and role readiness. • Understand the day-to-day of a scaled CS professional to suggest and execute new and innovative ideas/programs to your leadership team and primary stakeholder - scaled CS leadership. • Communicate effectively and often to ensure all stakeholders are aligned and view the CS scaled enablement program as a force multiplier.  • Equip Okta customer success scale teams with the necessary product knowledge, skills, and processes to effectively drive customer conversations and increase adoption within our customer accounts. • Take a data-driven and analytical approach to deciding on future initiatives, as well as performance management to quantify the impact of existing programs. • Partner with other enablement staff in designing, creating and delivering enablement programs. • Continuously engage with scaled CS team members to validate and collaborate on requirements and program results. • Proactively seeks input and content from scaled CS teams to aid in the curation of enablement programs. • Identify and communicate potential efficiencies and enhancements. • Lead discovery sessions with business leaders to build and refine requirements. Requirements:  • The single most important characteristic we are looking for is showing initiative. Be prepared to share previous examples or articulate suggestions for what you might bring to this role. • Charismatic, great presence, and ability to prioritize and manage multiple programs. • Ability to understand the needs of your unique audience and deliver engaging experiences. • Ability to deliver results in a fast-moving, highly matrixed environment. • Deep understanding of customer success and enablement strategies. • Demonstrable communication skills, specifically presentation skills and strong executive presence.  Desired Skills and Experience:  • 5+ years of Customer Success experience or similar role in a post sales organization.  • 5+ years of enablement experience in the software industry.  • Technical proficiency provides added credibility such as holding a current Okta certification. • Experience using Gainisight, or similar tools, is a plus. • Ability to learn and grasp technical concepts, Industry and product knowledge is a plus. • 1-2 years of xDR experience or experience in a similar role is a plus. • Strong problem solving, priority setting, facilitation, multi-tasking, analytical, and collaboration skills. • Ability to work independently, multi-task optimally and thrive in a fast-paced, dynamic environment with general direction and guidance. • Strong interpersonal skills and capable of building positive relationships across multiple teams and time zones. • Occasional domestic travel required. • MUST be located within 50 miles of Chicago. Okta is an Equal Opportunity Employer. #LI-Remote P22825 Below is the annual base salary range for candidates located in California (excluding San Francisco Bay Area), Colorado, Illinois, New York and Washington. Your actual base salary will depend on factors such as your skills, qualifications, experience, and work location. In addition, Okta offers equity (where applicable), bonus, and benefits, including health, dental and vision insurance, 401(k), flexible spending account, and paid leave (including PTO and parental leave) in accordance with our applicable plans and policies. To learn more about our Total Rewards program please visit: https://rewards.okta.com/us .    The annual base salary range for this position for candidates located in California (excluding San Francisco Bay Area), Colorado, Illinois, New York, and Washington is between: $99,000 — $136,400 USD The Okta Experience • Supporting Your Well-Being   • Driving Social Impact  • Developing Talent and Fostering Connection + Community We are intentional about connection. Our global community, spanning over 20 offices worldwide, is united by a drive to innovate. Your journey begins with an immersive, in-person onboarding experience designed to accelerate your impact and connect you to our mission and team from day one. Okta is an Equal Opportunity Employer. All qualified applicants will receive consideration for employment without regard to race, color, religion, sex, sexual orientation, gender identity, national origin, ancestry, marital status, age, physical or mental disability, or status as a protected veteran. We also consider for employment qualified applicants with arrest and convictions records, consistent with applicable laws. If reasonable accommodation is needed to complete any part of the job application, interview process, or onboarding please  use this Form to request an accommodation. Notice for New York City Applicants & Employees: Okta may use Automated Employment Decision Tools (AEDT), as defined by New York City Local Law 144, that use artificial intelligence, machine learning, or other automated processes to assist in our recruitment and hiring process. In accordance with NYC Local Law 144, if you are an applicant or employee residing in New York City, please  click here to view our full NYC AEDT Notice.

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