Sr. Director, Technical Development and Delivery (AI)

TL;DR

Sr. Director, Technical Development and Delivery (AI): Creating and leading an AI-driven technical enablement content strategy and functional delivery for pre-sales, partner, and onboarding teams with an accent on elevating technical fluency across the CRO organization. Focus on designing tiered technical fluency frameworks, implementing AI-native enablement tooling, and optimizing content for AI discoverability.

Location: Hybrid - Onsite 2 days per week in Chicago, IL or San Francisco, CA

Salary: $206,000 — $350,900 USD

Company

Okta is a leading identity and security company building trusted, neutral infrastructure that enables organizations to safely embrace the AI era.

What you will do

• Lead and grow a team of technical enablement professionals, setting strategic priorities aligned with company revenue and business outcomes.
• Develop and scale enablement programs purpose-built for Sales Engineers and External Partners to accelerate technical outcomes.
• Design tiered technical fluency frameworks and certification programs for all customer-facing roles in the CRO organization.
• Own the strategy and quality bar for revenue-facing content, ensuring optimization for AI discoverability and use.
• Evaluate and implement AI-native enablement tools to drive efficiency and stay ahead of market trends in enterprise security.
• Collaborate with Product and Engineering to translate platform capabilities into field-ready training and certifications.

Requirements

• 12+ years of experience in sales/field enablement or product marketing, with at least 5 years in a senior leadership role.
• Proven track record of managing multi-functional teams and serving as a strategic partner to CRO or VP-level leaders.
• Deep fluency in identity and access management (IAM), compliance, and threat detection.
• Strong expertise in AI tools and a clear perspective on embedding AI into field productivity programs.
• Hands-on experience with enablement platforms (Highspot, Seismic) and revenue tools (Salesforce, Gong).
• Familiarity with sales methodologies such as MEDDPICC, Command of the Message, or Challenger Sale.

Culture & Benefits

• Comprehensive health, dental, and vision insurance.
• 401(k) and flexible spending account.
• Paid leave, including PTO and parental leave.
• Immersive in-person onboarding experience to accelerate impact.
• Access to a global community spanning over 20 offices worldwide.