AI Enablement Lead

Upside

. Own Ascent’s roadmap end to end across the Software Factory and Enterprise Track .

Posted 9/20/2026full-timeUnited StatesSenior💰 $200,000 - $220,000 per yearWebsite

Core Competencies

Role fit

Core Competencies

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Demonstrates expertise in AI Coding Agents and Development Tooling, with a strong ability to write specifications and prioritize technical programs. Proven experience in leading platform-level initiatives and collaborating across teams to drive product roadmaps and capabilities.

Highest-signal resume keywords

AI Coding AgentsProduct ManagementTechnical Program PrioritizationSpecification WritingCross-Team Collaboration

ATS Keywords

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Applicant Tracking System Keywords

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Hard Skills

AI Development ToolingRoadmap DevelopmentPrototype DevelopmentTechnical Specification WritingProgram Management

Soft Skills

Strong Written CommunicationStrong Verbal CommunicationStakeholder RepresentationFirst-Hire Mindset

Industry Keywords

Internal PlatformsDeveloper Experience ToolingAI-Enablement ProductsAdoption/Enablement MotionsScaling Tech Company

About the role

Key responsibilities & impact

Own Ascent’s roadmap end to end across the Software Factory and Enterprise Track
Prioritize and sequence shared infrastructure and program-specific investments
Drive the roadmap to close the Enterprise Track’s maturity gap across connected, Upside-native, marketplace, gets smarter, automate, and build capabilities
Build the feedback loop connecting instrumentation, reporting, AI spend, skill usage, and business value
Partner with Ascent engineering teams as a product owner, owning roadmap, specifications, and prioritization while teams own technical execution and design
Write specifications and requirements that engineering teams can execute independently
Track and report Ascent’s maturity across core capabilities
Represent Ascent to stakeholders outside RISE and explain its capabilities and roadmap to non-technical audiences
Stay current and hands-on with AI coding and agent tooling

Requirements

What you’ll need

5-8 years leading platform-level or 0-to-1 initiatives from ambiguity to a working roadmap
Deep, hands-on personal experience building with AI coding agents and AI development tooling
Comfort building working, code-based prototypes using AI coding agents
Ability to write specs and drive prioritization across a technical program without direct authority
Strong written and verbal communication
A “first-hire” mindset
Experience specifically in AI/developer-tools product management, internal platforms, developer experience tooling, or AI-enablement products is a strong plus
Experience partnering across teams at different levels of technical and organizational maturity is a strong plus
Familiarity with adoption/enablement motions, including rollout, communications, and training, is a strong plus
Background in a scaling tech company where the role’s function was still being defined is a strong plus

Benefits

Comp & perks

Equity (ISOs)
Medical, dental, and vision coverage starting on Day 1
401(k) program
Family planning programs
Paid parental leave
Physical fitness and wellness memberships
Emotional and mental health support programs
Unlimited PTO
10 paid federal holidays
Annual, week-long Winter Break
Flexible work environment
Lunch reimbursement for in-office employees
Employee Resource Groups
Learning and Development stipend
Transparent culture
Amazing mission