AI Enablement Lead

Upside
Austin, Chicago, District of Columbia
Workplace: HybridFull timeUSD 200,000 - 220,000 annuallyFunction: Data Science & Machine LearningExperience: 5-8 yearsSkills: ["Written communication","Verbal communication","Prioritization","Spec writing","Strategic thinking"]

Own the end-to-end roadmap for Ascent, a shared AI infrastructure layer spanning the Software Factory (engineering) and Enterprise Track (company-wide enablement). Translate a fast-moving, still-evolving platform into prioritized sequencing, clear specs, and decisions that drive measurable business value. Partner closely with dedicated engineering teams across both programs, build a feedback loop from usage to impact, and communicate progress to non-technical stakeholders.

Loading

Loading job details...

Preparing the role view and application actions.

FursaFursa
Upside
Upside
1 day ago

AI Enablement Lead

✓ Verified Job

Canonical indexed version, validated from employer's careers page.

Source: Company careers pageValidated by: Fursa AI
Last checked: 12 hours agoStatus: Live

Job Summary

Own the end-to-end roadmap for Ascent, a shared AI infrastructure layer spanning the Software Factory (engineering) and Enterprise Track (company-wide enablement). Translate a fast-moving, still-evolving platform into prioritized sequencing, clear specs, and decisions that drive measurable business value. Partner closely with dedicated engineering teams across both programs, build a feedback loop from usage to impact, and communicate progress to non-technical stakeholders.
Location: Austin, Chicago, District of Columbia
Workplace: Hybrid
Employment Type: Full time
Job Function: Data Science & Machine Learning
Seniority: Mid level

Key Responsibilities

  • •Own and maintain the Ascent roadmap across Software Factory and the Enterprise Track, including sequencing and trade-off decisions.
  • •Drive initiatives to close the Enterprise Track maturity gap across connected systems, Upside-native knowledge, marketplace skills, learning/insight, automation, and safe AI building.
  • •Build the feedback loop linking usage and AI spend/skill activity to business value, using instrumentation and reporting.
  • •Write clear, code-based, engineering-executable specs and requirements so teams can execute without you in the room.
  • •Represent Ascent to stakeholders outside RISE and stay hands-on with the evolving AI coding/agent tooling landscape.

Pay and Benefits

Salary: USD 200,000 - 220,000 annually
Equity and Bonus:Equity
Perks:Health InsuranceDentalVision401kEquityParental LeavePaid LeaveLearning Budget

Key Requirements

  • •5-8 years leading platform-level initiatives or 0-to-1 efforts from ambiguity to a working roadmap.
  • •Deep, hands-on experience building with AI coding agents and AI dev tooling, with strong product judgment from real friction.
  • •Ability to build code-based prototypes using AI coding agents to distinguish capability gaps from skill issues.
  • •Proven ability to write specs and drive prioritization across a technical program without direct authority.
  • •Strong written and verbal communication for audiences ranging from engineers to executives.
Experience:5-8 yearsAI coding agentsAI dev tooling
Skills:Written communicationVerbal communicationPrioritizationSpec writingStrategic thinking
Tech Stack:Claude EnterpriseAI coding agentsSalesforce

Company Brief

Upside
Operates a consumer cashback and rewards platform that offers drivers and shoppers rebates on fuel, groceries, and dining by partnering with merchants and payment networks to deliver targeted offers and payments-driven incentives.
Industry: Payments
Company Size: Large (251 to 1,000 employees)
Growth: Scaleup
Headquarters: Washington, D.C., United States
WebsiteLinkedIn