Austen Tucker-Crowder

Hands-On AI Builder | Product & Program Leadership

Chicago, IL

Summary

I build useful AI systems, backed by 16+ years delivering customer-focused software through program ownership, agile coaching, and hands-on building. AI lets me take more of the work directly from prototype to working system. I bring product judgment, measurable goals, evaluation, and handoff discipline to the things I build.

Selected AI Builds

Bunch

Built a continuity tool with web and MCP interfaces sharing typed contracts and transactional rules. Added owner-scoped records, version checks, retry safety, audit events, and AI spend controls. Source and a fictional-data demo are publicly inspectable.

Read the technical tour

Job-search cockpit

Built a private workspace that assembles application drafts from exact, reviewed claims. Added verified-posting requirements, version history, bounded AI spend, and submission receipts; the MCP API has no employer-submit endpoint.

Read the case study

Experience

ActiveCampaign

Senior Program Owner | AI Enablement & Transformation

Chicago, IL · 06/2025–09/2026

  • Helped raise agentic-coding adoption from roughly 2% to 43% of merge requests; adoption was still climbing at departure
  • Led Devin adoption with goals and KPIs, using a game to communicate the operating model
  • Led a March 2026 roadshow for product managers across three continents, introducing Cursor and agentic AI; attendees began producing prototypes afterward
  • Built Wavelength, an MCP-enabled operating artifact containing tasks, RAID-log items, and program state
  • Coordinated cross-pillar AI transformation work, including outcomes and north-star metrics that supported ePMO governance and executive review
  • Built Claude skills and Langfuse evaluation prompts that supported daily operations and assessment of AI-agent response quality
Read the AI enablement case study

Allstate

Senior Program Manager

Chicago, IL · 08/2023 – 02/2025

  • Led cross-functional teams to deliver key initiatives across the Allstate Family of Companies
  • Championed agile practices and AI adoption by co-designing an AI training curriculum for the product department

Arity

Senior Scrum Master & Agile Coach

Chicago, IL · 06/2020 – 08/2023

  • Slashed planning time by 50% for quarterly planning for 50+ engineers
  • Mentored Scrum Masters, enabling three promotions and strengthening agile alignment within the org

WorkTango

Senior Scrum Master & Head of Agile PMO

Chicago, IL · 01/2019 – 06/2020

  • Spearheaded agile transformation during a merger, boosting feature delivery throughput by 400%
  • Built a mentorship program within the technology organization to nurture future leaders

Guaranteed Rate

Scrum Master & Project Lead

Chicago, IL · 11/2015 – 12/2018

  • Rescoped a delayed initiative to deliver an MVP in two months, cutting production time by 75%
  • Acted as product owner for a data-mining tool associated with $1.5B in locked loan volume

Earlier Experience

  • Chicago Housing Authority — Business Analyst & Scrum Master (2012–2015)
  • Technology Partnership Group — Business Analyst (2009–2012)

Tools & Skills

AI & Automation: Claude Code, Cursor.ai, Langfuse, Glean, Agentic Development, LLM Evaluation, MCP Development, Claude Skills Development

Development: Next.js, React, Node.js, Python, Express, Bootstrap, Postgres, Amazon Lambdas

Facilitation & PM: Jira, Digital.ai, Confluence, Airtable, Trello, Mural, Remote/Hybrid Facilitation, Offshore Coordination

Communication: Video, Audio, and Graphic Production, Training Production, Professional Writing, Accessibility-First Design

Education & Certifications

  • Wabash College — B.A. in English, Rhetoric, and Teacher Education, 2007
  • Certified Scrum Master (CSM) — 2011–Present

Community & Volunteer Work

Midwest FurFest

Operations Volunteer

Chicago, IL

Staff role at a registered 501(c)(3) running a 15,000-attendee annual conference. Volunteer coordination, on-site operations, and logistics at scale under a hard, immovable deadline.

Discuss a hands-on AI role

Seeking hands-on AI work: rapid prototyping, useful systems, and the judgment to get from experiment to something a team can own.