Austen Tucker-Crowder

ActiveCampaign

AI Enablement and Transformation

Chicago, IL · 06/2025 – Present

• Coordinated full pivot from traditional marketing automation to autonomous AI-first marketing across three strategic pillars: Contextual AI, AI-First Marketing Campaigns, and AI Foundations & Data Intelligence
• Served as cross-pillar intelligence hub synthesizing insights to identify dependencies, risks, and acceleration opportunities
• Portfolio elevated to formal ePMO governance with ELT-level visibility and quarterly reviews
• Designed outcomes framework with mandatory success and failure criteria — pre-loading decisions so teams act on signals, not vibes
• Created "Worksites" — intensive one-day problem-solving sessions using board game prototyping principles; adopted for international rollout across Poland, Ireland, and Costa Rica
• Designed and ran 90-minute Cursor/IDE bootcamp for designers and product owners who had never written code — participants produced working artifacts in-session
• Built suite of 7+ Claude skills pulling from Google Calendar, Drive, Slack, Jira, and Airtable for daily briefings, executive digests, and meeting synthesis
• Built custom LLM-as-judge evaluation prompts in Langfuse to assess AI agent response quality
• Led cross-pillar effort to define north star metrics for AI transformation; consolidated disparate metrics into a unified framework
• Redesigned failing daily standup into cross-pillar tactical decision-making meeting with structured decision capture and ownership enforcement

Allstate

Senior Program Manager

Chicago, IL · 08/2023 – 02/2025

• Led cross-functional teams to deliver key initiatives across the Allstate Family of Companies
• Enhanced decision-making through robust metrics and streamlined project management tools
• 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%
• Redesigned workflows to double team velocity
• 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, generating $1.5B in locked loans
• Developed a measurement plan that streamlined app functionality and elevated user engagement

Chicago Housing Authority — Business Analyst & Scrum Master (2012–2015)

Technology Partnership Group — Business Analyst (2009–2012)

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

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

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

Tracking & Analysis: Google Analytics, Hotjar, Datadog, Grafana, Tableau

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

Methodologies: Paper Prototyping, Constructivism, Kolb's Experiential Learning, Think-Pair-Share, MoSCoW, Rose/Thorn/Bud, Spotify Squad Health Check

Wabash College — B.A. in English, Rhetoric, and Teacher Education, 2007

Certified Scrum Master (CSM) — 2011–Present