Stefanie Hogan

Strategic Product Delivery | Team Optimization | Program Leadership

linkedin.com/in/stefanie-hogan

Strategic, people-first leader with 10+ years of experience bridging engineering, product, and operations. Known for driving alignment, unblocking teams, and delivering high-impact software at scale. A proven builder of frameworks, teams, and momentum, especially in high-growth, fast-paced startup environments. Whether guiding strategic planning or rolling up sleeves to fix delivery issues, I bring structure, calm, and outcomes.

Core Competencies

✅ Engineering Operations

Engineering Tooling and Automation | Task and Delivery Tracking | Budget and Spend Analysis | Vendor Management | Resourcing and Capacity Planning

✅ Program & Project Management

Crossfunctional Initiative Leadership | Process Optimization | KPI Monitoring & Reporting | Risk Mitigation | Change Readiness & Management | Agile Methodologies

✅ Leadership & Collaboration

Stakeholder Engagement | Resource Optimization | Conflict Resolution | Team Building & Coaching | Strategic Planning & OKRs | Engineering & Product Alignment

Professional Experience

Director of Engineering & Product Operations

Oct 2023 – Present

Skipify | San Francisco, CA

  • Played a key leadership role during two company-wide reductions in force; led planning efforts, helped re-organize remaining teams, and facilitated clear communication to maintain focus and morale.
  • Designed and led full JIRA Cloud migration, cutting cycle time by 30% through improved workflows and visibility.
  • Implemented a product prioritization framework that aligned team workstreams with executive goals, boosting strategic delivery outcomes.
  • Created hiring, onboarding, and interview processes across engineering roles; cut time-to-productivity by 50%.
  • Actively involved in executive-level projects, delivering multiple strategic initiatives ahead of schedule.
  • Facilitated org-wide continuous improvement initiatives, shaping ways of working across teams.

Engineering Operations Lead

Oct 2022 – Oct 2023

Skipify | San Francisco, CA

  • Lead Agile delivery coaching across 5 teams.
  • Partnered with CTO and CPO to define engineering and product operating models post-acquisition.
  • Provided rotational delivery leadership across teams, improving predictability and on-time delivery.
  • Supported org integration efforts, improving team cohesion and retaining top talent during transition.
  • Conducted 1:1 coaching with engineers and PMs, contributing to increased engagement and retention.

Senior Scrum Master

Nov 2021 – Oct 2022

GoCart | Denver, CO

  • Led GoCart's infrastructure migration to Skipify in under 90 days.
  • Scrum master across 5 squads; introduced metric tracking and agile improvements to boost team velocity.
  • Collaborated with product teams to define and prioritize features.

Senior Agile Delivery Lead

July 2020 – Nov 2021

84.51 | Cincinnati, OH

  • Led $11M software deprecation program, reducing tech debt and operating costs.
  • Increased delivery predictability from 60% to over 90%.
  • Mentored scrum masters and led org-wide agile/product town halls.
  • Helped implement value stream model across the org.

Senior Scrum Master

Dec 2019 – July 2020

Humana | Louisville, KY

  • Reduced deployment cycle time from 3 months to 4 weeks via continuous delivery implementation.
  • Co-led quarterly PI planning for 8 teams (~100 participants).
  • Facilitated scrum ceremonies and maintained agile standards across 3 teams.

Senior Scrum Master/Engineering Manager

Jan 2018 – Dec 2019

SkuVault | Louisville, KY

  • Led the transition from Waterfall to Agile development methodologies, spearheading the adoption of Agile frameworks and ensuring a seamless transformation across three teams.
  • Designed and delivered training for product owners and business analysts on Agile principles, establishing standardized structures for user stories and enhancing development efficiency.
  • Collaborated with the CTO and COO to develop a comprehensive 5-year business strategy, including a detailed hiring roadmap for engineering and product teams to support long-term growth.

Certifications & Education

  • Advanced Certified Scrum Master (Scrum Alliance)
  • ICAgile Certified Professional - Agile Coaching
  • Six Sigma Lean Practitioner
  • Master's in Sport Administration – University of Louisville
  • Bachelor's in Liberal Arts & Physical Education – Hanover College