Stef Hogan

Builder · Operator · Always in Motion

The Trail Log

The journey so far — one stop at a time.

Jun 2026 – Present

Slingshot

Product Lead

  • ◆Own product strategy and delivery for assigned clients
  • ◆Align business, engineering, compliance, and legal stakeholders from discovery through delivery
  • ◆Explore AI-enabled product and operational workflows to cut manual effort
Oct 2023 – May 2026

Skipify

Director of Engineering & Product Operations

  • ◆Led product & engineering operations across a multi-squad org, partnering with execs on operating models and planning
  • ◆Built product prioritization and intake frameworks linking customer and business needs to roadmap decisions
  • ◆Rebuilt Jira Cloud workflows across four teams — 30% faster cycle time
Oct 2022 – Oct 2023

Skipify

Engineering Operations Lead

  • ◆Partnered with CTO and CPO to implement prioritization and delivery framework
  • ◆Stabilized teams during periods of reorganization and growth
  • ◆Designed project and quality reporting metrics for predictability and transparency
Nov 2021 – Oct 2022

GoCart

Scrum and Delivery Lead

  • ◆Led GoCart's infrastructure migration to Skipify in under 90 days, ahead of schedule
  • ◆Acted as connective tissue between product and engineering
  • ◆Introduced agile delivery metrics and strengthened core delivery rituals
Jul 2020 – Nov 2021

84.51°

Lead Scrum Master

  • ◆Led large-scale software deprecation initiative — $11M in annual cost savings
  • ◆Improved engineering delivery predictability from ~60% to over 90%
  • ◆Contributed to org-wide shift from project-based to value stream–based execution
Dec 2019 – Jul 2020

Humana

Senior Scrum Master

  • ◆Reduced deployment cycle time from ~3 months to ~4 weeks
  • ◆Co-led quarterly PI planning for 8 product teams, aligning ~100 stakeholders
Jun 2018 – Dec 2019

SkuVault

Senior Engineering Manager / Sr Scrum Master

  • ◆Led multi-team shift to modern agile delivery practices
  • ◆Engineering Manager overseeing hiring, onboarding, and performance development
  • ◆Partnered with CTO and COO on engineering strategy and headcount planning
Oct 2015 – Jan 2018

Red e App

Scrum Master and QA Lead

  • ◆Supported distributed product and engineering teams across multiple initiatives
  • ◆Owned sprint planning, backlog management, and delivery tracking

The Workshop

Tools of the trade and projects on the workbench.

Skills on the Wall

Delivery systems
AI Product Operations
Cross-functional leadership
Operational strategy
AI program leadership
Engineering & product operations
Prioritization frameworks and team alignment
Organizational design
Community building (Vibe Code Night, Louisville builder network)

On the Workbench