TROY J. GROSS
Learning Transformation & Experience Evangelist
hi at troy dot fyi  |  troy.fyi  |  linkedin.com/in/troyjeremy
Chicago, IL USA  |  Open: full-time or contract  |  Travel: yes
Democratizing digital transformation consulting. Having come up in the Big 4, I bring an understanding of diverse companies, cultures, and strategies — helping clients explore new technology, extend existing functionality, and maximize ROI. My focus is streamlining the user journey through knowledge transfer, learning, onboarding & skills development, keeping clients, customers & employees engaged, enlightened & retained. 20+ years designing enterprise learning ecosystems for Fortune 100 companies. Impacted 90M+ learners through 150M+ pieces of engaging content. Open to full-time or contract; prefer Chicagoland; available to travel.
Professional Experience
KPMG2020 – 2023
Sr. Manager — HR IT Portfolio & UX Evangelist
  • Led multi-million-dollar SaaS HR portfolios — compensation, performance, recognition, rewards, learning & digital adoption
  • Directed XFN teams of 10–20 PMs, devs & SMEs; improved user satisfaction +40% by redesigning ServiceNow learning journeys
  • Applied ADDIE & adult learning principles to build role-based curricula, learning plans & performance support tools
  • Automated reporting pipelines; removed project roadblocks across 5+ concurrent workstreams
troy.fyi LLC2018 – Present
Principal Consultant — Digital Transformation & UX Evangelist
  • End-to-end learning transformation for Disney, Hilton, AmEx, TVA — ILT, VILT, eLearning, gamification, AR/VR, comic books, tabletop games & LEGO builds
  • Translated workforce needs into ADDIE-driven training, assessments, scenarios & simulations with measurable outcomes
  • Drove adoption through HCD workshops, user journey mapping & WalkMe DAP integration; sustained 90-day retention
Thought Industries2019 – 2020
Director of Solutions Architecture
  • Built collaborative SA process across sales, pre-sales, product, dev & customer success
  • Designed custom RFI/RFP/SOW frameworks; shortened proposal cycles
Deloitte2015 – 2019
Manager / Specialist Master — Learning Solutions
  • Managed 5 full-lifecycle learning projects from pre-sales through global rollout — LNA, persona eLearning, gamified content
  • Led digital transformation projects up to $1.5M; mentored consultants on ID & facilitation
PricewaterhouseCoopers (PwC)2010 – 2015
Senior Consultant — HR ERP & Learning Solutions
  • Led 8+ learning technology projects with $1M+ clients — audits, vendor selections, implementations & training delivery
  • Delivered Train-the-Trainer in global distributed models; built governance & strategic readiness roadmaps
Early Career  2000 – 2011
  • Novon Consulting — Sr. Consultant, Financial Services Change & Training (2009–2011)
  • GNC Consulting Group — Sr. Consultant, Learning Services (2007–2009)
  • Ameriprise Financial — Lead BSA, PeopleSoft LMS Admin (2003–2007)
  • American Express Financial Advisors — Business Systems Analyst (2000–2003)
Core Skills & Platforms
Instructional DesignADDIEAdult Learning ILT / VILTeLearningGamification UX / HCDFigmaAdobe CC Change ManagementPortfolio MgmtAgile / Scrum KPIs / DDDMGen AI / LLMsAR / VR 3D PrintingHTML5 / CSSSQL
LMS / LXP Platforms
Cornerstone OnDemandSAP SuccessFactors Workday LearningDegreed / EdCast Thought IndustriesOracle Taleo WalkMe DAPServiceNowPeopleSoft HCM Articulate 360Totara
Notable Clients
KPMG · Deloitte · PwC  |  Disney · Hilton · Hyatt  |  American Express · Capital One · Wells Fargo  |  Anadarko · Talen · TVA · Devon Energy · Southern Companies
Education & Certifications
B.A. Visual Communications & Graphic Design — Brown College, Minneapolis MN, 2004
Project Management — University of St. Thomas, Minneapolis MN
Certifications: Cornerstone LMS · SuccessFactors SAP · Oracle Cloud · PeopleSoft HCM · Thought Industries · Agile Coach · Scrum Master · Six Sigma