Jason SplaineStrategic Product & Program Leader
Driving impact at the intersection of business, tech, and people.

Hi, I'm Jason.
I'm a former consultant turned product builder, with a track record of leading cross-functional programs and delivering products that solve real problems. I thrive in ambiguous spaces, connecting business outcomes with technical execution, and helping teams move faster with clarity and alignment.
I've led large-scale technology transformation initiatives at PwC and HPE, and I've been hands-on in building startups like HiPop and MilestonePM. My passion is blending product strategy, operations, and AI-driven experimentation to create measurable, lasting impact.
If you're hiring, or know someone looking for a strategic product and program leader who can bridge business goals with technical execution, I'd love to connect. Feel free to reach out directly or share my profile with your network.
Technical Program Manager (TPM)
PwC Consulting – M&A Deals IT Team · San Francisco, CA & Boston, MA
May 2022 — Feb 2025
Led $10M+ global transformation programs across ERP (SAP, D365) and enterprise systems. Primary technical PoC aligning 100+ stakeholders; drove integration planning, UAT, and deployment readiness across continents.
Senior Technical Management Consultant
Hewlett Packard Enterprise · Boston, MA
Jun 2018 — Aug 2020
Supported cloud migration programs to AWS and Azure: readiness assessments, capacity planning, and roadmaps. Built TCO/ROI models and facilitated strategy workshops to align business and technical teams.
Operations Analyst
Hewlett Packard Enterprise · Boston, MA
Oct 2016 — May 2018
Enabled global consulting operations with data modeling and delivery planning. Built tooling for resource forecasting and program alignment; led internal kickoffs for professional services delivery.
Babson College, F.W. Olin Graduate School of Business
Master of Business Administration (MBA)
President’s Scholarship Award Winner • Summa Cum Laude
Concentrations: Global Strategic Management & Entrepreneurship
May 2022
May 2022
Boston University, Questrom School of Business
Bachelor of Science in Business Administration
Operations & Technology Management • Magna Cum Laude
January 2017
January 2017
What I've been building

HiPop.ai
Tech support for aging parents — by text.
Built an SMS-based AI assistant that helps older adults navigate technology with ease.

MilestonePM.ai
Practice product management — for real.
Created an AI-powered PM simulator with realistic challenges and feedback.

ComparableHQ
Compare anything — instantly.
Designed a structured AI-powered comparison tool for smart decisions.
While you're here…
The stakeholders are restless, dependencies are piling up — and only your aim can save the program.
Skill Blaster
←/→ or A/D to move, click to shoot
Certifications
Domains / Expertise
Platforms & Tools
Methods & Approaches
Let's build something great
- • Lead complex, high-stakes programs that drive real change
- • Bridge business and technical teams to deliver with clarity and speed
- • Build products that solve real problems and delight users
Whether you're exploring new product opportunities, need a program leader for a high-impact initiative, or simply think my background could be a fit for your team, I'm always open to a conversation.