Jen Crichlow

Vice President of Product Operations

Product leader with expertise in AI/ML and Gen AI productization, driving enterprise-scale adoption of data science solutions and regulatory compliance across fintech, healthcare, and public sector environments.

Location: Chicago, IL

LinkedIn Profile

About Me

As a Product Leader and AI/ML Expert, I specialize in bridging the gap between complex technical capabilities and user-centric product experiences.

My approach combines rigorous data analysis with intuitive design thinking, allowing me to build scalable solutions that solve real-world problems.

  • 10+ Years of Product Leadership
  • AI/ML Specialized Expertise

Experience

Founder — Paidaze

Present

Founder of Paidaze - a loyalty wallet for the modern economy, reimagining how consumers earn and redeem rewards.

Vice President of Product Operations — SAVVI AI

September 2020 – September 2025

Founding team member leading company growth from Stealth through Series A. Directed product roadmap for AI/ML and Generative AI applications. Oversaw SOC 2 Type 1 & 2 certification. Achieved 2023 Finovate 'Best in Show Product' recognition.

Governor-Appointed AI SME — Illinois Gen AI and NLP Task Force

January 2024 – Present

Serving as a Subject Matter Expert for the state's task force on Generative AI and Natural Language Processing.

Consultant — Chicago Food Navigator

January 2021 – June 2022

Consulting role focused on food navigation systems in Chicago.

Assistant Vice President — Synchrony Financial Bank

March 2018 – September 2020

Promoted from mid-level PM to AVP; led AI/ML analytics programs and KPIs tracking for credit and underwriting products. Partnered with executives and IT leadership across workstreams.

Senior Project Manager — Dom & Tom (Agency)

June 2016 – February 2018

Supervised $2M+ enterprise budgets delivering digital and mobile platforms for clients including McDonald's, BCG, and the Women's Tennis Association.

Digital Media Manager — National Association of Charter School Authorizers

February 2015 – May 2016

Managed digital media initiatives and strategies.

Projects & Awards

Paidaze

Founder of Paidaze - a loyalty wallet for the modern economy, reimagining how consumers earn and redeem rewards.

Technologies: AI/Fintech, Big Data, Consumer Tech, Loyalty

Paidaze

Finovate Best in Show 2024

SAVVI AI wins Finovate 2024 Best of Show for SAVVI Sheets - revolutionizing how financial institutions access and analyze data.

Technologies: AI/Fintech, Product Innovation

Finovate Best in Show 2024

Finovate Best in Show 2023

Achieved recognition for AI-powered fintech innovation at SAVVI AI.

Technologies: AI/Fintech, Product Strategy

Finovate Best in Show 2023

Google for Startups Founders Fund

Received $150,000 grant and award from Mayor Brandon Johnson.

Technologies: Fundraising, Startup Growth

Google for Startups Founders Fund

Enterprise AI Adoption

Directed product roadmap for large-scale modeling (+5M records) and RAG applications.

Technologies: LLMs, RAG, Big Data

Skills

Leadership

  • Departmental Leadership
  • Stakeholder Relations
  • Product Strategy

Technical

  • AI/ML Productization
  • Gen AI & LLMs
  • Agentic Workflows
  • Cloud Services (AWS, GCP, Azure)

Governance

  • AI Governance
  • Model Lifecycle Management
  • SOC 2 Compliance

Let's Connect

Interested in collaboration or speaking opportunities?

I'm always open to discussing product strategy, AI/ML innovation, or potential collaborations. Let's connect on LinkedIn to start the conversation.

Connect With Me on LinkedIn