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OLU Durojaiye

Program Manager
UX Designer Mindset
Senior Product Owner
Compliance Technology Leader
SAFe 6.0 Certified PO/PM
MBA - Finance & Strategy

I bridge business strategy and technical execution in regulated environments. With a track record spanning TD Bank, the Options Clearing Corporation, and Microsoft, I lead cross-functional teams to build secure, scalable products that drive compliance outcomes, reduce risk exposure, and deliver measurable business value.

Jira Azure DevOps Confluence Miro Power BI MS Project
7+
Compliance Systems
Managed
85%
Peak Compliance
Rate Achieved
8+
Years Product
Leadership
Startup Founder
& Exited
OLU Durojaiye
OLU Durojaiye, MBA
Program Manager / Snr. Product Owner
SAFe 6.0 PO/PM

Product leadership
across regulated industries

From compliance technology at major financial institutions to enterprise cloud platforms at Microsoft, I have built a career on translating complex regulatory and technical requirements into products that scale. I operate at the intersection of strategy, delivery, and execution.

01
Compliance Technology
Managing security and compliance systems including Qualys, IVM, CVR, AVR, and Threat Intel dashboards. Achieved 65-85% compliance rates across enterprise environments while preventing multi-billion dollar regulatory fine recurrence.
02
Product Roadmap & Strategy
Partnering with business stakeholders and engineering leaders to define product vision, prioritize backlogs, and ship features that align with company strategy. I run SAFe PI Planning cycles, manage trade-offs, and keep teams outcome-focused.
03
Agile Program Management
Coordinating 23+ product teams through SAFe and Scrum methodologies. Delivering cross-functional programs from inception through production. Fluent in ceremonies, metrics, and the art of keeping distributed teams aligned.
04
Enterprise Cloud Migration
Led on-prem to cloud migrations at OCC and Microsoft, coordinating engineers, designers, and QA across complex architecture transitions. Balancing technical debt reduction with continuous delivery commitments.
05
Stakeholder & Executive Reporting
Building executive dashboards and compliance reporting frameworks that translate operational data into executive-ready insights. Experienced in presenting risk posture, compliance trends, and product outcomes to senior leadership and audit committees.
06
Startup Founding & Product Launch
Co-founded and exited two ventures, including VoteGuard, an enterprise election monitoring platform deployed across three African general elections, electing two presidents and six governors before a successful acquisition.

Selected work

Financial Model Side Project ↗
Enterprise Migration · OCC
OCC Renaissance - Platform Transformation
Program Manager and Technical Product Owner for the Options Clearing Corporation's multi-year transformation - replacing a 20-year-old monolithic clearing system with Ovation, a cloud-native platform processing every U.S. options trade across 16 exchanges, spanning 23 product teams toward H1 2026 production launch.
🏦
Compliance Technology · Financial Services
Configuration Compliance Management Platform
Following a $3.2B regulatory fine, compliance at a major U.S. bank sat at just 38%. This case study details how an integrated 7-system compliance platform was built from scratch - driving compliance to 85% in 18 months, compressing remediation cycles to 45 days, and delivering $23.35M in annual savings.
📊
Compliance Technology · Financial Services
Enterprise Compliance Intelligence Platform
Unified six siloed reporting systems at a major U.S. bank into a single four-layer dashboard architecture - recovering 12 FTE of analyst capacity and preventing multi-billion-dollar regulatory fine recurrence through improved compliance visibility and real-time reporting.
🗳️
Startup · Acquired
VoteGuard Election Intelligence Platform
When three international vendors failed ahead of Nigeria's 2015 general election, VoteGuard delivered an SMS-first intelligence platform built for low-infrastructure environments. Covered 119,973 polling units, processed 2.3M messages with 100% delivery, and projected the winner within ±0.73% margin - before a successful exit.
🌍
Side Project · Global FinTech
Family Wealth Simulator - 30 Countries, Built in One Night
A free, inflation-adjusted family investment simulator covering 30 countries across 6 continents - built overnight from a personal need after my daughter was born. No marketing budget, no engineering team. Shipped in under 12 hours and used by 32 people on day one.
🏙️
UX Design · NYC
EmPact - Accessibility-First Homeless Services App
An iOS and web application designed to connect New York City's 60,000 homeless individuals with services, resources, and community support. Built through 50+ user interviews and 3 design iterations over five weeks, with accessibility and digital equity at the core of every decision.

Building products that matter

July 2025
Present
Current
TD Bank · US/Canada
Senior Product Owner, Configuration Compliance Management
Built and owns a 7-system compliance intelligence platform that drove enterprise compliance from 38% to 85%, compressed remediation cycles from 120 days to 45 days, and delivered $23.35M in annual savings compared to the 200-analyst model it replaced. Unified CCM+Qualys, IVM, IVR, AVR, CVR, Threat Intelligence, and Protect Executive into a single four-layer dashboard architecture serving executives, regulators, audit teams, and asset owners. Zero repeat findings across all OCC consent order quarterly reviews.
Qualys SecOps Azure DevOps SAFe Agile Compliance Power BI
2022
2024
The Options Clearing Corporation (OCC)
Technical Product Owner / Program Manager
Program Manager and Technical Product Owner for the OCC Renaissance Initiative, replacing a 20-year-old monolithic clearing system with Ovation, a cloud-native platform designed to process $24T in daily notional value across 16 U.S. exchanges. Secured the first-ever SEC cloud infrastructure approval granted to a Systemically Important Financial Market Utility. Led 40+ cross-functional team members across 23 product streams. Zero critical defects across all rounds of initial external testing with 16 independent exchange organisations.
Cloud Migration SAFe 23 Product Teams Risk Technology
2022
Cencora (fka AmerisourceBergen) · Xcenda FormularyDecisions
Product Owner / Associate Product Manager
Led product design and development planning for FormularyDecisions, a secure platform enabling bi-directional information exchange between life science companies and healthcare decision makers. Defined product requirements, managed stakeholder alignment across clinical and commercial teams, and drove delivery of a platform supporting medical policy and formulary development at scale across the U.S. healthcare market.
Healthcare Tech Platform Design Life Sciences
2021
Microsoft · Commercial Software Engineering
Technical Product Owner / Business Program Manager
Managed multiple product lines across Global UX/UI and Engineering teams within Microsoft's Commercial Software Engineering and Worldwide Commercial Business groups. Translated complex customer engagement data into actionable product decisions, improving experience outcomes across enterprise accounts. Operated across Agile and SAFe delivery frameworks in a high-velocity global product environment with cross-regional stakeholders.
Microsoft Azure Global UX/UI SAFe
2016
2019
Various · Contracts
Technical Product Owner / Program Manager
Delivered across four high-impact contracts: GIS application development for Atmos Energy; product strategy for The Helper Bees aging-in-place platform, supporting a $6.5M VC raise; educational diagnostic tooling for Edmentum; and a UX-led redesign of Qiesto's career platform that produced a 95bps increase in user confidence scores. Each engagement required rapid context-switching across regulated, consumer, and enterprise environments.
GIS HealthTech EdTech UX Research
2011
2015
VoteGuard · Lagos, Nigeria
Co-Founder, Product & Development Lead
Co-founded and led product development of VoteGuard, an SMS-first election intelligence platform built for low-infrastructure environments. Processed 2.3 million messages with 100% delivery across 119,973 polling units during Nigeria's 2015 presidential election, projecting the winner within a 0.73% error margin four hours before the official announcement. Piloted in Kenya in March 2013 and Osun State, Nigeria in August 2014. Successfully acquired prior to relocating to the United States.
Startup Founding Product Development Acquired GovTech
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What colleagues say

"

OLU is a technical thinker that is able to pull together multiple layers of data and business inputs to determine the right path forward. OLU is always eager to learn, to try new approaches and gets better than intended results.

Kristie Atwood
Kristie Atwood
Chief of Staff, Cross Solution Customer Success
Microsoft
"

Olu directly collaborated with my CSE PMO team at Microsoft. He shows curiosity and asks insightful questions; identifies flows and connects the dots, bringing thoughtful suggestions into our discussions.

Maria Clara Makori
Maria Clara Makori
Business Program Director
Microsoft
"

OLU has a huge appetite for new skills and information. His design thinking mindset means he can break problems down to their component parts and analyze user feedback and data to improve not just products but programs also.

Sophie Bryne
Sophie Bryne
Director, Chief of Staff
Microsoft
"

I found Olu to be an engaged and hard working student. His previous experience in project management helped him quickly understand the importance and value of user research and the UX design process. He was a quick learner and demonstrated a contribution mindset.

Christijan Draper
Christijan Draper
Technology Director
BloomTech
"

Olu's superpower is in his adaptability. He can take complex situations and break them into simple and clear solutions. His capability to run with an abstract idea and give form to it is amazing. A wonderful team mate and a reliable associate.

Idris Olatunji Badru
Idris Olatunji Badru
Vice President
LPL Financial

Ready to connect

Whether you're looking for a senior product owner who can own compliance-critical systems, lead cross-functional teams, or help accelerate a product program, I'd like to hear from you. Book a call or drop a message.

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