I’m a Senior Program & IT Project Manager with 10+ years delivering enterprise digital transformation, infrastructure modernization, and customer experience initiatives across tech, financial services, retail, and healthcare. I specialized in building PMOs, governing multi-million-dollar portfolios, and leading cross-functional teams to on-time, on-budget outcomes using Agile, Waterfall, and Hybrid approaches, including cloud migrations and data-driven reporting. I translate strategy into executable roadmaps that improve KPIs, reduce costs, and strengthen CX. I’ve led cross-functional teams across engineering, UX, data, and operations, implemented executive scorecards, and driven risk-aware delivery with strong vendor governance and change control. I’m passionate about actionable analytics, stakeholder alignment, and mentoring teams to elevate performance and career growth.

Ola Kehinde

I’m a Senior Program & IT Project Manager with 10+ years delivering enterprise digital transformation, infrastructure modernization, and customer experience initiatives across tech, financial services, retail, and healthcare. I specialized in building PMOs, governing multi-million-dollar portfolios, and leading cross-functional teams to on-time, on-budget outcomes using Agile, Waterfall, and Hybrid approaches, including cloud migrations and data-driven reporting. I translate strategy into executable roadmaps that improve KPIs, reduce costs, and strengthen CX. I’ve led cross-functional teams across engineering, UX, data, and operations, implemented executive scorecards, and driven risk-aware delivery with strong vendor governance and change control. I’m passionate about actionable analytics, stakeholder alignment, and mentoring teams to elevate performance and career growth.

Available to hire

I’m a Senior Program & IT Project Manager with 10+ years delivering enterprise digital transformation, infrastructure modernization, and customer experience initiatives across tech, financial services, retail, and healthcare. I specialized in building PMOs, governing multi-million-dollar portfolios, and leading cross-functional teams to on-time, on-budget outcomes using Agile, Waterfall, and Hybrid approaches, including cloud migrations and data-driven reporting.

I translate strategy into executable roadmaps that improve KPIs, reduce costs, and strengthen CX. I’ve led cross-functional teams across engineering, UX, data, and operations, implemented executive scorecards, and driven risk-aware delivery with strong vendor governance and change control. I’m passionate about actionable analytics, stakeholder alignment, and mentoring teams to elevate performance and career growth.

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Experience Level

Expert
Expert
Expert
Expert
Expert
Expert

Language

English
Fluent

Work Experience

Senior Program/Project Manager, Customer Satisfaction PMO & Online Experience at Dell Technologies
April 30, 2025 - October 13, 2025
Led build-out of a net-new PMO (charters, intake, stage-gate, dashboards, RAID) across 15+ workstreams, boosting delivery predictability. Drove CX modernization for online support/commerce; process automation and escalation standardization raised the Dell Experience score by 14.2% in 12 months. Implemented Power BI executive scorecards for real-time portfolio reviews, enabling datadriven reprioritization. Orchestrated SAFe ceremonies across engineering, UX, data, and ops; improved on-time release rate from 72% to 89% over two PIs. Guided selective Azure migrations to improve resilience and cut infra incidents by 18%, with ITIL-aligned change/release governance. Introduced probabilistic scheduling with heat maps, reducing critical slippage by 19% and negotiated vendor/SOWs to avoid ~$2M overspend.
Senior Program/Project Manager, Customer Satisfaction PMO & Online Experience at Dell Technologies
April 30, 2025 - October 13, 2025
Built a netnew PMO standardizing execution across 15+ workstreams; improved delivery predictability by 25%; drove CX modernization; implemented Power BI executive scorecards; led SAFe ceremonies; migrated legacy apps to Azure to improve resilience and reduce infra incidents; introduced probabilistic schedules to reduce critical slippage by 19%; negotiated SOWs/SLAs to optimize spend; achieved 100% PMO adoption across product/engineering teams.
Senior Program/Project Manager, Customer Satisfaction PMO & Online Experience at Dell Technologies
April 1, 2025 - October 13, 2025
Built a netnew PMO from the ground up (charters, intake, stagegate, dashboards, RAID logs), standardizing execution across 15+ workstreams and lifting delivery predictability. Drove CX modernization for online support/commerce; process automation and escalation standardization increased the Dell Experience score by 14.2% in 12 months. Implemented Power BI executive scorecards enabling realtime portfolio reviews and datadriven reprioritization. Orchestrated SAFe ceremonies; on-time release rate improved from 72% to 89% within two PIs. Led selective Azure migration of legacy apps (APIM, Key Vault, Monitor) to improve resilience and cut infra incidents by 18%. Instituted probabilistic scheduling and heat maps, reducing critical slippage across the portfolio by 19%. Negotiated vendor SOWs and SLAs, optimizing partner spend and avoiding $2M in potential overspend. Socialized PMO playbooks and achieved 100% adoption within 90 days.
Senior Program/Project Manager, Customer Satisfaction PMO & Online Experience at Dell Technologies
April 1, 2025 - October 13, 2025
Built a netnew PMO from the ground up (charters, intake, stage-gate, dashboards, RAID logs), standardizing execution across 15+ workstreams and lifting delivery predictability by 25%. Drove CX modernization for online support/commerce; process automation and escalation standardization increased overall Dell Experience score by 14.2% in 12 months. Implemented Power BI executive scorecards enabling realtime portfolio reviews and data-driven reprioritization. Orchestrated SAFe ceremonies across engineering, UX, data, and ops; ontime release rate improved from 72% to 89% within two PIs. Led selective Azure migration of legacy apps (APIM, Key Vault, Monitor) to improve resilience and cut infra incidents by 18%; coordinated change/release with ITIL controls. Instituted risk quantification with probabilistic schedules and heat maps, reducing critical slippage by 19% across the portfolio. Negotiated vendor SOWs and SLAs, optimizing partner spend and avoiding $2M in potential overspend. Sociali
Senior IT Project Manager, Project Delivery & Innovation at Roots Canada
June 30, 2023 - October 13, 2025
Delivered 20+ initiatives (ERP upgrades, Salesforce enhancements, omnichannel/ecommerce features), exceeding delivery KPIs by 18% YoY. Rolled out hybrid-cloud commerce architecture, improving site performance and UX with 12% conversion lift and 6% higher AOV. Implemented Jira/Confluence rituals, increasing release cadence by 40%. Launched inventory analytics (Power BI/SQL) improving demand forecasting by 22% and reducing stockouts. Led vendor RFPs and contract governance, trimming consulting spend by 15% while improving SLA attainment. Standardized templates and risk registers; mentored junior PMs and ensured privacy/security reviews for PIPEDA/GDPR compliance.
Senior IT Project Manager, Project Delivery & Innovation at Roots Canada
June 30, 2023 - October 13, 2025
Delivered 20+ initiatives (ERP upgrades, Salesforce enhancements, omnichannel features); rolled out hybrid-cloud commerce architecture; improved site performance, UX, conversions; implemented Agile rituals; launched inventory analytics with Power BI/SQL; standardized templates; privacy/security reviews for GDPR/PIPEDA obligations; mentored junior PMs.
Senior IT Project Manager, Project Delivery & Innovation at Roots Canada
June 1, 2023 - October 13, 2025
Delivered 20+ initiatives (ERP upgrades, Salesforce enhancements, omnichannel/ecommerce features) and exceeded delivery KPIs by ~18% YoY. Rolled out hybrid-cloud commerce architecture; site performance and UX changes lifted online conversion by 12% and AOV by 6%. Implemented Agile rituals with Jira/Confluence, increasing release cadence by 40%. Launched inventory analytics with Power BI and SQL views, improving demand forecasting accuracy by 22% and reducing stockouts. Drove vendor RFP and contract governance, cutting consulting spend by 15% while improving SLA attainment. Standardized templates and dashboards; improved executive transparency. Coordinated privacy/security reviews to meet PIPEDA/GDPR obligations. Mentored junior PMs/BAs; built career ladders and playbooks.
Senior IT Project Manager, Project Delivery & Innovation at Roots Canada
June 1, 2023 - October 13, 2025
Delivered 20+ initiatives (ERP upgrades, Salesforce enhancements, omnichannel/ecommerce features) and exceeded delivery KPIs by an average 18% YoY. Rolled out a hybrid-cloud commerce architecture; site performance gains and UX changes lifted online conversion by 12% and AOV by 6%. Implemented Agile rituals with Jira/Confluence; sprint planning, velocity tracking, definition of done, increasing release cadence by 40%. Launched inventory analytics with Power BI and SQL views, improving demand forecasting accuracy by 22% and reducing stockouts. Drove vendor RFP and contract governance, cutting consulting spend by 15% while improving SLA attainment. Standardized project templates, comms plans, and risk registers; executive transparency improved via weekly portfolio dashboards. Coordinated privacy/security reviews to meet PIPEDA/GDPR obligations for customer data across platforms. Mentored junior PMs/BAs; built career ladders and playbooks improving retention.
Senior IT Project Manager at CIBC
May 31, 2021 - October 13, 2025
Led SharePoint Online migration and multiple ecommerce/data integration projects across retail banking and wealth lines. Automated operations using Excel VBA + SQL reporting, reducing processing time and costs by 25% in year one. Deployed governance dashboards tracking schedule, cost, scope, and quality; cycle time decreased ~20%. Coordinated SOX and internal audit controls for new apps; embedded change/release checkpoints to tighten compliance. Delivered customer-facing digital portals that boosted digital adoption by 15% and reduced call center load. Authored training materials and transition runbooks; post-go-live incidents declined by 30%. Executed quarterly risk reviews with VP/Director stakeholders; created a lessons-learned repository to scale practices.
Senior IT Project Manager at CIBC
May 31, 2021 - October 13, 2025
Led SharePoint Online migration and ecommerce/data integration projects; automated manual operations using Excel VBA + SQL reporting; implemented governance dashboards; embedded SOX and change/release controls; delivered customer facing digital portals improving digital adoption.
Senior IT Project Manager at CIBC
May 1, 2021 - October 13, 2025
Led SharePoint Online migration and multiple ecommerce and data integration projects across retail banking and wealth. Automated manual operations using Excel VBA + SQL reporting; reduced processing time and operating costs by 25%. Deployed governance dashboards tracking schedule, cost, scope, and quality; cycle time decreased by 20%. Coordinated SOX and internal audit controls for new apps; embedded change/release checkpoints to tighten compliance. Delivered customer-facing digital portals that improved digital adoption by 15% and reduced call center load. Authored training/KT materials and transition runbooks; post-go-live incidents dropped by 30%. Ran executive status and risk reviews with VP/Director stakeholders; ensured roadmaps aligned to growth targets. Created a lessons-learned repository to capture scalable practices across the IT PMO.
Senior IT Project Manager at CIBC
May 1, 2021 - October 13, 2025
Led SharePoint Online migration and multiple ecommerce and data integration projects; automated manual operations using Excel VBA + SQL reporting; reduced processing time and operating costs by 25% within first year. Deployed governance dashboards tracking schedule, cost, scope, quality; cycle time decreased by 20%. Coordinated SOX and internal audit controls for new apps; embedded change/release checkpoints to tighten compliance. Delivered customer-facing digital portals that improved digital adoption by 15% and reduced call center load. Authored training materials and transition runbooks; post-go-live incidents dropped by 30%. Ran executive status and risk reviews; ensured roadmaps aligned to growth targets. Created a lessons-learned repository to capture scalable practices across the IT PMO.
Senior Consulting Project Manager at SwitchON Internet Solutions
May 31, 2020 - October 13, 2025
Automated KPI and postmortem reporting via Excel VBA and Access, cutting analysis cycle time by 50% and elevating execution by 30%. Led datacenter/network modernization; improved uptime and RTO/RPO adherence. Built client IT transformation roadmaps aligned to revenue and CX; produced predictive financial models informing portfolio decisions. Established standardized PMO practices ( intake, gating, RAID, change control ) across client programs; achieved 22% success rate increase. Implemented Smartsheet portfolio dashboards for real-time sponsor visibility and risk escalation. Embedded ITIL incident/problem processes, raising SLA compliance by 15%. Coached client PMs/analysts to improve self-sufficiency and delivery quality.
Senior Consulting Project Manager at SwitchON Internet Solutions
May 31, 2020 - October 13, 2025
Automated KPI and postmortem reporting; datacenter/network modernization; produced client IT transformation roadmaps; built predictive financial models for portfolio decisions; established standardized PMO practices; implemented Smartsheet dashboards; embedded ITIL incident/problem processes; coached client PMs to improve delivery.
Senior Consulting Project Manager at SwitchON Internet Solutions
May 1, 2020 - October 13, 2025
Automated KPI and postmortem reporting through Excel VBA and Access integrations, cutting analysis cycle time by 50% and improving execution by 30%. Delivered datacenter/network modernization and resiliency upgrades; improved uptime and RTO/RPO adherence. Built client IT transformation roadmaps aligned to revenue and CX objectives; prioritized high-ROI initiatives. Produced predictive financial models (regression) to forecast multiyear growth; informed portfolio decisions. Established standardized PMO practices (intake, gating, RAID, change control) across client programs; success rate improved. Implemented Smartsheet portfolio dashboards for realtime sponsor visibility and risk escalation. Embedded ITIL incident/problem processes that raised SLA compliance by 15%. Coached client PMs and analysts, improving selfsufficiency and delivery quality.
Senior Consulting Project Manager at SwitchON Internet Solutions
May 1, 2020 - October 13, 2025
Automated KPI and postmortem reporting through Excel VBA and Access integrations, cutting analysis cycle time by 50% and improving execution by 30%. Delivered datacenter/network modernization and resiliency upgrades; improved uptime and RTO/RPO adherence. Built client IT transformation roadmaps aligned to revenue and CX objectives; prioritized high ROI initiatives. Produced predictive financial models (regression) to forecast multiyear growth; informed portfolio decisions. Established standardized PMO practices (intake, gating, RAID, change control) across client programs; success rate up 22%. Implemented Smartsheet portfolio dashboards for realtime sponsor visibility and risk escalation. Embedded ITIL incident/problem processes that raised SLA compliance by 15%. Coached client PMs and analysts, improving selfsufficiency and delivery quality.
Senior Project Manager, Information Technology at Lifelabs Medical Laboratory Services
March 31, 2019 - October 13, 2025
Implemented a new payment platform with proactive card-expiry alerts, reducing accounts receivable by $200K in 12 months. Modernized diagnostic app stack and interfaces, improving data accuracy and lab throughput by 20%. Coordinated HIPAA-aligned data governance, including access reviews and audit trails. Introduced PMO scorecards (capacity, burn rate, risk trend) to drive fact-based prioritization. Adopted Kanban for operations projects, improving visibility and throughput for distributed teams. Streamlined vendor onboarding and security reviews; procurement lead times fell 15%. Delivered board-ready updates; post-implementation health checks hardened operational stability.
Senior Project Manager, Information Technology at Lifelabs Medical Laboratory Services
March 31, 2019 - October 13, 2025
Implemented a new payment platform reducing A/R by $200K; modernized diagnostic app stack improving data accuracy and lab throughput; aligned data governance with HIPAA obligations; introduced PMO scorecards; adopted Kanban for operations; streamlined vendor onboarding; posted postimplementation health checks.
Senior Project Manager, Information Technology at Lifelabs Medical Laboratory Services
March 1, 2019 - October 13, 2025
Implemented a new payment platform with proactive card-expiry alerts, reducing A/R by $200K in 12 months. Modernized diagnostic app stack and interfaces, improving data accuracy and lab throughput by 20%. Coordinated HIPAA-aligned data governance, including access reviews and audit trails. Introduced PMO scorecards to drive fact-based prioritization; adopted Kanban for operations projects, improving visibility and throughput. Streamlined vendor onboarding and security reviews; procurement lead times fell 15%. Delivered board-ready updates; aligned IT investments with clinical and revenue goals. Post-implementation health checks hardened operational stability.
Senior Project Manager, Information Technology at Lifelabs Medical Laboratory Services
March 1, 2019 - October 13, 2025
Implemented a new payment platform with proactive card expiry alerts, reducing A/R by $200K in 12 months. Modernized diagnostic app stack and interfaces, improving data accuracy and lab throughput by 20%. Coordinated HIPAA-aligned data governance, including access reviews and audit trails. Introduced PMO scorecards (capacity, burn rate, risk trend) to drive fact-based prioritization. Adopted Kanban for operations projects, improving visibility and throughput for distributed teams. Streamlined vendor onboarding and security reviews; procurement lead times fell 15%. Delivered board-ready updates; aligned IT investments with clinical and revenue goals. Instituted postimplementation health checks to harden operational stability.
IT Project Manager at Wildtree Inc.
March 31, 2018 - October 13, 2025
Built Canada market entry financial models using regression on U.S. sales; guided pricing, promotions, and channel strategy. Developed Power BI dashboards surfacing revenue, cohort retention, and margin; accelerated executive decision cycles. Executed ERP customizations and ecommerce upgrades improving order accuracy and fulfillment SLAs. Migrated legacy services to cloud for scalability and cost efficiency. Eliminated reporting bottlenecks with SQL/Access automation; cycle time reduced by 35%. Coordinated cross-border releases ensuring regulatory and tax compliance. Formalized knowledge management (runbooks/SOPs) to improve operational continuity; partnered with finance and marketing to align roadmaps to growth targets.
IT Project Manager at Wildtree Inc.
March 31, 2018 - October 13, 2025
Built Canada market entry financial models; developed BI dashboards surfacing revenue and margins; migrated legacy services to cloud; improved order accuracy and fulfillment SLAs; reduced reporting bottlenecks with SQL/Access automation; coordinated cross-border releases; documented runbooks and SOPs; aligned roadmaps with finance/marketing.
IT Project Manager at Wildtree Inc.
March 1, 2018 - October 13, 2025
Built Canada market entry financial models using regression on U.S. sales; guided pricing, promotions, and channel strategy. Developed BI dashboards (Power BI) surfacing revenue, cohort retention, and margin; accelerated exec decision cycles. Executed ERP customizations and ecommerce upgrades; improved order accuracy and fulfillment SLAs. Migrated legacy services to cloud platforms for scalability and cost efficiency. Eliminated reporting bottlenecks with SQL/Access automations; cycle time reduced by 35%. Coordinated cross-border releases ensuring regulatory and tax compliance. Formalized knowledge management (runbooks, SOPs) to improve operational continuity. Partnered with finance/marketing to align roadmaps to growth targets.
IT Project Manager at Wildtree Inc.
March 1, 2018 - October 13, 2025
Built Canada market entry financial models using regression on U.S. sales; guided pricing, promo, and channel strategy. Developed BI dashboards (Power BI) surfacing revenue, cohort retention, and margin; accelerated exec decision cycles. Executed ERP customizations and ecommerce upgrades; improved order accuracy and fulfillment SLAs. Migrated legacy services to cloud platforms to enhance scalability and cost efficiency. Eliminated reporting bottlenecks with SQL/Access automations; cycle time reduced by 35%. Coordinated cross-border releases ensuring regulatory and tax compliance. Formalized knowledge management (runbooks, SOPs) to improve operational continuity. Partnered with finance/marketing to align roadmaps to growth targets.
Project Manager, Wireless Technology Products at Bell Canada
February 29, 2016 - October 13, 2025
Single point of contact for OEMs (Apple, Samsung, LG, Sony) on wireless launches; portfolio represented ~75% of annual revenue. Streamlined device certification using Agile sprint cycles; time-to-market reduced by 20%. Coordinated security/compliance reviews and ensured integration across billing, CRM, and network systems. Built cost-benefit and sensitivity models supporting investments in emerging tech and spectrum utilization. Drove crossfunctional readiness (engineering, legal, marketing, care) to hit commercial launch dates. Produced executive dashboards for portfolio health; enabled faster trade-off decisions. Captured post-launch learnings to refine future certification playbooks.
Project Manager, Wireless Technology Products at Bell Canada
February 29, 2016 - October 13, 2025
Single point of contact for OEMs; streamlined device certification via Agile cycles; coordinated security/compliance reviews; prepared executive dashboards enabling faster decision making; captured postlaunch learnings to refine certification playbooks; ensured crossfunctional readiness for launches.
Project Manager, Wireless Technology Products at Bell Canada
February 1, 2016 - October 13, 2025
Single point of contact for OEMs (Apple, Samsung, LG, Sony) on wireless launches; portfolio represented ~75% of annual revenue. Streamlined device certification using Agile sprint cycles; time-to-market reduced by 20%. Coordinated security/compliance reviews and ensured integration across billing, CRM, and network systems. Built cost-benefit and sensitivity models supporting investments in emerging tech and spectrum utilization. Drove crossfunctional readiness (engineering, legal, marketing, care) to hit commercial launch dates. Produced executive dashboards for portfolio health; enabled faster tradeoff decisions. Captured postlaunch learnings to refine future certification playbooks.
Project Manager, Wireless Technology Products at Bell Canada
February 1, 2016 - October 13, 2025
Single point of contact for OEMs on wireless launches; portfolio represented ~75% of annual revenue. Streamlined device certification using Agile sprint cycles; time-to-market reduced by 20%. Coordinated security/compliance reviews and ensured integration across billing, CRM, and network systems. Built cost-benefit and sensitivity models supporting investment in emerging tech and spectrum utilization. Drove crossfunctional readiness (engineering, legal, marketing, care) to hit commercial launch dates. Produced executive dashboards for portfolio health; enabled faster tradeoff decisions. Captured postlaunch learnings to refine future certification playbooks.

Education

MBA at Texas A&M University – Mays Business School
January 11, 2030 - December 1, 2021
Master of Engineering at University of Toronto
January 11, 2030 - November 1, 2013
Bachelor of Applied Science & Engineering at University of Toronto
January 11, 2030 - June 1, 2012
MBA at Texas A&M University – Mays Business School
January 11, 2030 - December 1, 2021
Master of Engineering at University of Toronto
January 11, 2030 - November 1, 2013
Bachelor of Applied Science & Engineering at University of Toronto
January 11, 2030 - June 1, 2012
MBA, Management, Analytics & Insights at Texas A&M University – Mays Business School
January 11, 2030 - December 1, 2021
Master of Engineering at University of Toronto
January 11, 2030 - November 1, 2013
Bachelor of Applied Science & Engineering at University of Toronto
January 11, 2030 - June 1, 2012
MBA, Management, Analytics & Insights at Texas A&M University – Mays Business School
January 11, 2030 - December 1, 2021
Master of Engineering at University of Toronto
January 11, 2030 - November 1, 2013
Bachelor of Applied Science & Engineering at University of Toronto
January 11, 2030 - June 1, 2012

Qualifications

PMP Certification
January 11, 2030 - October 13, 2025
ELITE Leadership
January 11, 2030 - October 13, 2025
CISSP (In Progress)
January 11, 2030 - October 13, 2025
Financial Modeling
January 11, 2030 - October 13, 2025
PMP
January 11, 2030 - October 13, 2025
ELITE Leadership
January 11, 2030 - October 13, 2025
CISSP (InProgress)
January 11, 2030 - October 13, 2025
Financial Modeling
January 11, 2030 - October 13, 2025
PMP
January 11, 2030 - October 13, 2025
ELITE Leadership
January 11, 2030 - October 13, 2025
CISSP (InProgress)
January 11, 2030 - October 13, 2025
Financial Modeling
January 11, 2030 - October 13, 2025
PMP
January 11, 2030 - October 13, 2025
ELITE Leadership
January 11, 2030 - October 13, 2025
CISSP (In Progress)
January 11, 2030 - October 13, 2025
Financial Modeling
January 11, 2030 - October 13, 2025

Industry Experience

Financial Services, Healthcare, Retail, Software & Internet, Professional Services, Media & Entertainment