Temitope Benson D.

Available to hire

I'm Temitope Benson D., a digital experience leader based in Toronto with 10+ years of end-to-end WordPress ownership, pre-login web strategy, and performance-driven digital ecosystems.

About

I’m Temitope Benson D., a digital experience leader based in Toronto with 10+ years of end-to-end WordPress ownership, pre-login web strategy, and performance-driven digital ecosystems. I specialize in building WordPress sites from scratch—custom themes, SEO architecture, IA, and robust vendor delivery pipelines—while guiding governance at enterprise scale for Canada’s largest privately owned media portfolio (50M+ monthly pageviews).

I combine strategic product leadership with hands-on delivery, leading cross-functional teams through complex platform migrations across six verticals, shaping pre-login and public-facing experiences, and driving growth through data-informed UX, content workflows, and landing page strategy. Based in Toronto, I’m open to hybrid roles.

  • 11 years' experience
  • Joined March 2026

Industry experience

  • Media & Entertainment
  • Professional Services
  • Non-Profit Organization
  • Software & Internet
  • Education

Work experience· 12 roles

Principal Consultant, Web and Digital Experience · Swash DigitalMay 2025 – Present · 1 yr 7 mos

Lead end-to-end WordPress delivery across six verticals (eCommerce, media, publishing, LMS, podcast platforms, and corporate sites); build custom themes, configure plugins, manage staging, and oversee cloud hosting. Own the full web delivery lifecycle from discovery and IA through wireframing, UI design in Figma, development, SEO architecture, and launch; collaborate with core WordPress developers and independently deliver complete builds. Currently prototyping an AI-powered web studio to automate requirements capture, generate sitemaps and wireframes via API, export UI designs to Figma, and provision fully staged WordPress environments with cloud hosting end-to-end. Oversee paid media strategy and performance for SME/startup clients; define acquisition KPIs and ROI reporting using the AARRR framework. Built Swash Engage for brand interaction and loyalty; advise on pre-login website strategy, conversion architecture, and content workflows.

Product Manager · Canadian Women & SportApr 2024 – Jan 2025 · 10 mos

Owned the digital web and platform ecosystem across multiple assets; managed public-facing WordPress sites, landing pages, forms, and assessment tools. Led Field of Play v2.0 (built on Bubble) as the LMS and program administration platform, driving full product lifecycle from PRD to launch. Platform launch produced a 225%+ surge in program applications, directly supporting the Gender Equity Playbook campaigns. Retained on contract to complete platform documentation, staff training, and delivery handoff after departure.

Product Delivery Manager · Wellness Together Canada (Stepped Care Solutions)Oct 2023 – Apr 2024 · 7 mos

Inherited an 18-month backlog on a headless CMS (Contentful) and PocketWell iOS/Android app serving 2M+ registered users. Implemented a full delivery framework with intake, sprint cadence, documentation, UAT, and post-launch tracking via Mixpanel. Coordinated content operations and platform releases (MFA security upgrades, Quick Exit, Platform Search, Self-Assessment Dashboard, Zendesk integration, telehealth enhancements). Rebuilt vendor accountability and led platform shutdown with HIPAA/PIPEDA compliance review and asset handoff.

Product Manager, Digital Platforms and Web · St. Joseph Communications (SJC)Jun 2022 – Jul 2023 · 1 yr 2 mos
Product Manager, Digital Platforms and Web · St. Joseph CommunicationsJun 2022 – Jul 2023 · 1 yr 2 mos
Digital Project Coordinator · Dementia Society of Ottawa and Renfrew CountyNov 2021 – Feb 2022 · 4 mos
Senior Product Manager (Consultant) · Swash DigitalMar 2021 – May 2022 · 1 yr 3 mos
Delivery Lead, West and Central Africa · Out There MediaMay 2019 – Feb 2021 · 1 yr 10 mos

Education· 7

B.Sc. Computer Science · Lagos State University2030 – 2026
Two-Sided Markets from APIs to Feature Roadmaps · MIT2023 – 2026
Product Leadership · BrainStation2024 – 2026
Venture Operations · Schulich/York University2025 – 2026

Certifications and awards· 11

B.Sc. Computer Science2030 – 2026
Digital Platforms: Two-Sided Markets from APIs to Feature Roadmaps2023 – 2026
Product Leadership2024 – 2026
Venture Operations2025 – 2026

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