Jessica Saini
Portrait of Jessica Saini

Vancouver, BC

JessicaSaini

Senior program manager for cloud and enterprise software delivery.

I have spent more than ten years delivering enterprise software, first as a developer, then as a product manager, and now leading complex programs. I get cross-team work moving: clear owners, honest dependencies, and releases that ship on time.

Open to senior rolesOpen to advisory work

Selected work

Programs I have led.

A few results from recent delivery and product roles.

100+

A first cloud-native release, delivered on time

Designed and ran the monthly go-to-operations process across engineering, program management, support, customer experience and customer success. Surfaced and cleared hundreds of cross-team blockers, including missing documentation.

50+

A delivery governance model that got reused

Set clear owners and points of contact to remove cross-team friction. Customers began testing and planning more than 50 upgrades, and the same model carried into the next release.

400

Legacy extensions ready for rapid migration

Program managed the development of an AI-driven migration tool that makes it possible to migrate 400 legacy extensions quickly, so customers with those extensions can onboard to the cloud version and plan their upgrades.

20+

Engineers aligned across regions

Led a distributed team on critical enterprise integration programs, coordinating discovery, design, development, milestones and dependencies across time zones.

Hours to minutes

Less manual work for customers and support

Replaced manual and one-off custom work with automated workflows, and launched a streamlined cost estimation product that cut client data entry time.

85

A product redesign users could adopt

Led the revamp of an entire product interface through extensive user testing and close work with designers. It scored 85 on the Technology Acceptance Model.

Career

From writing code to running programs.

  1. 2026 TO NOW

    Co-founder

    Bytesize Technologies

    A technology and program management firm for organizations that depend on critical platforms. I lead program and project management.

  2. 2024 TO 2026

    Senior Program Manager

    IFS Copperleaf

    Led release management, delivery governance and cloud migration programs across engineering, product, support and customer teams.

  3. 2019 TO 2024

    Product Manager

    IFS Copperleaf

    Owned a product redesign, a cost estimation solution and MVP delivery models that put early versions in customers' hands.

  4. 2016 TO 2019

    Software Developer

    IFS Copperleaf

    Built and maintained core enterprise integration software across UI and back end, and led troubleshooting through launch phases.

  5. 2015

    Software Developer, co-op

    Saab Technologies

    Coded, debugged and tested features for maritime and logistics software.

About

Beyond the roadmap.

I like clear plans, plain language and teams that know who owns what.

I am based in Vancouver. I run programs, and with Taran Shergill I am building Bytesize Technologies, a firm for organizations that depend on critical platforms.

Away from the screen I ride a motorcycle, travel whenever I can, and share my home with three dogs: Royce, Zoey and Tess. Ask me about any of it.

Zoey, Tess and Royce, three dogs in red shirts, sitting together on a grey couch
Zoey, Tess and Royce, left to right
Jessica seated on her motorcycle beside the water
On two wheels
Three dogs on a sunny deck above a long pier and calm water
Always planning the next trip

Credentials

Training and strengths.

Education and certification

  • PMP (in progress), Project Management Institute2026
  • Women in Leadership, Cornell University2024
  • Product Management Certification Level I, Pragmatic Institute2021
  • Certified Scrum Product Owner, Scrum Alliance2020
  • Computer Systems Technology Diploma, BCIT2016

What I bring

Release management Program governance Roadmaps and milestones Dependency and risk management Cloud migration Microsoft Azure Azure DevOps and Jira Agile and Scrum Stakeholder alignment Distributed teams Technology events

The short version.

My resume is available on request. Use the contact details below.

Contact

Let's talk.

If you have a program that needs a steady hand, a role that fits this background, or a technology project for Bytesize, send me a note.

jessicasaini95@gmail.com

bytesize-tech.com