Serial Entrepreneur & Tech Innovator
Failed a hundred times but always swinging for the fences. Building solutions at the intersection of technology and community impact.
Explore My JourneyProfessional Journey
A path marked by innovation, leadership, and continuous learning across multiple industries.
Full Stack Engineer
Self-employed
Oak Bay Municipal Bylaws Assistant: Created an AI-powered assistant that revolutionizes municipal bylaw access. Leverages vector search technology to deliver precise bylaw citations, interpretations, and contextual guidance.
Administrative Assistant
National Strategy Council (NSC)
Utilized skills in digital innovation, strategic leadership, AWS, strategic thinking, marketing campaigns, and community relations to support organizational goals.
Campaign Coordinator
iPurpose Coalition
Applied digital innovation and strategic marketing expertise to coordinate impactful marketing campaigns in a hybrid work environment.
Talent Acquisition Lead
Waterworth
Connected talented individuals with opportunities aligned with their skills and company culture. Focused on building sustainable communities through innovative software solutions.
Community Relations Director
Amica Senior Lifestyles
Drove sales, marketing, and promotional activities to increase awareness and lease suites. Managed tours, administration, sales reports, and prospect management while coordinating marketing events.
Community Relations Specialist
Cherish at Central Park
Developed strong relationships with residents in a community-focused environment. Managed digital marketing, communications, move-in processes, and event planning.
Founding Partner
Fresh Start Inc
Generated leads targeting residential areas affected by hailstorms. Designed and executed marketing campaigns positioning the company as a homeowner advocate working alongside insurance adjusters.
Account Executive
Yorkton Group
Sold shares in real estate development projects, primarily Ridgemont Estates. Developed referral sources and managed divided ownership interests as a commission-only sales hunter.
New Car Sales Specialist
Koch Ford Lincoln
Started in vehicle sales at age 17, focusing on building rapport, maintaining honesty, and creating comfortable, pressure-free customer experiences.
Technical Expertise
A unique combination of technical skills and people-focused experience, shaped by both building solutions and understanding talent needs.
Web Development & CMS
10+ Years Experience
- WordPress
- Ghost CMS
- Shopify
- Next.js
- React
Cloud Computing & DevOps
Multi-Cloud Architecture
- GCP
- AWS
- Azure
- Vercel
- Digital Ocean
System Architecture
Full Stack Solutions
- Multi-Cloud Management
- Scalable Systems
- Integration Architecture
Recruiter's Perspective
Unique Industry Insight
- Talent Assessment
- Team Building
- Skill Development Strategy
Community & Heritage
Proud Canadian of Indigenous descent, deeply committed to supporting and uplifting our community. My technical expertise and entrepreneurial experience are tools for creating positive impact and fostering collaboration that benefits everyone.
Featured Projects
A showcase of my technical capabilities through real-world applications and solutions.
Developed a specialized AI assistant providing accurate search, citation, and interpretation for municipal bylaws using vector search and retrieval augmentation with Next.js, React, and TypeScript.
Created a modern website for the National Strategy Council using Next.js, featuring responsive design, interactive elements, and seamless content management. Also developed the complete brand kit including logo, colors, and visual identity.
Entrepreneurial Journey
Each venture represents a bold step into uncharted territory, building unique skills and insights that shape my approach to problem-solving.
Fresh Start Inc.
Home damage restoration and insurance advocacy service (Oct 2016 - Jul 2020)
Co-Stow
Peer-to-peer furniture and appliance rental platform (2015 - 2016)
Outlier Clothes
Premium clothing brand with dual product lines (2014 - 2015)
SupraNational
Innovative liquidation auction platform (2013 - 2014)
GrocerGram
Grocery delivery service with major retailer partnerships (2020 - 2021)
What People Say
Feedback from colleagues and clients I've had the pleasure to work with.
Jesse has incredible energy and foresight. His knowledge of technology is amazing!
Micky Fleming
President and CEO, Cherish Community Living Ltd.
Jesse is passionate, kind and thoughtful. He directly contributed to much of the growth of our business through the hiring of superb people. He's genuinely interested in AI, startups, marketing and hiring; and it truly shows in his work.
Cally MacColla
Infrastructure Finance Specialist, Waterworth
Jesse is a passionate and driven individual, often taking initiative to do more than expected. He cares deeply about whatever he's doing, is eager and hungry to learn new technologies, and is particularly AI-oriented.
Jean-Pierre Joly
Chief Executive Officer & Founder, Waterworth/Muniworth
Let's Connect
Looking for a tech founder or technical advisor for your next venture? Reach out and let's discuss how we can work together.
Connect with me
Currently open to:
- Web development projects and contract work
- Full-stack engineering roles
- Technical leadership positions
- Collaborative opportunities with technology teams
- Client-focused technology solutions