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Senior Software Engineer jobs in Winnipeg, MB

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    • Have 15+ years shipping real software.
    • Building and scaling AI-native software systems.
    • Professional software development: 10 years (required).
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Job Post Details

AI-Driven Software Developer - job post

The Boss Life
Winnipeg, MB
$140,000–$200,000 a year - Full-time

Job details

Pay

  • $140,000–$200,000 a year

Job type

  • Full-time

Location

Winnipeg, MB

Benefits

Pulled from the full job description

  • Vision care
  • Dental care
  • Employee assistance program
  • Extended health care
  • Wellness program
  • Company events
  • On-site parking

Full job description

You're not looking for a slow team and a safe backlog.

You want to build with AI now, move fast, and have your work actually matter.

You want ownership, sharp communication, and a place where high standards aren't optional.

If you're already deep into AI-native development and tired of playing small, keep reading.

Who We Are
The Boss Life is a portfolio of fast-growing companies including Captivation Hub, Captivation Genius, Online Profit Secrets, and The Boss Life Masterminds.

We build AI-native software, SaaS products, and systems that help entrepreneurs operate faster and smarter.

We are faith-centered, family-first, and obsessed with execution, ownership, and excellence. We move fast, communicate clearly, and care deeply about building things that last.

What You'll Earn

  • $140,000–$200,000 base salary
  • Performance bonuses
  • AI tooling fully covered
  • MacBook Pro provided
  • Direct access to the founder
  • Leadership and growth opportunities
  • Exposure to multiple scaling SaaS businesses

This role is full-time in Winnipeg, MB.

What You'll Be Doing

  • Building and scaling AI-native software systems
  • Architecting SaaS products and internal platforms
  • Using AI-assisted coding workflows daily
  • Working with:
  • Claude Code
  • Cursor
  • VS Code
  • AI copilots and agent workflows
  • Improving production reliability and scalability
  • Collaborating directly with the founder on product direction and technical strategy
  • Setting technical standards and best practices
  • Solving high-level engineering and infrastructure challenges

The Role
We are hiring one elite Senior AI Software Developer to work directly with the founder across multiple SaaS products and AI systems.

This is not a ticket-queue developer role.

You’ll help architect, build, and scale real products while operating as a technical right hand inside a fast-moving environment.

You won’t wait for permission or endless approvals. You’ll identify problems, build solutions, and own outcomes.

This role is for someone who:

  • Thinks strategically
  • Ships quickly
  • Solves complex problems
  • Thrives in AI-assisted development
  • Operates independently

Why Work With Us
You'll work alongside serious operators building AI systems, SaaS platforms, and scalable businesses.

This is not a slow corporate environment. It’s fast-moving, high-trust, and built for people who want ownership and impact.

You’ll gain:

  • Real responsibility
  • Direct founder collaboration
  • Exposure to advanced AI workflows
  • Leadership development
  • A front-row seat to scaling companies and cutting-edge products

Who We're Looking For
You'll thrive here if you:

  • Have 15+ years shipping real software
  • Already live inside AI-assisted development workflows
  • Have shipped products that are still running in production
  • Communicate clearly and proactively
  • Operate independently without micromanagement
  • Move fast without sacrificing quality
  • Align with:
  • Faith-centered values
  • Integrity and accountability

Strong experience in:

  • TypeScript / Node.js
  • Python
  • PHP / Laravel
  • React / Next.js / Vue
  • GitHub / CI/CD workflows
  • Claude Code

Bonus experience:

  • AWS / Firebase / Supabase
  • DevOps / infrastructure
  • Database architecture
  • Mobile development
  • SaaS products

If you're the kind of engineer who builds fast, thinks deeply, and wants your work to actually matter, we'd love to hear from you.

Requirements

  • Employment Type: Full-time
  • Work Hours: 35 to 40 hours work
  • Required Education: High school or equivalent
  • Required Experience: Experienced(15) years

Pay: $140,000.00-$200,000.00 per year

Benefits:

  • Company events
  • Dental care
  • Employee assistance program
  • Extended health care
  • On-site parking
  • Vision care
  • Wellness program

Ability to commute/relocate:

  • Winnipeg, MB: reliably commute or plan to relocate before starting work (required)

Application question(s):

  • Are you fluent in tools such as Claude Code, Cursor, VS Code, or similar AI coding systems?
  • Have you shipped production-level software using AI-assisted coding tools?
  • Have you built scalable SaaS products or backend systems?
  • Do you have strong experience in at least one of the following: TypeScript/Node.js Python PHP/Laravel?

Experience:

  • professional software development: 10 years (required)

Work Location: In person

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