---
title: 'Senior Software Engineer at Inspiration Commerce Group'
canonical: 'https://feeny.ai/job/senior-software-engineer-inspiration-commerce-group-toronto-063n8ddp795b'
type: 'job'
last_seen: '2026-08-31'
---

# Senior Software Engineer at Inspiration Commerce Group

- **Company:** Inspiration Commerce Group
- **Location:** Toronto, Canada
- **Employment:** full-time
- **Work type:** remote
- **Posted:** 2026-07-10
- **Last confirmed live:** 2026-08-31
- **Apply:** https://jobs.ashbyhq.com/inspiration-commerce-group/d01a412f-e732-49c6-9b8a-a47d8089d5ad

## Job description

## About Inspiration Commerce Group (ICG)

We’re a team of ~50 people who’ve done 6 acquisitions in 18 months and scaled from $0 to >$100M in revenue. We’re a global group with businesses across the US, UK, and EU. We buy and build companies that help people find and buy the products they love. Our portfolio includes leading fashion marketplaces like Italist http://www.italist.com, HEWI http://www.hardlyeverwornit.com and Verishop https://www.instagram.com/verishop/?hl=en, affiliate marketing platforms like Stylight https://stylight.com and MyBestBrands, B2B technology solutions like Bonsai https://shopbonsai.ca, and niche Marketplaces in the Creator and Construction spaces like Everpress https://everpress.com and DOZR http://www.dozr.com.

## ABOUT THE ROLE

We're looking for someone to join us as a Senior Software Engineer, working across our marketplace businesses — italist http://www.italist.com/, HEWI http://www.hardlyeverwornit.com/ and DOZR http://www.dozr.com/.

This is not a role where a product manager hands you a ticket and holds your hand to the finish line — there is no product manager. You'll talk directly to the people who need something built, figure out what actually needs to exist, then build it, test it, deploy it, and validate that it's working in production and moving the number it was supposed to move. You own the outcome, not the pull request.

This is a full-time, remote-first role — you can be located anywhere in the world.

## THINGS YOU'LL WORK ON

- End-to-End Feature Ownership: you'll take features from a conversation to production — scoping directly with stakeholders (GMs, marketers, operators), building, testing, shipping, and then checking your own work: is it live, is it working, did it have the intended effect? "Merged" isn't done. Done is validated and in customers' hands.
- Full-Stack Development: you'll build in JavaScript across the stack — React on the frontend, Node on the backend. The surfaces vary: customer-facing storefront features, internal admin tools, third-party integrations, data pipelines and automations that keep marketplaces running.
- Working Across Businesses: one week you might be shipping a personalization feature for a luxury fashion marketplace, the next building supplier tooling for heavy equipment rentals. Three businesses, three domains, one engineer who can context-switch between them and carry patterns from one to the others.
- AI-Native Engineering: you'll work with Claude Code or another AI copilot as your daily driver — not autocomplete, but genuine agentic workflows: parallelizing work, generating and reviewing code, writing tests, automating the repetitive parts. We expect AI to make you dramatically faster and more rigorous, and we invest in the tooling to make that true.

## ATTITUDES

We don't care what your current job title is, how long you've been working, or whether you have a CS degree. We do care about you being tightly aligned with our operating principles:

- You're competitive and love to win. You're competitive and are always looking for an edge. You have a high bar (some would say "unrealistic") for yourself and those you work with.
- You do whatever it takes. You're willing to do what others won't to achieve what others can't. What we're doing is hard. Really hard. Sacrifices are required in the pursuit of greatness, and we're chasing greatness.
- Founder-level ownership. If something breaks, you fix it. If there's an opportunity, you chase it. You (and we) never say "that's not my job".
- Curiosity with teeth. You don't just ask why something isn't working — you dig until you know, then you ship a fix.
- You ask for forgiveness, not permission.
- You're a self-starter. You love being in the weeds and rolling up your sleeves to get things done. You never let roadblocks get in the way of getting things done; the laws of physics alone dictate what you can do.
- You have excellent analytical skills. The term 'quantitative rigour' gets you excited. You love using data to help identify problems, discover opportunities, and substantiate your ideas.

## WHO THIS ROLE IS RIGHT FOR

- Product-minded engineers who want to own outcomes, not close tickets — you'd rather be judged on whether the feature worked than on story points
- Someone who's already made AI central to how they build — Claude Code, Cursor or similar is your daily driver, and it's made you faster and more ambitious, not sloppier
- Someone comfortable sitting with a non-technical stakeholder, turning a fuzzy ask into a scoped build, and pushing back when the ask isn't the real problem
- Generalists who are energized (not exhausted) by switching between businesses, codebases and domains

## WHO THIS ROLE IS NOT RIGHT FOR

- People who want a stable, predictable or repetitive role/set of tasks
- People looking for active mentorship (i.e. you'd rather have someone tell you exactly what to do vs. figure it out on your own)
- People who are excited about building and managing a team vs handing the details themselves
- People who find comfort in following a playbook
- People who don't want to be in the weeds, spending hours querying a database and slicing the data to find new insights and hypotheses to test
- People who prefer stability over speed or "strategy over execution"

## LOGISTICS/NEXT STEPS

- Process: everyone will hear back within 3 days of applying. Our process involves calls with 2-3 members of our team. You'll also complete 1-day working session (paid, on-site in Toronto, if you're outside of Toronto we'll fly you in).
- Work Setup: we operate Remote-first with some time spent In-Person together throughout the year as needed.
- Working Hours: we trust team members to manage their own schedules and believe that taking time off to recharge makes you more productive in the long run. That said, we’re early enough that everyone’s work makes a big difference on the company’s trajectory. As a result, our team finds hard work fulfilling when we know it will be impactful.

## About Inspiration Commerce Group

## Company Overview
- **One-liner**: Inspiration Commerce Group is a global holding company that acquires, operates, and scales e-commerce businesses with a permanent ownership mindset.
- **Entity Type**: Private (holding company, no disclosed funding stage; operates as a permanent holder of portfolio companies)
- **Headquarters**: Toronto, Canada (with additional offices in Munich, NYC, and beyond)
- **Founded**: 2024
- **Founders**: Andrew Ladouceur (CEO & Co-Founder) and Saad Siddiqui (Board Chair & Co-Founder)

## Core Business
- Primary industry/industries: E-commerce, holding company, marketplace platforms, luxury resale, creator commerce, equipment rental, social commerce, fashion discovery.
- Target customers: B2C (shoppers on portfolio platforms), B2B (brands, retailers, equipment renters), and SMB/Enterprise (via portfolio companies like DOZR for construction).
- Mission or purpose statement: "We acquire, operate, and scale the world's most ambitious e-commerce businesses" – building a permanent home for category-leading brands.

## Products & Services
- **Everpress**: Creator commerce platform empowering artists to launch limited-run apparel globally.
- **HEWI**: UK's premier luxury resale platform offering up to 80% off retail.
- **DOZR**: Equipment rental marketplace for construction equipment across North America (often called "the Airbnb for bulldozers").
- **Mybestbrands**: Germany's premier online luxury fashion outlet.
- **Verishop**: Social commerce platform (relaunching Q1 2026), with $70M raised.
- **Italist**: Leading marketplace of luxury Italian brands with 250,000 products across 1,500+ brands, exclusive pricing 30–40% below retail.
- **Stylight**: Europe's leading fashion search and discovery platform, connecting millions of shoppers with global retailers ($1B+ lifetime sales).

## Market Standing
- **Valuation/Market Cap**: Not disclosed (private holding company).
- **Key Metric**: Revenue run rate >$100M; 7 portfolio companies; 41 team members.
- **Notable Investors/Partners**: Not explicitly listed, but the co-founders have backgrounds in venture capital (Saad Siddiqui founded Bonsai, raising $40M+; Andrew Ladouceur was COO of a VC-backed SaaS company that raised $30M+). Portfolio companies have independent investors (e.g., Verishop raised $70M).
- **Growth Signals**: Headcount of 8 per LinkedIn (+25% YoY as of 2025), but company website states 41 team members. Acquisitions in 2024-2025: Mybestbrands (Jan 2024), Stylight (Feb 2024), Verishop (Nov 2024), Italist (Feb 2025), Everpress (Aug 2025), DOZR (Oct 2025), HEWI (Nov 2025). Currently scaling from $100M to $250M in revenue.

## Competitive Advantages
- **Permanent ownership model**: Unlike traditional PE, ICG holds companies indefinitely, focusing on long-term value rather than 3-5 year exits.
- **Operator mindset**: Leadership works in the trenches alongside portfolio companies, not from a boardroom.
- **Category leadership focus**: Only acquires companies that are or can become definitive leaders in their markets.
- **Global multi-entity platform**: Operates across 15+ countries with 7 complementary brands covering creator commerce, luxury resale, equipment rental, fashion discovery, and social commerce.

## Strategic Focus
- Scaling revenue from $100M to $250M through organic growth and further acquisitions.
- Relaunching Verishop as a social commerce platform in Q1 2026.
- Integrating acquired companies into a shared tech stack and operational backbone.
- Hiring across engineering, sales, growth, finance, and operations to support multi-company scaling.

## Why Work Here
- **Remote-first**: Work from anywhere; team distributed across Toronto, Munich, NYC, and beyond.
- **Real ownership**: Ship code on day one, make decisions that matter, see real impact.
- **M&A exposure**: Be part of acquiring and integrating new companies into the portfolio.
- **High trust, low micromanagement**: "Hire exceptional people and trust them to deliver."
- **Competitive compensation**: Competitive salaries and performance-based upside; flexible time off.
- **Fast-paced, high-stakes environment**: Velocity is a competitive advantage; thrives on ambiguity.
- **Engineering culture**: CTO Mackenzie Drew leads tech strategy across all 7 companies; current open roles include Senior Backend Engineer and Senior Fullstack Engineer.
- **Not for everyone**: Explicitly says they look for people who thrive in ambiguity, want outsized impact, and prefer aggressive goals over incremental change.

## Sources
- [inspo.group](https://www.inspo.group/)
- [inspo.group/about](https://www.inspo.group/about)
- [inspo.group/careers](https://www.inspo.group/careers)
- [jobs.ashbyhq.com](https://jobs.ashbyhq.com/inspiration-commerce-group)
- [linkedin.com](https://www.linkedin.com/company/inspiration-commerce-group)

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