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About Skio:
Skio helps Shopify brands sell subscriptions without the headaches. We’re building the most merchant-friendly subscription platform—simple, scalable, and focused on delivering great customer experiences. Backed by Y Combinator and top-tier investors, we’re growing fast and looking for people who are excited to solve real problems and support innovative ecommerce brands.
The Role:
We’re looking for a Technical Support Specialist to join our Customer Experience team. You’ll be on the front lines helping our merchants succeed—answering technical questions, troubleshooting issues, and acting as a voice of both the customer and our product. You’ll work closely with support leadership, engineering, and product teams to resolve issues quickly and clearly.
This role is ideal for someone who’s detail-oriented, empathetic, and thrives in fast-paced, startup environments. Experience with Shopify is a must, and a passion for great customer service is non-negotiable.
What You’ll Do:
Manage an inbound queue of support tickets (email and chat) and triage technical issues from our merchants
Provide clear, friendly, and timely support, occasionally hopping on Zoom calls if needed
Collaborate with our engineering team to escalate and troubleshoot more complex issues
Communicate consistently with merchants to provide updates and ensure resolution
Perform QA on new features to catch bugs and ensure a smooth launch
Contribute to documentation and help center updates to improve self-service
What We’re Looking For:
2–4+ years of experience in technical or customer support at a SaaS company
Experience working with Shopify is required
Strong written communication skills and a calm, customer-first mindset
Familiarity with tools like Zendesk, Slack, Linear, and Notion (or similar)
Able to manage multiple conversations at once and stay organized under pressure
Bonus: Experience working in ecommerce, subscriptions, or with APIs
Why Skio?
Remote-first team with flexible hours and a strong focus on async work
High-impact role where your work directly supports our merchants’ success
Collaborative, low-ego team culture that values transparency and trust
Competitive salary, equity, and benefits
What you need to know about the Chicago Tech Scene
With vibrant neighborhoods, great food and more affordable housing than either coast, Chicago might be the most liveable major tech hub. It is the birthplace of modern commodities and futures trading, a national hub for logistics and commerce, and home to the American Medical Association and the American Bar Association. This diverse blend of industry influences has helped Chicago emerge as a major player in verticals like fintech, biotechnology, legal tech, e-commerce and logistics technology. It’s also a major hiring center for tech companies on both coasts.
Key Facts About Chicago Tech
- Number of Tech Workers: 245,800; 5.2% of overall workforce (2024 CompTIA survey)
- Major Tech Employers: McDonald’s, John Deere, Boeing, Morningstar
- Key Industries: Artificial intelligence, biotechnology, fintech, software, logistics technology
- Funding Landscape: $2.5 billion in venture capital funding in 2024 (Pitchbook)
- Notable Investors: Pritzker Group Venture Capital, Arch Venture Partners, MATH Venture Partners, Jump Capital, Hyde Park Venture Partners
- Research Centers and Universities: Northwestern University, University of Chicago, University of Illinois Urbana-Champaign, Illinois Institute of Technology, Argonne National Laboratory, Fermi National Accelerator Laboratory
