Building a Startup on TN Visa and Getting an O-1 Visa

Updated on April 29, 2024

About Natalie

  • Natalie is the co-founder and head of product at Cover, a property insurance startup.


  • Canadian

Visa Journey

  • TN -> O-1 -> Green Card


  • Natalie holds a Bachelor of Commerce and a BA in mathematics from Queens University in Canada.
  • She briefly attended NYU for a master’s in marketing but dropped out.

Countries lived in:

  • Canada
  • United States

Arrival in the US:

  • Natalie and her co-founders moved to the US in 2015 after being accepted into Y Combinator for their startup Cover.

First Visa and Year:

  • Initially Natalie stayed in the US for under 6 months without a visa, which Canadians are allowed to do.
  • Eventually she and her co-founders had to get work visas, but the specific visa type and year are not mentioned.

First Job:

  • Prior to Cover, Natalie worked at Stylekick Inc. as the lead designer and then as a mobile designer and product growth manager at Shopify.

Current Job:

  • Natalie is currently the co-founder and head of product at Cover.


  • Cover is Natalie’s second startup with her co-founders. Their first was Stylekick Inc.
  • Cover makes getting property insurance as easy as taking a picture. It has raised $27M from top investors like Social Capital, Tribe Capital, Y Combinator, etc.


  • 2013-2014: Worked at Stylekick Inc.
  • 2014: Stylekick Inc. acquired by Shopify, Natalie worked there briefly
  • 2015: Applied to YC and moved to US to start Cover
  • 2017: Selected to Forbes 30 under 30
  • Present: Continuing to build and grow Cover
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Rohit Mittal

Rohit Mittal is the co-founder and CEO of Stilt. Rohit has extensive experience in credit risk analytics and data science. He spent years building credit risk and fraud models for top U.S. banks. In his current role, he defines the overall business strategy, leads debt and capital fundraising efforts, leads product development, and leads other customer-related aspects for the company. Stilt is backed by Y Combinator and has raised a total of $275M in debt and equity funding to date.

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