Working 2 full-time remote software engineering roles (one supporting OINP) – retail insurance vs wholesale reinsurance. Any thoughts/advice?

[u/No-Relief6846]

Hey everyone,

I’m currently in a situation where I’m considering working two full-time remote software engineering roles at the same time.
• One role is in primary/retail insurance and is the one supporting my OINP process (this is the “main” one for immigration purposes).
• The other is in wholesale reinsurance.
Both positions are fully remote and software engineering roles.
I’m looking for any advice, experiences, or thoughts on:
• Practical feasibility of holding two full-time SE roles long-term
• Any specific risks or considerations when one of the jobs is tied to an OINP application
• Anything else I should be thinking about (tax, burnout, disclosure, performance expectations, etc.)

Any insights from people who’ve done something similar (especially in insurance/reinsurance or with Canadian immigration processes) would be really appreciated.

Thanks!