I'd love to have just one full-time remote job. Anyone managing to do two at once more than makes up for any points lost on ethical grounds with the bonus points for technical chops and sheer moxie.

If ever were in such an enviable position, these are the potential pitfalls I might see.

  - The companies schedule mandatory meetings at the same time.
  - The companies schedule on-site days that make travel arrangements impossible.
  - Conflict of interest between companies.
  - The companies don't actually care, but you hide it anyway, and they care about that.
  - The companies do care, but you tell them, and they retaliate for the embarrassment.
  - Tax withholding comes out wrong, and you are fined for it.
  - Someone you met through both companies outs you.
  - One of your companies is acquired by or merged into the other.
  - Your life is converted to an 80s-style sitcom script, and you aren't even credited.