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It's hard to know when.  In retrospect you always second guess yourself - "I waited too long" or "It was too soon".  Breathe, and go with your instinct.  You will know when it is right for your kitty. I hope that things calm down for you stress-wise.  Sounds like we all have general anxiety...

My new stray kitty is named Oliver. :)

I totally am feeling overwhelmed by my cats.  I have taken in a(nother) stray recently and had his neuter surgery, vaccinations, etc.  Adding him makes five cats total in my small home and it feels like a lot to me.  I am constantly caring for them, cleaning, feeding, vetting. It's too much.  I...