Should I repot this orchid? (Pictures included)

[Orchid grower]

In the past I have only repoted brand new orchids/ orchids where I could see the media had started to decompose or if it looked like something might be off.

I have read online snd it seems its recommended to repot your orchid every couple years or so.

I have one orchid that is in a 4 inch clear plastic pot and it had a lot of root growth last year. The roots wrapped around the bottom of the pot and roots are started to come out of air holes. It was last repotted in March 2019. I dont see anything wrong with the media but I am wondering if it's a good idea to repot to accommodate new root growth?? Based on the amount of roots I got last year, I am sure there will be lots again.

Please see pictures attached! And let me know if you think I should repot??