Curious if my plant is ready for transplant

My plant is In a five gallon cloth bag currently




Does anyone think its time to transplant to a 10 gallon, or should I wait and if so how long would you suggest ? All help is appreciated

Looks healthy AF.. is it growing outside or brought outside for pic's ?

Thanks. Stays outside regularly, im in west California great weather to grow i guess. Do you think its ready for a transplant? Or should I wait

I find they are easier to repot when they nearly rootbound and dry. Less damage to the roots and faster recovery.

When it needs to be watered daily or almost daily its time