K.N.
Honestly, I'd rather have 2 in diapers than 1 in diapers and 1 that I have to constantly clean poop out of underwear... It takes me 1-2 minutes to change a 2 yr old diaper--and less when she wears pull ups.... It would take me much longer to clean up urine/feces in clothes, upholstery, floors, cars, etc. and try to launder the associated clothing stains...
If he isn't ready, then you're trying to swim upstream against the current.
On the other hand, diapers aren't cheap. There is always the financial cost of having 2 in diapers... Consider it a luxury (not a headache) if you can afford it.