Do I wait for the 5 speed?

I drive an A833OD so I don’t have an real input for you other than a thought.

A 5 or 6 speed does more than just allow a deeper rear gear. It can also makes the splits better, just like AJ is saying. Simple math.

Don't do the Passing OD 18 spline kit. I did it and the OD ratio is only .80, it isn't significant enough in my opinion. Plus I couldn't downshift into 2nd consistently, so I tried to talk to Passon about it and I didn't get anywhere. I talked to Dan at Brewers and he said he knew those gears were an issue, he could fix it, but at that point I was done. I ended up selling the car, spent ten years getting it exactly the way I thought l wanted it, but it wasn't what I thought and the OD kit was a major part of that. Just too much time and money spent to do it over. Just fell out of love.

If I could do it again, I'd keep the 23 spine 4 speed with a 3.23 gear and just cruise.

I don’t remember the exact numbers, but I am pretty sure a 3.09 Commando box has the same splits as the Passon box. Just run a rear gear that matches the Passon box in OD and should feel about the same.

Personally, the trans might be the single largest change you can make to add usability and a modern feel. Around town fun and highway cruise rpm, best of both worlds if you do it right.