As a point of comparison to the quotes you are receiving;
... you mentioned you were quoted $1,900 for carb work ( not replacement with new carbs) and transmission leak work. I just called Mike ( my guy to ask him for references in Atlanta for you...)
- brand new non sale dual Weber IDF CB carb kit, with all related parts under 900$... and CP Could jet for your VS. On sale they go for about ~700$_$800. https://www.cbperformance.com/product-p/6409.htm. And instal- balance -jetting/tuning of new carbs by my mechanic just confirmed would charge 200$ Including parts/taxes. For rebuilding a carb he typically quotes under une hour of labor - 100$.
My guy actually list his pricing... http://wagenschmitt.com/pricing.php
- last week we changed both Rear axle seals to address trans fluid leak... with parts, rear brake adjustment and WA tax (10%) I paid 254$. And got a lesson on how to do it my self next time I encounter a leak like this. ( my VS was built in 2013, and has a little under 30k miles on their 1915cc stock engine.