So I am reclassifying to MOS 14E this August. How hard is it to get promoted as a 14E and rise through enlisted ranks?

Every promotion up until SGT/E-5 is given unless you mess up. These can be dependent on TIS (time ine service) TIG (time in grade). Promotion to SGT requires you go to a promotion board as a SPC to obtain (P) or promotable status. You will then need to attend (BLC) basic leader course, and graduate. Each MOS has a different point requirement. The points will drop every so often to "pick up" the SPC or several SPC with the highest amount of points to replace outgoing NCO's. Some mos like 11B I have seen pick up over 300 SGT/E-5 in a single month. As my mos only picked up around 15 SGT/E-5 this year so far and 2 SSG. For faster promotion, do well on PT Test, correspondence courses should be maxed, do good at the range, any college is worth points as well and can really help out for promotion to SGT. Also getting awards helps out as well. Completing BLC getting a spot on the commandants list is worth points as well. For that you need to be in the top 5% of the class. Word of advice don't focus on Commandants List, worry about completing each individual assignment with quality as they are given to you. That is what I did and earned a spot on Commandants list. Don't focus on the long term goal instead focus on the short term goals as in the end they will lead you to the long term goal.

Well, as an old crusty squid I have no idea what you’re referring to aside from work classification. I CAN tell you that you’re 3 consonants and 2 vowels away from a bowl of Alpha Bits cereal! *grin*. (Sorry, it’s been one of those days & I needed to vent!) Carry On!

Once you’re reclassify it’s difficult regardless. Find their promotion success ladder and crush it! Pull a blank NCOER and make a plan on how to get excellence in each one. Without doing these things you’ll be passed up once you hit the higher ranks. But this depends on your current rank now as well.