Teddy, I'm but a young one (32), I'm struggling with the same fear as you are describing - fear of failing - for me it permeates through everything I do, which is quite depressing at times (driving in new places / in the city, talking to new people, trying new things (except food)).
However what I have found through experience is that the fear goes away after I muster the courage to actually try - and lo and behold I'm quite good at some of the things I try!
I'm learning to fail, through trying - and it's great and failing is not easy.
Please just pick up any of the kits you have and give it a shot (maybe not Morgan though) - you will not regret it! Looking at your earlier models, you have the skill and patience to make a beautiful model ship!
As for beginning models - I picked up this hobby last January (2018) with no previous experience, no woodworking skills or other related skills (I'm a software developer), and have built 5 models to date, 2 more under construction (Amati HMS Fly and a very old VHT/Billing kit of Mercantic).
I think i picked decent models to start with, and in my opinion a first model should be double planked (if any wood will be showing) or single planked on frame/bulkhead if the whole hull is painted. And not a model where the second layer is 0.3 mm veneer (like my first; AL Endeavour's Longboat - it really does not give much confidence or room for mistakes, plus AL's suggested way of planking in the instructions just look awful).
I would think long and hard about starting on a solid hull model as the first model - my only guess as to why these are often marketed/sold as beginner models must be that 'look - half of it is done already'!
AL's Swift (new version) is nice and easy starter, simple deck, simple rig, simple hull shape, single planked and all painted so you can hide all the mistakes it's just like a plastic model - you get what's on the tin. Same goes for AL's Mare Nostrum (newer version).
Model Shipways 18 Century Longboat was a quick and relaxing build but a bit more involved, however it turns into a very very pretty little boat and I'd suggest it for someone with previous experience modelling/handcrafting anything (single planked though so care must be taken during fairing and planking). If i figure out how to share a picture I might show what Chucks compendium can do to help beginners along!
I do hope you try Teddy, sitting here in Norway rooting for you - good luck!