I've played a few hours of Telling Lies and absolutely loving it so far.

In-game it has just gone passed 3:00AM and I realised I haven't had any achievements pop thus far (neither Secret ones or the ones about making it beyond a certain time)

Does anybody else have this bug? Or put another way has anybody else had achievements pop as I see it's all ranked as "Legendary"

I'm running it through GOG Galaxy on Windows 10

Yup, played the game through and first then noticed the game had achievements... didn't get a single one (even though I should have)...oh well

My achievements seem to be working except that I have watched 169 videos and I don't get the "Full Upload" achievement, is this one broken?

They fixed the achievements short after i wrote my answer, so they should work now.

As for your full upload, was it your first playthrough or not?
As far as I know, you can search for 169 clips in the database + the endcutscene (anyone of them), which strangely counts as one too. If you had a playthrough before you need to find 170 clips instead.

It was my first playthrough.