Not to be too down on the Winclone product, although I have preferred to go the cloning route, both for macOS and Windows, from 2011 until this fall, on this new system my only viable options were:
Booting my cloned macOS from an external drive to the new Macbook failed, due to missing hardware drivers in 10.15.1 (10.15.2 probably has these).
With this 16 inch Macbook, as soon as things got really hairy, it became clear that the following software, that I rely on, wasn’t quite ready:
Winclone 8
Paragon Software’s filesystem driver suite.
VMware Fusion
So, I did migration assistant (just applications and system) of macOS.
For Windows I built up the system totally from scratch (time consuming, but straightforward).
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I also am not terribly confident in APFS, so only my macOS system in APFS, my home folders, etc are HFS+.
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FYI:
I went through a similar set of steps this past September, with the 2019 15 inch Macbook Pro, and Winclone/Paragon performed as advertised.
However, this was my first T2 Mac, and I really messed up big time.
I made a series of mistakes that required me to bring the system into the Apple store in order to get the system out of it’s totally ‘bricked’ state. [internet recovery spins forever, pin prompt, with no valid entries accepted].
After Apple repaired the system (I had to sign some ‘interesting’ paperwork), I got my cloned Windows and macOS booting fine.
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My next project is to try and get Fedora Linux booting natively on the 16 inch.
Since Fedora is free, I can live with quite a bit of finicky software.
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Once I am all done, my goal is to achieve what I had with the 2015 Macbook Pro:
Triple Native Boot (macOS, Windows, Linux).
VMWare bootcamp support, under macOS physical host, for BOTH Windows and Linux (using VMware RAW disk partitions).
Access to all partitions, from all booted O.S.s (except for APFS on T2).
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Why do I do this? It is ‘fun’…