Because we use SME’s who have day jobs and we also continue with normal projects and implementations our regression testing is about 1 month long. If my team were solely dedicated to regression testing, it could be much quicker. It also depends on the changes being implemented by MSFT. You will notice on the release schedule, some versions have an “asterisk” next to them. Those include large changes that are more likely to break things.
Without knowing your system, it is difficult to say. The first few updates are going to be a learning process. I would give yourself as much time as you can.
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