Based on what I noticed so far, the strongest drive for a migration is a new
feature coming/ bugfix coming.
It's usually the only way to convince the business layer in small/mid size
companies not tech oriented.

In general I would say it is quite important to avoid lagging to much behind
( keeping the difference in major version <2 ).
Last observation based on experience, never just migrate to the
latest/recent version without a deep check of the changelists and community
resources.
It is quite common that a version 6.x.0 is released and then some regression
or bug is discovered and 6.x.1 ( sometimes 6.x.2 is released) .
So it always good to investigate the community and changelists to find the
minimum (safe) Solr Version .

In relation to that, I have actually a concern as there are some "famous"
Solr versions affected by bugs.
I don't know what happens in those cases but I would like to see those
releases impossible to download/install after the bug as been fixed ( I
think a recent example was 6.4.0 which has some big regression).


Regards




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Alessandro Benedetti
Search Consultant, R&D Software Engineer, Director
Sease Ltd. - www.sease.io
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