Why upgrades go wrong
The most common reason Magento upgrades fail: extension conflicts discovered mid-process, after staging is already broken. A thorough pre-upgrade audit eliminates surprises.
The second most common reason: skipping staging entirely. I never upgrade production without a validated staging run with a tested rollback.
What I’ve upgraded
I’ve handled upgrades from 2.3.5 through 2.4.7, including the OpenSearch migration, the PHP 8.x transition, and the Laminas/Zend migration. If you’re on an older version, the path forward is clear — it just needs proper sequencing and patience.