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Yes, lot of wallets (some times address) may end up in mess. Practical approach must be, use one or two wallet types for some time like 3 or 6 months. Then make them cold storage and move to different wallet type.
These all for the bitcoiners who want to save bitcoins for years.
Luckily I am already doing that, but not intentionally. I love trying new wallets but when moves to new one I back up old one and put in offline. I still in search of features rich wallet which makes me trying out new wallets.