It seems Mr. Handy can be sent out into the wastelands to collect caps, but not equipment, with a few hilarious quips from him, but I'm wondering if you can upgrade Mr. Handy so that he collects more caps as he adventures outside?
I haven't found a Mr. Handy yet as he is a somewhat rare premium item from lunchboxes.
Best Answer
No, Mr. Handy cannot be upgraded. He doesn't gain experience points and cannot be healed by stampacks.
About the loot, from experience, he will collect more and faster if you let him a few hours in the wasteland. He is very rare in lunchboxes but he can be bought for 1 euro (or around 4 euros for 5 Mr. Handy). It's not a bad price considering you can still revive Mr. Handy after he dies for 2000 caps. So you can keep him forever :) (but cannot be changed between vaults)
You can learn more about Mr. Handy here.