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Pery: I'll let you in on a little secret. Experience is overrated.
I spent the first 20 years of my career living out of a carry-on bag,
Making money with his bag?
chasing every story that moved. I was saving the world.
Clark: That's a big job for a simple reporter.
Pery: Yeah, well... Two ex-wives and an ex-dog
later, it finally sunk in. (He finally settled down with his life on-the-run?)
What matters most is having someone
around to share your life with.
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Madhulk
I spent the first 20 years of my career living out of a carry-on bag,

Making money with his bag?

A "carry-on bag" is a relatively small bag or case that you can take with you into the cabin of an aircraft. "living out of" means that all the things he needed for his day-to-day life were in that bag; in other words, he spent all his time travelling.
MadhulkTwo ex-wives and an ex-dog
later, it finally sunk in. (He finally settled down with his life on-the-run?)
He finally realised (that what matters most is etc. etc.).
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Thanks, Mr Wordy!