For me, it was never the code - that was the easy bit. It was providing solutions 'they' said couldn't be done. Getting over the political hurdles (supplier and client) was usually harder than getting through the technical hoops.
They said installing a TCP/IP stack on MVS with no SNA tunnelling couldn't be done -- it was done. They said you'll never get RPCs working from Windows/OS2 to CICS -- we did, and it ran for more than 20 years. They said you can't put customer call centres half way round the planet in a 'third world ' country - really!
That was all back in the halcyon days of the '80s and '90s. I'm not convinced the hurdles and hoops would be any easier to navigate today.
BR
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