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I have a customer who refuses to migrate away from his Palm Pilot Desktop software Palm Desktop (Windows 7/8/10) last stable release was in 2008. No features have been added in 24 years. The Palm Pilot itself stopped working about 20 years ago. He runs the software in a Windows XP virtual machine.

He runs his entire business off the contact list in the software. Customer has over 50,000 contacts, which the software supports a max of 8k. I got around this limit by using the "Profiles" feature in the software, which allows you to configure multiple users-Each user allowed max of 8k contacts.

I created 10 profiles by dividing the English alphabet into 10 groups based on the frequency of last name first letter in his set of contacts:

Contact Group 1: A, K, T Contact Group 2: B, L, U Contact Group 3: C, M, V Contact Group 4: D, N, W Contact Group 5: E, O, X Contact Group 6: F, P, Y Contact Group 7: G, Q, Z Contact Group 8: H, R Contact Group 9: I, S Contact Group 10: J

Of course, when he needs to search or get data from his contacts, he needs to constantly switch profiles. I can only imagine how mundane that must be, but whatever floats your boat.