Interesting thread. Nothing wrong in hiring 2 or 3 people rather than spend $5k on tech these days. Many SMBs also operate with software built on Windows. They had or have to upgrade to Windows 10. Outlook doesn't speak to iPhone or the calendar doesn't sync, cloud storage doesn't always work perfectly well, nobody you can talk to for help, try hire a freelance IT guy - good luck. And Windows 10 installs a new feature overnight and crashes everything. Tech at the user level is a mess.