Try to view technology as a valuable employee, someone you can trust but who you don’t yet know how to harness to the best of their abilities. You are the boss. If it’s unruly, doesn’t obey the house rules or your directives, creates dissention in the ranks, takes unscheduled days off, hurts your reputation, fire the ungrateful wretch and find a solution that fits. A good term for this is “rightsize,” as opposed to “wrongsize.” If you can’t figure this out on your own, a good tech planning consultant will be worth every penny. Don’t hesitate to search for one outside the area. Consultation by Zoom works fine.
If you can make a big gain in “efficiency”—a term than can be measured any number of ways, but should always include environmental impact—carefully assess its impact on your customers. If that’s minimal, go for it. The transition from cash to electronic payment, for example, is still being resisted in some quarters because of fears that customers don’t want to adapt and the customer is always right. Rather than hold back vital progress where it’s needed to accommodate a few, figure out how to accommodate the few—even individually, if necessary—while giving your business the benefits of living in a digital world. A loyal-for-decades client is probably worth the extra effort, even if it means delivering handwritten paper bills in person—but not to Rochester, Minnesota.
It’s not necessary to be the local technology leader, but you’ll be doing no one any favors by being the last analog holdout.