Transitioning to e-signature platforms for a small agency

Hi everyone. My family runs a small property management firm, and we've been relying on physical paperwork for lease agreements for decades. We're finally digitizing our workflow this quarter. I'm looking at a few major digital signature platforms. Beyond the subscription costs, what are the day-to-day operational hiccups you experienced when moving your clients and older staff to these professional software services?

The biggest hurdle was actually client adoption, especially with older tenants. We had to create a step-by-step PDF guide with screenshots just to show them where to click. Expect your administrative staff to spend a lot of time walking people through the signing process over the phone initially.