We make software in this category, so we have a point of view. Use these questions on every vendor, including us.
General coaching tools are built for goals and habits. A divorce client's week looks different: a lawyer's request they don't understand, a shoebox of statements, and a mediation date coming up fast. So your software should make them calmer, and leave you more time for coaching.
Most handle scheduling, payments, contracts and session notes well, and you may already have what you need for those. What they rarely cover is the work specific to a divorce:
Judge any tool from the point of view of someone who hasn't slept. Could they:
Coaches help clients get organized and prepared. They don't give legal or financial advice, and good software helps you stay on the right side of that line. Look for tools that gather and organize rather than tell the client what to agree to. If a tool suggests what someone "should" accept, that's a risk to you as well as to them.
This one is easy to overlook. Many clients still share a home, a computer, a phone plan or an email account with their spouse. Ask:
Encourage clients to use a private email address and device. If a client has safety concerns, connect them with a domestic violence advocate first.
Your client walks into a lawyer's office better prepared because of you. Can you hand over organized documents without becoming the go-between? Can the client control what's shared, and can you see progress without seeing everything?
Choose someone you know well and ask them to use it for a week, then ask how it felt. If they're calmer and your next session goes to decisions rather than paperwork, you've got your answer.
Not for scheduling or payments. It helps most with what general tools miss: document lists, tracking what's missing, and sharing with a legal team.
It shouldn't. Look for tools that help clients organize and prepare, and leave legal and financial advice to the people qualified to give it.
Use a separate login and a private email address and device, and check what reminders and emails reveal.