lol, believe it or not this was an interview question one of my Director of Engineering used to use to sus out the experience of people. As I read the parent comment I was thinking the same thing.

Be careful listening to this kind of advice. You never know what ballpark the "CTO" is playing in.

I'm just thinking about 6 to 7 figures software investment and trying to understand how you could do that without several meetings.

Easy, use JIRA and give your whole company seats. Add on some other Atlassian products and you'll quickly get to 4-5 figures per month.