One thought I have on your model is make your entry price some sort of bundle. Your product is designed for workflows and you can't really have a workflow with 1 user so already you are at 2 users to start.
I am sure you can play around with this but it feels like this product would benefit from getting into as many users hands as possible when you are establishing yourself in a client business. Atlassian is an example of this where all of their products (or almost all of them) are $10/10 users and once you hit 11 users, it goes up quite a bit. That might seem like quite a jump but imagine what you are paying in salaries at 11 people vs. what your JIRA subscription now costs?
I am sure you can play around with this but it feels like this product would benefit from getting into as many users hands as possible when you are establishing yourself in a client business. Atlassian is an example of this where all of their products (or almost all of them) are $10/10 users and once you hit 11 users, it goes up quite a bit. That might seem like quite a jump but imagine what you are paying in salaries at 11 people vs. what your JIRA subscription now costs?