Bad news first: $300MRR means you have validated a niche. Now you need to know
if it scales at least 10x-20x to make a living of it.
Good new: At this point you can afford to know your users.
Send them an email.
Meet them in person if possible.
I made my first sale ever just because I met an existing gutomer just to say "Hello, I am your new sales rep. How I can help?".
Make them see you as a person rather than SaaS.
Don't ask customer for new features.
Get interested in customer ecosystem:
- what works for them?
- which software do they use?
- figure out when does projects/money arrive.
Sometimes just making two pieces of software to cooperate it worth a subscription/license or might open a path in a bigger market.
Also, don't build something specific for a customer. If it is usefull for all of them, build it. If not, scrap it.
Monitor churn rate like crazy.
Rise your prices, and granfather your current customers service plan. Be careful not to make it sound like you're trying to charge them much more.