A lot of the times, before you even go into automation, you should run continuous tests to see what content / message has the most impact and on which channels. I've run thousands of tests on posts, blogs, distribution channels to get a better idea of my audience and then I create a customer journey that feeds into my marketing automation and then I measure the success of my marketing automation. Depending on the nature of your SaaS business, you could run several drip campaigns at a time. I would also look into Account Based marketing techniques. Shoot me a DM if you'd like to learn a few more techniques that have worked for me. Have you looked into Zappier / IFTTT to automate some things as well?
1. Talk to your friends, families, and anyone in the property management company world. Make a list of 10-20 questions and simply ask them for their advice. In this case, keep in mind that you're trying to identify a pain point. Once you do, dig deeper and make sure that the pain is real.
2. Once you have a solid understanding of the pain point from a potential customer's point of view, it's time to test it. In this case, frame your idea and try to sell it with the pain point in mind in order to get a potential pilot customer. If you can't get five people to agree to potentially using your product, you probably haven't identified your key pain point. If you can (and they are willing to pay you to build it out) then you're probably on to something.
3. Think about the KPIs that you want to track as you're going to experiment your idea.
4. Scale down the idea to it's core and build an MVP. Then go test it with those pilot customers. Talk to them consistently to see why they would continue using the product or why they stopped.
5. Learn from your pilot customers, build case studies, and start growth hacking.