So, I think the key is to have a failure buffer. Now, failure is a very vast term. A failure buffer would be an amount of capital that allows you to cover a negative cash flow first property. In my opinion, start with a house hack. With a house hack you have more lending option (@Eric Johnson, correct?), and hands on experience in your property. If you can cover the property being your own housing expense, then there is never going to be a problem holding that property.
Then, once through the first property, you've learned the good, bad, and ugly. Then you move onward and upward.
I do think suburban markets aren't as great as urban markets (higher population that are buying detached homes, smaller population in general, less business hubs - But with the change in working life, I don't think its necessarily bad), but I think if you can get into a small market and have it as your first experience, I don't think that is a bad thing. I think the thing you need to do is just do, experience the process, hedge as much as possible, but just go and do!