There's too many variables, for anyone to answer this, other than yourself.
I will say this, though - if you hope to turn a profit off your first feature, then I think you should remove any timelines and/or deadlines. Just start making movies, network with as many filmmakers as you can, and learn what you can from them. And don't be shy to lend a helping hand to someone else's production. You'll know when you're ready for a feature.
There's no road-map for indie filmmakers. Every single one of us is a trailblazer.
There is a well-respected member of this forum who advocates making a feature film, without any experience, sight-unseen. Besides having a heck of a lot of fun, you'll learn A LOT. I used to disagree with him. I used to think that you shouldn't make a feature until you're "ready". I've since changed my mind, simply because I've realized that I wasn't even slightly "ready" to make my first feature, when I did. And yet, it is an experience I cherish, grew a lot from, and formed some great relationships that I think will help me take my next step forward.
So, do you need your first feature to be a money-making venture? If so, slow down, work hard, and be diligent. On the other hand, if you're open to the idea of making a feature as more of a learning/growing experience, then hurry the fuck up and do it!