"Now, I am in a great financial situation and am looking to start investing again."
- First, congrats! Glad to hear you say this.
"The business expenses were piling up and I ended up selling my condo and used the money to pay down all of my business equipment financing, pay off business debts, and school tuition."
- Is it a fair statement to say you no longer have ANY debt? What is your debt now? What is your income, your expenses, your "remainder" at the end of the month?
My salary and affordable living is great but my credit is still poor and I only have an online bank account now."
- OK, but why? Have you looked into credit rebuilding programs? What steps can you take to get out of the 400s? How long have you been living this good salary/affordable living life? See second question as this would help as well.
"I have not filed my personal tax returns since 2015"
- Why? It seems like you would owe money based on some of your statements? Without knowing much about that world, if you've kept "great records" wouldn't you be a candidate to be audited if you don't execute your personal tax returns?
I'm the type of person who believes in a strong foundation to execute ANYTHING. This makes me overly cautious in many ways, but I prefer the term "calculated." If I'm going to cook a meal, I'm setting up everything before hand, making sure my knives are sharp, my recipe is clear, and I have the best ingredients. If I'm going to play soccer, I'm researching the field, observing players in warmups, ensuring I'm in the best possible shape to be successful, etc.
When it comes to investing, you have to ask yourself if you are going to have a cement foundation up to the standards required in the state of Florida, or if you're going to have a house of cards. A bad credit score, not filing your taxes, etc., to me, signals someone who has a house of cards.
I would be curious to know the answers to your questions, because we can then truly see how deep the water is. If this is just a matter of hiring a tax professional to square you up properly, you have no debt, and we can see that after your salary, affordable living, etc., you're able to save say, $500 per month, and have been able to do so for at least 3 to 6 months, then I think its easier to tell you how to proceed.
If you've got debt, if you have tax issues, if you have no cash flow (not even property based, just salary, expenses, etc. on a positive side) then thanks for the post pal, but you know the answer to your questions, and you won't like the rest of the responses that might be forthcoming, and I hope to gosh you realize that.
Give us some insight into the questions above and hopefully we can help.