If Democrats actually wanted to win every election from now until forever, this would do it for them. Imagine worrying how you're going to feed your kids and then the mail arrives "BTW you've qualified for food stamps for the last 18 months, here they are" instant loyal voter.

But they won't

Not the sole reason. They play a part, same with H&R Block, but it's more the people working for the ultra-wealthy who keep bribing politicians to create laws that allow their clients to avoid paying taxes. The companies that have tax software for the small people benefit from the tax system getting more complex, but they don't directly lobby for those rules, they just want any kind of complexity. Their big fight is against any kind of free tax preparation for the poor and middle class.

It's pretty disgusting what they do though. They make say $20 from someone filing their taxes. They take say $3 from that $20 and spend it to ensure that their customers are never offered a free alternative. They're basically making their customers pay to lobby the government to keep taxes so complex that the customer has no choice but to use them again next year.

That's absolutely not the case. They lobby to prevent the IRS making their own version of TurboTax, not lobbying to make the tax code more complex. Taxes are complex because we have little real oversight but a lot of deductions and credits. The IRS literally cannot track everything they offer deductions for, so it goes largely on the honor system until something seems fishy.

If you have a house, you have deductions. If you added solar to your house, you have deductions. If you bought an electric car or a hybrid, you had deductions for a while there. If you rent you have deductions in some states. You have to list your dependents for credits.

The IRS is incapable of tracking all of this.