OP here - FWIW, after looking into TaxAct I decided to give it a try. Same old story here, Inuit customer from decades ago, for the most part I've been satisfied with Quicken, even given what I perceived as indifference on their part to assuring that "new and improved" versions actually improved the software. Repeat customer with Turbotax for many years as well. Guess I got really tired of the nagging built into Quicken telling me it's time to upgrade. And well this Schedule D thing, like I said, was the final straw.
So - downloaded TaxAct last night, started getting serious with it while sipping my morning coffee. GUI is a bit of a change from TurboTax, but doesn't take long to grow accustomed to. As far as the PDF import from my TT prepared 2013 return, well that didn't work for me. Started it, dialog box says it might take a couple of minutes, but after about 10 seconds it moves to the next screen with "The PDF you provided could not be completely imported." Harrumph says I, to no one in particular. Started over, just to make sure it wasn't user error, but got same results. Oh, well – no biggy, a few more keystrokes mixed in with some copy/paste and that one issue was history.
It only took me a rather leisurely two hours or so and I had the hang of the software, and my 2014 return completed as far as can be with the yet to be finalized forms. I managed to compile my detailed medical deductions, real estate taxes, insurance premiums paid, etc. to the optional supporting documents as well. Forms – I’d be pressed to find any that are “missing” from the available list, heck there’s quite a few in there I've never heard of – and I've been known to read the IRS instructions thoroughly just for entertainment value. My gut feel is software to software TT and TA are pretty much even up, a view echoed in some online reviews. On price, unless one has a steeply discounted offering available as the brokerage deals noted in other posts, TA has a strong advantage over TT.
Interesting to note, when doing a little research on TA, it is a product of Blucora (BCOR), a company with a market cap just a smidgen over 2% of Intuit’s. Blucora acquired TaxAct in 2012. TaxAct software, which originally launched in 1998, was created by members of the team that had also created the Parsons Technology product Tax Edge, which was discontinued not long after Parsons was acquired by Intuit in 1994. What goes around comes around.