Auto-fill my return --> Saving your information --> TurboTax has encountered a problem. Please close this browser window and try connecting to TurboTax Online again.
I tried with Chrome, Edge, and Firefox. I cleared my cache for each, closed the browser, and re-tried. Didn't work. In total I tried six times, two times with each browser. Windows 10 Pro, everything works except Turbotax's Auto-fill my return.
Now I'm submitting this request for help.
The problem is probably not on CRA's end. It is probably a technical problem on Turbotax's end.
My spouse's "auto-fill my return" worked fine.
Same issue, I think it has to do with the number of slips TurboTax can handle. The CRA says you can download up to 500 slips at once, but when I try to load ~225 into TurboTax I get a very cryptic and unhelpful error message saying "Oops, we encounted an error".
A more helpful message would read "our servers only allow up to X slips to be downloaded, please manually enter all your slips"
An even more helpful option would be to download all but my T5008 so I don't have to manually enter everything. Then I can just combine my T5008s by brokerage to have just ~4 slips to manually enter.
I know this issue wont affect most people since trading 200+ times a year is uncommon but TurboTax should be able to support this for the extra $ paid to file investment products.