Unable to successfully change lot allocations for stock sales more than 2 years ago

ve been tracking on Quicken (currently Q 2015 Premier) by downloading the b uy/sell transactions each month. In this "managed" account, a specific sto ck is frequently purchased (and sold) several times, in small purchase amou nts. I now want to change the "lots sold" in some of the sell transactions in Quicken so they match the lots sold in the record of the investment com pany. I have found I can successfully change the lots specified in transac tions within the last two years. However I have not been able to successfu lly correct sell transactions older than two years. Quicken allows me to e nter the change but the actual lots get screwed up. Anyone have any insigh t on how to do this for sell transactions more than two years old?

I'd be inclined to run a file validate on a copy of the file and choose the Rebuild lots option. You should be able to respecify any lot assignments, with the obvious qualification that you can't sell the same lot twice. So similarly, I'd be inclined to rework the oldest sales first, moving forwar d in time from those.