How many dividend-paying ideas are you talking about?If you are talking about less-than-10 names, your fears about it being complicated are overblown.Three tools that can help1. Start a spreadsheet.One can make it fancy or complicated if one wants. I had eight columns to start but six columns is all one really needs.Purchase date, # of shares purchased, Cost, Sales date, # of shares sold, Sales. The "stocks"that caused me to choose the spreadsheet solution were Canadian Royalty trusts (Canroys), manyof which paid their distributions on a monthly basis. One doesn't even have to update thespreadsheet on a monthly basis. Even once every 3-6 months would work.2. Brokerage statementsThis might vary by brokerage but some brokerages have some really good transaction reportingdocuments (either mailed or online). The brokerage where I do most of my DRIP investing hasreally good 1099 tax reporting data for customers.3. Using "various"One does have to separate long term holdings/transactions from short term holdings/transactions.But it is possible to consolidate a whole bunch of transactions involving the samestock ticker into a single line (two lines if the transactions were spread over morethan a year). The spreadsheet mentioned in #1 is useful here.
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