I am getting I’m set up on ShareSight and I’m puzzled about the best way to proceed since for my wife has a mix of issue-sponsored and chess shares, with some being DRP in one and not the other.
It seems like if I set these up in two separate portfolios then all of the tax and dividend calculations should be correct and work - so that is perhaps the best way to proceed (although ideally I’d prefer to use one Portfolio per tax entity).
However, for simplicity I suspect I will proceed with moving the issue-sponsored shares over to CHESS so I can manage them all in one place, and I’m wondering if I do so will Sharesight be able to move those assets over and merge the portfolios for me? I know this is something that they offer via emailing support, but I’m not clear on whether there’s any complications if the same share symbol exists across two portfolios that are being merged.
Ideally it’d be possible to have shares (for the same ticker) held with different brokers held in the same SS portfolio. I have replied to other existing community threads that suggest this feature.
Hi @rickyeo can you post the answer to the forum? We’ve been asking for this feature since 2021 and the range of platforms continues to expand over the last 5 years meaning this problem of owing the same asset on multiple registries or broker platforms expands. The inability to manage this is undermining sharesights value proposition and driving users to AI alternatives, especially as broker platforms begin to provide MCP connections.
Basically the only solution / workaround is to put the holdings in two separate portfolios.
You can later on email Sharesight and get them to merge portfoliosw (though obviously only if you’ve actually consolidated your holdings under one broker)
If it helps, the dividend reinvestment setting in Sharesight is per holding rather than per portfolio, so the CHESS line can have reinvestment on while the issuer-sponsored line stays on cash inside the same portfolio — worth checking the edit-holding tab on each before you split the history in two. The two-portfolio workaround really buys you tidier broker imports and separate cost-base parcels rather than correct dividend handling, and since the DRP residual balance carries forward per holding, either way it is worth reconciling each line against the registry’s allotment figures. If you do consolidate onto CHESS first, keep the pre-transfer registry statements, as that is the part that is awkward to rebuild if a parcel ever needs re-checking.