It's not clear to me what Quicken intends the two Accrued Interest categories to be used for, different than the regular Interest Income categories. But in an investment account, making a Type=Miscellaneous transaction in order to record interest, only the Accrued Interest categories are available; the (non-accrued) Interest categories are not.

Let me explain the use case I'm having, and perhaps someone can correct me if I'm doing it wrong.

I have an annuity in a brokerage (non-retirement) account. The annuity annual posts interest earned. This interest is not paid out, and is not taxable; it simply accrues and adds to the value of the annuity. So how should I record this in Quicken to reflect the current value of the annuity? I've been recording it as a Miscellaneous transaction using the category "Investments:Accrued Interest Tax-Free":

Why this category? Because no other investment category available works; here are the only choices from the dropdown menu:

(And remember, in Quicken Mac, users cannot edit or add to Investments sub-categories.)

To me, "Accrued Interest Tax-Free" seemed a logical category choice, as that's exactly what this annuity interest credit is.

(Why not instead record it as a Type=Interest transaction? Because then the interest would show up as taxable income — which it is not — on Schedule B.)

This works fine, except that on Schedule B, and in the Income & Expense Dashboard, this income shows up under expenses, as a negative expense. That is, it is signed correctly as income, so the bottom line for everything is correct — but it should be counted as Income, not as a negative Expense.

So: am I recording this type of transaction incorrectly? Or is Quicken incorrect in having these two accrued interest sub-categories carry a type of Expense rather than Income?

Is there a tool to reconcile the holdings in an investment account to the holdings balance in Merrill Lynch?

RECAP:
I have both SPAXX core cash fund AND a Premium FCZXX Government money market account. Before this change to Quicken, on the first of the month interest or DIVIDEND would come in and SPAXX interest properly placed but the FZCXX would have a Dividend and a BUY which would cause SPAXX to be inflated by the amount of the FZCXX dividend and FZCXX to be short that amount. I would have to delete the BUY and change the DIVIDEND to REINV and all would be proper and expected.

Quicken has changed the feature and I was hoping this would now work as expected with no manual manipulation. Not so.

Quicken has chosen to treat BOTH MM accounts as cash. Dividends arrived this morning.

TODAY:

First, there is no buy transaction. SPAXX is still proper and as expected, but FZCXX comes in as a dividend and once again, so SPAXX is overinflated and FZCXX understated by the amount of that dividend.

I went to account settings, downloads and the non obvious scroll down to the options for treat as cash and unselected the FZCXX as SPAXX is working as expected. Intuitively, having FZCXX as "treat as cash" is what I thought I would want but it is not working "properly", So I unselected it and came to here:

You may note above that IF I make this change, it changes FCZXX to a NEGATIVE balance as well as SPAXX as a negative number with some options. The keep current balance is already wrong by the amount of the current FZCXX dividend, so a wrong choice. I can change the balance manually and I have neither tried that nor would I know if next month it will finally work as I expect.

OR, I can simply change DIVIDEND to REINV Dividend and it would be correct. I have not tried that but feel confident that would create the proper balances. I would prefer no tto have to do that every month.

So, What AM I missing? Can this be set to work as I had hoped? Have I provided a decent enough explanation for you to understand?

Thanks!

[Edited - Readability]

I have the treat as cash option available in account settings for Fidelity, but not for any other investment accounts.

I tried rebuilding history for Silver just now and got the following:

I'm wondering if an update caused this?

Version 9.1.1 (Build 901.61363.100)

macOS 26.5.2

When gov't securities mature (ie. $10,000), Quicken adds $10,000 to my total investments. Same when Schwab combines two Roth's (my wife's) and mine, the total investments increase by that same amount. I understand that in both cases a transfer is involved but can't figure out how to attend to that in Quicken

Now I am seeing two copies of the same investment in several of my Vanguard accounts. I noticed this when my investment total dollars increased for no reason.

In each example, the name of the investment is slightly different but the number of shares is the same. I've attached a screenshot (without numbers) to show what I mean about duplicates.

I restored from a couple weeks ago but as soon as I connected and downloaded transactions, the duplicates showed up again.

The one other thing that differentiates the duplicates is that the one I think is "bad" shows no cost basis.

What do I do?

One more observation: in Quicken, I just noticed that the account balances in question had a sudden bump up between April 24 and April 26 of this year. May I should have restored a backup from April 24. I'll wait to hear from you.

Quicken business and personal v9.1.0 build 901.61320.100 MacOS 26.5.1 annual membership

Also, in the portfolio view under Name, Quicken gives categories such as Bond, ETF, Stock, and Other. Can you just also add CASH or Money Fund (or both) as a choice? Thanks, in advance.

2024: I put $100, and bought security A

2025: market value grew to $150, I sold A. a $50 and 50% gain.

Immediate I used the $150 to buy security B.

Today 2026: the MV is now $200.

Quicken shows: Total gains: $50 (= 200-150 for B), or 33.3% (= 50 / 150)

but in fact my "wealth gain" should be $100 or 100%.

Is there a way to see this wealth gain statistic in Quicken Mac?

if I have a csv file that has past 10 years of contribution, investment details including historical prices, can I directly import that into Quicken for this account particularly? will this mess up things going forward?

I checked the Import options from the menu bar, is the "security price csv" the correct option? is there where I can check exactly what data columns I should include to make Quicken record correct historical basis / prices / quantity / contributions.

thanks

It looks like my ETFs are still listed as mutual funds.

Anyone have any insight as to if/when securities will be updated automatically? I know I didn't set these up myself, so the type must have been set automatically from some source. I really don't look forward to making lots of manual updates

Thanks!

DETAILS:

1. Quicken 79+% increase"Market Value" on Fidelity Investment Account - Fidelity Balance correct

Fixed Bank CDs and Cash -
Quicken "Market Value" $330 ⇐wrong Quicken "Balance" $118 ⇐correct.
Fidelity = $118

2. Quicken 20+% increase"Market Value" for a Fidelity Investment Account - Fidelity Balance correct

Index Fund - FXAIX -
Quicken "Market Value" $294 ⇐wrong "Balance" $133 ⇐correct.
Fidelity = $133

Quicken 9.1.0 MacOS 13.7.8

I want to record the ticket price initially as a gambling LOSS but need to get result of drawing at a later date for an update to potentially change it to a WIN minus the ticket cost.

I think the ticket cost might need to be a separate account for gambling losses (gambling fees?) in addition to main Gambling Losses account.

Maybe some suggestions here? Quicken Classic Premium version 8.5.2.

Good news first: the Mac version does support specifying lots. The "Specify Lots Assigned in This Transaction" dialog is there, with Auto Select (FIFO) plus manual per-lot share entry. That resolved my biggest concern going in, since several older threads claim Quicken Mac is FIFO/LIFO only.

My question is about history, not the feature itself.

In Windows I have deliberately specified lots on a number of past sales — non-FIFO selections made for tax reasons. After conversion, those sales on the Mac side do not appear to retain those specifications; they present as FIFO.

I've seen it explained (in a Windows context) that when no lot specification exists for a sale, Quicken computes FIFO dynamically against whatever lots are currently available, rather than storing an assignment. If that's also true on Mac, my working theory is that the converter carries the transactions but not the lot-specification records, so every historical sale falls back to dynamic FIFO.

What I'd like to know:

1. Is this expected behavior for the Windows→Mac conversion? I don't see lot assignments listed among the known conversion losses (invoices and attachments are documented; lots are not mentioned).
2. If it is expected, is it documented anywhere I've missed?
3. Is there any approach short of manually re-specifying every historical sale? I'm aware of the Remove Shares / Add Shares and Shares Transferred techniques for rebuilding basis, but with years of history that isn't realistic.

Why this matters: if historical lot assignments silently revert to FIFO, realized gain/loss and holding-period math diverge from both my Windows file and my brokerage's 1099-B — and it does so quietly, since nothing looks broken. It only shows up on the sales where I'd deliberately chosen non-FIFO lots.

Happy to provide specifics from my test file. If someone can tell me this is a settings issue or that I've tested it wrong, I'd genuinely welcome being corrected — I'd like to make this move.

Quicken Classic Business & Personal (Windows) — Version R68.28, Build 27.1.68.28 on Windows 11 Home
Quicken Classic for Mac — Version 9.0.3 (Build 900.60651.100) on macOS 26.5.1, Apple Silicon

Is there a way to enable adding transactions on the mobile app?

FreddieH

About 7 weeks ago I transferred everything in a (Schwab) brokerage account to a new brokerage account in the name of our new trust. Today I observed that the history did not transfer, just the shares. I tried following the instructions to fix this:

• Backup!
• Delete the Add Share transactions from the trust account
• Delete the Remove Share transactions from the original account
• In the original account create a new Transfer transaction on the appropriate date and for all shares

I expected, as the transaction wizard appeared to say I should, that I should see Remove Share and Add Share transactions in the two accounts, and that the history should also be transferred; however, no transactions show in either account and all I have are the placeholders created when I deleted the original Add Share and Remove Share transactions.

Since this clearly didn't work I've restored the backup. That leaves me, however, without any of the history, including the very important lot and cost basis information.

How do I go about "fixing" the transfer from the original to the trust brokerage accounts so that the history comes along?

A mandatory ExxonMobil corporate reorganization (CUSIP change) downloaded from Fidelity as two Payment/Deposit transactions:

• +$6,854.50
• −$6,814.00

At the same time:

• Quicken already shows the correct replacement ExxonMobil security
• The account still has the correct holding of 50 shares
• There are no missing shares after the download

The account also contains a placeholder transaction from 2024, but that was created when I first added the Fidelity account to Quicken after the shares were already owned. I don't believe it's related to this 2026 corporate action.

My question is not how to edit or delete transactions.

My question is:

What is the recommended way to handle these downloaded Payment/Deposit transactions in Quicken Classic for Mac?

Should they:

1. Remain in the register as downloaded?
2. Be deleted because Quicken already updated the holdings?
3. Be replaced with different investment transaction(s)?
4. Be handled some other way?

I'm looking for the approach that keeps the investment register, cash balance, and portfolio history accurate.

If anyone has seen this specific Fidelity download behavior or knows Quicken Mac's intended handling of these transactions, I'd appreciate your guidance.

Thank you.

I have many ETF's. How do I choose which setting ? Right now set to "Stock"

I also know that when dividends come in they come in as dividend for my money market funds and should come in as "Reinvest Dividend". Where does that get changed now? Currently set to "Mutual Fund".

FIXED Downloaded transactions are now categorized as expected when Automatically improve the quality of downloaded payee names and categories is enabled, even when Sync is disabled

Where is this setting?

Thanks.