Using Wealthsimple, Questrade or TD with ChatGPT and Claude

You can use your Wealthsimple, Questrade or TD Direct Investing holdings in ChatGPT or Claude by linking the brokerage to a read-only connector, then adding that connector to your assistant. The connector reads your positions across your TFSA, RRSP, FHSA and non-registered accounts, and the assistant uses them to answer questions about news, earnings and fundamentals. Nothing can be traded or moved.

Canadian investors have a few extra wrinkles, like TSX tickers, US dollar accounts and several account types. This post covers them.

Why Canadians want this

If you invest through a Canadian brokerage, your holdings probably look something like this: a few broad ETFs, some Canadian banks or telecoms, and a handful of US companies. Following all of that means checking Canadian and US news, keeping track of two earnings seasons that overlap, and remembering which account holds what.

An AI assistant that can see your real holdings makes this far easier. You ask one question and get an answer that covers both markets.

How the connection works

Canadian brokerages don't hand your data straight to ChatGPT or Claude. The link goes through two steps.

1. An aggregator reads your brokerage. Bywell uses SnapTrade, which supports Wealthsimple, Questrade, TD Direct Investing, Interactive Brokers and 20+ more. You sign in through the connection screen and grant read-only access.
2. A connector serves the data to your assistant. Bywell is an MCP connector. You add it in your assistant's settings, and the assistant can then call tools like get_holdings or get_journal when your question needs them.

Bywell can't place trades, move money or see your password. The full walk-through is in How to connect your brokerage account to ChatGPT or Claude, and the security side is in Is it safe to connect your brokerage to an app?.

Canadian specifics worth knowing

TSX tickers and the .TO suffix

The same letters can mean different companies on different exchanges. To avoid mix-ups, many data sources add a suffix for Toronto Stock Exchange listings. For example, RY.TO is Royal Bank of Canada on the TSX. If you ask about a Canadian stock and the answer seems to describe a different company, add the suffix and ask again.

Stocks listed in both countries

Some large Canadian companies are listed on both the TSX and a US exchange. The two listings trade in different currencies, so the prices won't match. When you ask about fundamentals or news, make sure you and the assistant are talking about the same listing.

Several account types

Many Canadians spread their investments across a TFSA, an RRSP, sometimes an FHSA, and a non-registered account. Ask the assistant: "Show me my holdings grouped by account." It's a quick way to see whether you hold the same thing in three places, or whether one account is far more concentrated than the others. For the basics of each account, see TFSA vs RRSP for beginners.

Canadian and US dollars

If you hold US stocks, you may have a USD account or be converting each time you buy. Currency moves change your real return, so a US stock can be flat in US dollars and up or down in Canadian dollars. When you ask about gains, ask the assistant which currency it's using.

What to ask once your Canadian brokerage is connected

Here are prompts that work well for Canadian portfolios. They're examples; adjust them to your own situation.

• "What's the news on my holdings this week? Separate Canadian and US companies."
• "Which of my holdings report earnings in the next 14 days?"
• "Show me my holdings grouped by account, with portfolio weights."
• "How much of my portfolio is in Canadian banks? Is that more concentrated than a broad index ETF would be?"
• "Explain the last earnings report for one of my Canadian holdings. What did management say about the outlook?"
• "Which of my holdings are ETFs and which are single companies?"
• "Remind me the day before any of my holdings report earnings."

For a longer list, see AI investing prompts for your own portfolio.

Coverage: US and Canadian stocks

Data coverage for Canadian stocks is less common than for US stocks, and it costs data providers more. Check what a tool covers before relying on it.

On Bywell:

Canadian stocks and ETFs are covered on both plans, so a mostly Canadian portfolio gets news and earnings from day one.

A sample weekly check-in for a Canadian portfolio

To make this concrete, here's how a short weekly session might go. The holdings are hypothetical: a Canadian equity ETF, a US equity ETF, two Canadian banks and one US technology company, spread across a TFSA and an RRSP.

1. "What's the news on my holdings this week?" The assistant groups stories by company, with sources and dates.
2. "Which of these stories actually matter for the long term?" It separates a bank's earnings date announcement from a routine analyst price-target change.
3. "Anything reporting in the next two weeks?" It lists the dates and offers to set reminders.
4. "Show me my holdings grouped by account, with weights." You notice both banks sit in the same account, and that together they're a bigger share than you thought.

That's four questions and about ten minutes. You haven't been told what to do. You've been told what's going on, which is the part that usually takes the longest.

What the assistant won't do

It won't tell you whether to buy more of your bank stocks, sell your US tech, or move money between your TFSA and RRSP. Bywell's instructions to the assistant are to explain, give both the bull and bear readings, cite sources and dates, and leave the decision with you.

That matters especially for account questions. What belongs in a TFSA or an RRSP depends on your income, your plans and current tax rules. For rules and limits, go to canada.ca. For advice on your situation, talk to a qualified professional.

This is general information, not investment advice.

Getting started

If you're with Wealthsimple, Questrade, TD Direct Investing or another supported brokerage, you can connect it read-only and try it in your assistant today. Start here.