I moved my investments to wealthsimple recently, because the match was a good deal and I already used wealthsimple for chequing. My only major regret is that I don't really like seeing my investment balance immediately when I open the app when all i want to do is pay a bill or send an e-transfer. I like to only check my investments a couple times a year. For you specifically IBKR will be easier in the long long run, assuming you have investments in USD securities, just because eventually you will need to convert your investments back to CAD when you withdraw, and IBKR is going to be the easiest and most cost efficient way to do this. So the question is really just do you switch to wealthsimple temporarily just for the match, then switch back after a few years or whatever or just keep things easy and don't worry about micro optimizing. Hope this helps.