| Apr 2018 | Smart Savings | — | First interest-earning savings account (CDIC) |
| ~2019–2020 | Wealthsimple Save | — | Smart Savings rebranded (CIPF) |
| Jan 2020 | Wealthsimple Cash (1st use) | — | Savings/chequing hybrid, 2.4%, planned metal Visa debit |
| Nov 2020 | Wealthsimple Cash | Wealthsimple Cash (beta) | Account repurposed as the P2P app; interest dropped |
| Mar 10, 2021 | Wealthsimple Cash | Wealthsimple Cash | P2P app goes nationwide; $handle system |
| Mar 29, 2021 | Cash / Save | Wealthsimple Cash | Names simplified; one Cash account allowed |
| ~2021–2022 | Wealthsimple Spend + Save | Wealthsimple Cash (standalone app) | Spend (1% back, prepaid Mastercard) split out |
| Nov 14, 2022 | Wealthsimple Cash (2nd use) | Wealthsimple Cash → folds into main app | Standalone Cash app shut down; P2P moves in-app |
| ~2023 | Wealthsimple Cash | "Pay friends with Wealthsimple" | The in-app P2P feature label |
| Jun 11, 2025 | Wealthsimple Chequing | "Pay friends with Wealthsimple" | Cash → Chequing at "End of Banking?" event |
| 2025–2026 | Wealthsimple Chequing | Wealthsimple Pay | Current feature branding; send/request up to $100k |