| RetireWare | Ontario |
| Retisoft, Inc. | Ontario |
| RetiSpec, Inc. | |
| Retsina Software Solutions | British Columbia |
| Retsly | British Columbia |
| Reva Solutions | British Columbia |
| Reveal Research | British Columbia |
| Revenue Automation, Inc. | British Columbia |
| Reverb Consulting, Inc. | |
| Reverb Therapeutics | |
| ReviewStudio | Quebec |
| ReviQ | Prince Edward Island |
| Revive Therapeutics Ltd | |
| REVOLT Sites | Ontario |
| Revolution Communications Solutions Ltd | Alberta |
| Revolution Media | Prince Edward Island |
| Revolution Networks | Ontario |
| Revolve | Nova Scotia |
| Rewind Software, Inc. | Ontario |
| RexCom | Ontario |
| REXYS, Inc. | |
| Reynolds and Reynolds (Canada) Ltd | Ontario |
| Rezdude Technologies | Ontario |
| Rezgo | British Columbia |
| RF Cables, Inc. | |
| RF-MTL Electronics, Inc. | Quebec |
| RF-Tel Communications Ltd | Quebec |
| RFDM Solutions | |
| RFID Canada | Ontario |
| RFNOW, Inc. | Manitoba |
| rform | Prince Edward Island |
| RFT Informatek | Quebec |
| RGB Logiciel | Ontario |
| RGI Solutions, Inc. | New Brunswick |
| RGM Software, Inc. | Ontario |
| RH Solutions Informatique | Quebec |
| RHA Ventures, Inc. | |
| Rhésus | Quebec |
| Rhinhost | |
| Rho Canada | Quebec |
| Rhodes & Williams Ltd | Ontario |
| Rhyno Cybersecurity | |
| RI Creative, Inc. | Ontario |
| Ribbit Ltd | |
| Ribbon Encore, Inc. | Ontario |
| Ribbon Revival Ltd | Alberta |
| RIBE Computers & Networks | |
| Riblio Software Development | Ontario |
| Rich Web Design And Communications | Ontario |
| Richard Black | Nova Scotia |