Hi Ryan,
Basically, you have three options:
- Create a VPN between OS Cloud and your on-premise infrastructure
- Create a AWS Transit gateway
- Create a AWS Direct connect
Option 1 is the easiest to achieve with the least costs. Each options pro's and con's.
Once you have a connection, you can have a REST/SOAP API exposed on your OutSystems on-premise to be consumed by apps in your OutSystems cloud.
Did you also consider to have solved your requirement on your OutSystems on-premise using DMZ?
Regards,
Daniel