Hello Troy,
I'm currently a Windows engineer working with AWS workload on a daily basis. Although I'm confident in setting up the EC2/SQL/IIS, I was wondering if you could please clarify the following?
1. Is your custom application packaged/ready to be deployed on the instance with minimal configuration (ie. it will 'work' after installation or does it require additional handling?)
2. Does the application require only the single user/pass or will there need to be one for each user?
3. When you mention that you want everything to be automated, do you want me to create a user data that bootstraps the entire process? (ie. install SQL, set up IIS/bindings, firewall settings,database configuration)
I thought perhaps asking these questions up front will outline a clear scope and better outcome for you and me :)
I'm based in SYD and happy to work on this after work until late, I can probably get the AWS part up and running in an hour or so, but I'd imagine most of the time would be spent setting up the application and creating a script to wrap the entire process