Looks like airflow, celery and every other workflow orchestrator doesn't want to deal with it and just asks you to deal with it using shit like k8s.
I decided to write a simple scheduler that runs in a separate thread in the background of our webapp, so that it can be parceled into our existing elastic beanstalk deployment.
I use two database tables to pick up tasks and run them, and have some amount of failover. Just need to be a bit careful around deadlocks, but thats a cakewalk compared to the dumpster fire that is configuring these Babylon tower frameworks.
If you're interested I can write up some sample scheduler code and publish it which shouldn't be more than a few hundred lines and do what we're looking for.
you can configure your job to retry unless it returns success - and unless someone nukes your windows machine - it will get executed. if you are afraid that your windows machine will get nuked - then you can use SQL Server Agent on High Availability Cluster - and it will do the job.
if you want your jobs as a code - you can code them in Powershell and store in git/azure devops repo. You can deploy your jobs with the same powershell, or even use a CI/CD pipeline to do that.
Honestly maybe we can, given I see ec2 instances running for four years without even a restart, but it's still not in the general dev philosophy of cloud at the least.