Hi Trisha,
I don’t really have experience with Django, so you’ll have to figure out how to run your Django application as an upstream webserver. Lifeboat will configure a nginx Reverse Proxy to forward requests to applications that run their own server; but Django does not appear to operate in that way. You will need to employ other software to be the upstream server.
You should definitely get a Debian server with the latest version available. I’ve had to apply or create version-specific hacks for every. single. version. of Ubuntu. I really don’t recommend it. Plus, they try to upsell you support packages when you SSH into your own server… 
Once you’ve got a Debian box, installing Python should just be sudo apt install python3. A quick glance at the website suggests that after you have Python installed you can use the Python package manager pip to install Django. There’s also a DigitalOcean tutorial on setting up Django which should be exactly the same instructions for Debian.
As much as I’d love to sell another license for Lifeboat, I’m not going to misrepresent its features. Because of your need for Django you’ll still have to do command line configuration. Lifeboat can manage the rest though; set up databases, configure nginx, and simplify SSL.
Hopefully this helps shed some light on your options.
Best wishes,
Tim Parnell