Hi @Kyle Calica
1) To answer your question: If you bought a Standard SSL Certificate you will need to purchase an additional Standard SSL Certificate per subdomain.
2) If you plan on having many subdomains, perhaps you should look into purchasing a wildcard certificate so you can use it on any subdomain going forward. (Wildcard allows *.yourdomain.com vs Standard is subdomain.yourdomain.com)
- Pricing below in Canadian Dollars.
Azure App Service Certificates
For more information visit: https://azure.microsoft.com/en-us/pricing/details/app-service/windows/
If this is helpful please mark as correct answer.