Run 2 scheduled workers within 5 seconds of each other

May I ask what have you tried so far?

Does your Website work over HTTPS?
What about the SSL certificate, do you actually have a valid one for your domain?

Furthermore, may I ask which SSL option have you got selected under the SSL/TLS tab of Cloudflare dashboard for your domain? (Flexible, Full, Full Strict …)

Is it surely there is no Firewall Events or some other possible Security which could potentially block your requests?

Useful articles about 525 error you are encoutering so far for now:

https://support.cloudflare.com/hc/en-us/articles/115003011431-Troubleshooting-Cloudflare-5XX-errors#525error

Particularly, correctly setup the SSL for your domain at first sight and possibly going step-by-step to troubleshoot the SSL handshake issue?

Here is a way to re-check if you correctly setup the SSL for your domain with Cloudflare:

In case you do not have an SSL certificate, you can use Cloudflare SSL, if so, kindly make sure you follow the instructions as follows on the below article to setup an SSL certificate using Cloudflare CA Origin Certificate:

Also, kindly have a look here for more information regarding correct SSL settings: