Kubernetes Ingress path not finding resources

I guess nginx.ingress.kubernetes.io/rewrite-target: / annotation in your Ingress configuration doesn't bring any success for multipath rewrite target paths, read more here. However, you can consider to use Nginx Plus Ingress controller, shipped with nginx.org/rewrites: annotation and can be used for pointing URI paths to multiple services as described in this example.

You can also think about using nginx.ingress.kubernetes.io/configuration-snippet annotation for the existing Ingress, which can adjust rewrite rules to Nginx location, something like:

apiVersion: extensions/v1beta1kind: Ingressmetadata:  annotations:    kubernetes.io/ingress.class: nginx    kubernetes.io/tls-acme: "true"    nginx.ingress.kubernetes.io/proxy-body-size: 50m    nginx.ingress.kubernetes.io/configuration-snippet: |      rewrite /first-app/(.*) $1 break;      rewrite /secondary-app/(.*) /$1 break;  name: my-appspec:  rules:  - host: my-app.example.com    http:      paths:      - backend:        path: /first-app          serviceName: my-app          servicePort: http      - backend:        path: /secondary-app                  serviceName: secondary-app          servicePort: http