Implement very naive solution

roles/whoami/defaults/main.yml

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+---
+
+whoami_version: latest

roles/whoami/meta/main.yml

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+---
+
+dependencies:
+  - docker
+  - docker-swarm
+  - caddy

roles/whoami/tasks/main.yml

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+---
+# install whoami container
+
+- name: Deploy whoami to swarm
+  community.general.docker_stack:
+    name: "{{ item.name }}"
+    state: present
+    prune: yes
+    compose:
+      - "{{ item.compose }}"
+  with_items: "{{ whoami_stack }}"
+  when: whoami_stack is defined
+  become: yes
+  tags:
+    - docker-swarm
+
+- name: Get caddy container id
+  ansible.builtin.command:
+    cmd: docker ps -q -f name=caddy_app
+  register: caddy_container_id
+  become: yes
+
+- name: Add caddy reverse proxy
+  community.docker.docker_container_exec:
+    container: "{{ caddy_container_id.stdout }}"
+    command: >
+      curl localhost:2019/config/apps/http/servers/srv0/routes/0 -X POST -H "Content-Type: application/json" -d {{ whoami_upstream }}
+  become: yes

roles/whoami/templates/docker-stack.yml.j2

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+version: "3.7"
+
+services:
+  app:
+    image: containous/whoami:{{ whoami_version }}
+    networks:
+      - "{{ docker_swarm_public_network_name }}"
+
+networks:
+  "{{ docker_swarm_public_network_name }}":
+    external: true

roles/whoami/vars/main.yml

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+---
+
+whoami_stack:
+  - name: whoami
+    compose: "{{ lookup('template', 'docker-stack.yml.j2') | from_yaml }}"
+
+whoami_upstream: >-
+  '{ "@id": "whoami_upstream", "handle": [{ "handler": "reverse_proxy", "upstreams": [{ "dial": "whoami_app:80"}]}] }'
+