Hi,
This is a known issue that is currently being addressed with a development fix.

Hi, is there an update on this case? 

If this is really something that needs to work, there is an immediate option to custom code a fix into a custom .js file. That custom .js file would go into your wwwroot/js/custom folder so that it loads on every CRM page.

I've tested the below code wrapped in a crm.ready() function and it's working as expected. I'm using two methods to check the URL to test for the appropriate system action for intentional redundancy.

crm.ready(function () {

  const Args = crm.getArgs(crm.url());
  if (Args.Act != '2300' || window.location.href.indexOf("Act=2300") === -1) {
    return;
  }

  var TASKS_BTN_ID = "view_tasks_btn";
  var CHECKBOX_ID = "overdueTaskCheckBox";

  function isTasksActive() {
    var btn = document.getElementById(TASKS_BTN_ID);
    if (!btn) return false;

    return (
      btn.getAttribute("tabindex") === "0" ||
      btn.getAttribute("aria-pressed") === "true" ||
      btn.classList.contains("k-selected")
    );
  }

  function applyCheckboxWhenReady() {
    var tries = 0;
    var max = 40;

    var t = setInterval(function () {
      tries++;

      var cb = document.getElementById(CHECKBOX_ID);

      if (isTasksActive() && cb) {
        if (!cb.checked) cb.click();
        cb.checked = true;
        cb.dispatchEvent(new Event("change", { bubbles: true }));
        clearInterval(t);
      }

      if (tries >= max) clearInterval(t);
    }, 50);
  }

  applyCheckboxWhenReady();

  document.addEventListener("click", function (e) {
    var btn = e.target && e.target.closest
      ? e.target.closest('button[data-group="views"]')
      : null;

    if (btn) applyCheckboxWhenReady();
  }, true);

});

Hi Basil,

Thank you for the script!

I could successfully implement the script in a custom .js file. 
There is one little adjustment I had to make. 

As the script is looking for ACT=2300 in the URL it is only changing the value when logged into CRM already and having a URL with ACT=2300, SID etc. 

What can happen: 
If a user has set their default page to Calendar AND Tasks the URL isn't showing any SID or ACT Code. It's giving the URL  "../eware.dll/go". 

See updated version below: 

crm.ready(function () {

  const Args = crm.getArgs(crm.url());
  if (Args.Act != '2300' && 
      window.location.href.indexOf("Act=2300") === -1 && 
      window.location.href.indexOf("/eware.dll/go") === -1) {
    return;
  }

  var TASKS_BTN_ID = "view_tasks_btn";
  var CHECKBOX_ID = "overdueTaskCheckBox";

  function isTasksActive() {
    var btn = document.getElementById(TASKS_BTN_ID);
    if (!btn) return false;

    return (
      btn.getAttribute("tabindex") === "0" ||
      btn.getAttribute("aria-pressed") === "true" ||
      btn.classList.contains("k-selected")
    );
  }

  function applyCheckboxWhenReady() {
    var tries = 0;
    var max = 50;

    var t = setInterval(function () {
      tries++;

      var cb = document.getElementById(CHECKBOX_ID);

      if (isTasksActive() && cb) {
        if (!cb.checked) cb.click();
        cb.checked = true;
        cb.dispatchEvent(new Event("change", { bubbles: true }));
        clearInterval(t);
      }

      if (tries >= max) clearInterval(t);
    }, 100);
  }

  applyCheckboxWhenReady();

  document.addEventListener("click", function (e) {
    var btn = e.target && e.target.closest
      ? e.target.closest('button[data-group="views"]')
      : null;

    if (btn) applyCheckboxWhenReady();
  }, true);

});

Hi Basil, 

Awesome - works great. 
Thanks for the script. 
There is one little adapation I made. 
In case a user sets their start screen to Calendar/Tasks and Tasks screen no ACT=2300 ID is generated in the Browser URL, resulting in the script being executed only when changing pages and going back to calendar. 
So, I just added in one line /eware.dll/go so this case is also working. 

crm.ready(function () {

  const Args = crm.getArgs(crm.url());
  if (Args.Act != '2300' && 
      window.location.href.indexOf("Act=2300") === -1 && 
      window.location.href.indexOf("/eware.dll/go") === -1) {
    return;
  }

  var TASKS_BTN_ID = "view_tasks_btn";
  var CHECKBOX_ID = "overdueTaskCheckBox";

  function isTasksActive() {
    var btn = document.getElementById(TASKS_BTN_ID);
    if (!btn) return false;

    return (
      btn.getAttribute("tabindex") === "0" ||
      btn.getAttribute("aria-pressed") === "true" ||
      btn.classList.contains("k-selected")
    );
  }

  function applyCheckboxWhenReady() {
    var tries = 0;
    var max = 50;

    var t = setInterval(function () {
      tries++;

      var cb = document.getElementById(CHECKBOX_ID);

      if (isTasksActive() && cb) {
        if (!cb.checked) cb.click();
        cb.checked = true;
        cb.dispatchEvent(new Event("change", { bubbles: true }));
        clearInterval(t);
      }

      if (tries >= max) clearInterval(t);
    }, 100);
  }

  applyCheckboxWhenReady();

  document.addEventListener("click", function (e) {
    var btn = e.target && e.target.closest
      ? e.target.closest('button[data-group="views"]')
      : null;

    if (btn) applyCheckboxWhenReady();
  }, true);

});

That's the beauty of community participation. Even if I can get it 10% of the way there, sometimes that 10% is the hardest part to crack. I'm glad it helped! Way to tailor it (even minorly) to what you needed. Hopefully this will help others in a similar situation. Cheers!