{"id":505,"date":"2019-06-03T13:57:49","date_gmt":"2019-06-03T19:57:49","guid":{"rendered":"http:\/\/www.ecimulti.org\/blog\/?p=505"},"modified":"2019-06-03T14:20:57","modified_gmt":"2019-06-03T20:20:57","slug":"outlook-2016-constantly","status":"publish","type":"post","link":"https:\/\/www.ecimulti.org\/blog\/?p=505","title":{"rendered":"Outlook 2016 constantly prompts for password on first start with Azure AD \/ Office 365"},"content":{"rendered":"<p>Hey folks,<\/p>\n<p>After many years since my last, I&#8217;m doing yet another Office 365 migration. I&#8217;m fortunate that everyone is on Outlook 2016 and Windows 10&#8230; not too much legacy baggage there. This time around, I&#8217;m using Azure AD Sync + Pass-through authentication. The last migration I did, this functionality wasn&#8217;t even available.. I had to use Okta and then eventually OneLogin to accomplish my goals. <\/p>\n<p>At first, everything seemed to be working fine, no password prompts using OWA with IE\/Edge and Chrome. This was all good for me, since I tend to use OWS 100% when I&#8217;m on Office 365. <\/p>\n<p><strong>SADLY:<\/strong> Outlook itself was prompting for a password on first start \/ launch. The dreaded Outlook credential begging window in all its glory:<\/p>\n<p><a href=\"http:\/\/www.ecimulti.org\/blog\/wp-content\/uploads\/2019\/06\/outlook_passwordprompt.jpg\"><img loading=\"lazy\" decoding=\"async\" src=\"http:\/\/www.ecimulti.org\/blog\/wp-content\/uploads\/2019\/06\/outlook_passwordprompt.jpg\" alt=\"Outlook Credential Begging\" width=\"515\" height=\"367\" class=\"alignnone size-full wp-image-508\" \/><\/a><\/p>\n<p>I went back through the manuals, looked at all of my Azure AD config&#8230; couldn&#8217;t figure it out. In my desperation, I ran across this blog: <a href=\"https:\/\/jaapwesselius.com\/2017\/11\/06\/single-sign-on-and-azure-ad-connect-pass-through-authentication\/comment-page-1\/\" rel=\"noopener\" target=\"_blank\">Jaap Wesselius: Single Sign-On and Azure AD Connect Pass-Through Authentication<\/a><\/p>\n<p>The key step I missed (or didn&#8217;t know about?):<\/p>\n<blockquote><p>Set-OrganizationConfig -OAuth2ClientProfileEnabled:$true<\/p><\/blockquote>\n<p>After enabling that, I was immediately in business and no more password prompting from Outlook! Hopefully this helps someone, because this is yet another dark alley I see a lot of people struggling through.<\/p>\n<p>Til next time\u2026<\/p>\n","protected":false},"excerpt":{"rendered":"<p>Hey folks, After many years since my last, I&#8217;m doing yet another Office 365 migration. I&#8217;m fortunate that everyone is on Outlook 2016 and Windows 10&#8230; not too much legacy baggage there. This time around, I&#8217;m using Azure AD Sync + Pass-through authentication. The last migration I did, this functionality wasn&#8217;t even available.. I had [&hellip;]<\/p>\n","protected":false},"author":2,"featured_media":0,"comment_status":"open","ping_status":"open","sticky":false,"template":"","format":"standard","meta":{"footnotes":""},"categories":[43,100,1,27],"tags":[],"class_list":["post-505","post","type-post","status-publish","format-standard","hentry","category-exchange","category-office-365","category-uncategorized","category-windows"],"_links":{"self":[{"href":"https:\/\/www.ecimulti.org\/blog\/index.php?rest_route=\/wp\/v2\/posts\/505","targetHints":{"allow":["GET"]}}],"collection":[{"href":"https:\/\/www.ecimulti.org\/blog\/index.php?rest_route=\/wp\/v2\/posts"}],"about":[{"href":"https:\/\/www.ecimulti.org\/blog\/index.php?rest_route=\/wp\/v2\/types\/post"}],"author":[{"embeddable":true,"href":"https:\/\/www.ecimulti.org\/blog\/index.php?rest_route=\/wp\/v2\/users\/2"}],"replies":[{"embeddable":true,"href":"https:\/\/www.ecimulti.org\/blog\/index.php?rest_route=%2Fwp%2Fv2%2Fcomments&post=505"}],"version-history":[{"count":21,"href":"https:\/\/www.ecimulti.org\/blog\/index.php?rest_route=\/wp\/v2\/posts\/505\/revisions"}],"predecessor-version":[{"id":527,"href":"https:\/\/www.ecimulti.org\/blog\/index.php?rest_route=\/wp\/v2\/posts\/505\/revisions\/527"}],"wp:attachment":[{"href":"https:\/\/www.ecimulti.org\/blog\/index.php?rest_route=%2Fwp%2Fv2%2Fmedia&parent=505"}],"wp:term":[{"taxonomy":"category","embeddable":true,"href":"https:\/\/www.ecimulti.org\/blog\/index.php?rest_route=%2Fwp%2Fv2%2Fcategories&post=505"},{"taxonomy":"post_tag","embeddable":true,"href":"https:\/\/www.ecimulti.org\/blog\/index.php?rest_route=%2Fwp%2Fv2%2Ftags&post=505"}],"curies":[{"name":"wp","href":"https:\/\/api.w.org\/{rel}","templated":true}]}}