where do you want to put your portfolio management, in something dedicated like clarizen, smartsheet, or wrike; somewhere simplistic like or asana or trello, with finance like anaplan. now that anaplan is on the table, it might change how you feel about adaptive insight. now you might need to replace your gl. losing adaptive insight for anaplan might push you away from workday and towards ultimate, because of the ownership structure (not at all a technical decision.) ten cascades later, you are asking yourself aryaka+hyperv+qumulo+simplivity+ruckus+salesforce+gsuite+adaptiveinsight+workday or velocloud+esxi+nasuni+nutanix+ubiquiti+anaplan+dynamics+office365teams. your either or's become complex and intertwined. you might think some of these decisions are just "IT/technical" but at the the end of the day every decision cascades into another, changing the scope of the next decision.
if my somewhat silly rant didnt make my point: too often companies want to outsource decision making that belongs in the c suite, that can give them a competitive edge, if done right, in house by magicians. you lose your magic and secret sauce by going with what everybody else does. its akin to whatsapp being erlang based vs going with metoo ruby. or how newspaper publishers have an edge when they also develop the hosting platform and license to others (vox chorus, gizmodo kinja, wapo arc, say tempest, bi viking, vs wordpress.)
https://www.wsj.com/articles/why-do-the-biggest-companies-ke...
http://www.niemanlab.org/2018/09/newsonomics-the-washington-...