In 2007, I was the Regional Director for the MidAmerica Region in the Office of Leadership Giving at MIT when my wife accepted a job at a prestigious law firm in Portland, Maine. At the time I faced a choice: leave MIT, or pitch a "telecommuting" arrangement that would allow me to continue my career at the Institute. Rather than leave what at the time was my dream job, I started working with the MIT Office of Work & Family Life, the MIT Ombudsman's office, and my supervisor, I crafted a proposal to pilot a remote work arrangement. MIT agreed to a 6-month "trial". A decade at MIT and 13 years as a remote advancement professional later, here we are - all working remotely together. I started my trial period at MIT as a single major gifts contributor and grew my responsibilities to include regional leadership and talent management, to eventually leading all capital fundraising for MIT.nano, then the largest basic research project in MIT History. At MIT I cultiv...