Siegel's book on leadership is laden with his own journey as the CEO of MeetUp, which began during its turbulent ownership by WeWork -- the most colossal venture failure of the social media revolution, having raised $22 billion in capital and ultimately going bankrupt. Into this chaotic, hilariously run company, Siegel steps in to run their division meetup.com - a web app that brings humans together. Siegel explores the hard part of making hard decisions, such as downsizing to achieve profitability, keeping the culture humming after a reduction in force, and focusing on the company's core mission while maintaining his integrity. The book also explores his journey to spin the company out, including discussing the opportunity with over 100 potential private equity partners, before ultimately working with an old friend to buy the company.
The book is an quick and enjoyable read, with important tips and structure bold-faced in order to highlight the 44 decisions that will make or break a leader. Good read.