[citation needed] Then Long served for four years as the CEO of WebMD, where he concentrated on the organization's serving as a network linking "patients, hospitals, doctors, insurance companies, and pharmacies that would help manage people's health care...."[4] Long envisioned cutting $300 billion in waste from the healthcare industry, but what he "saw as waste others saw as income.
With morale at Homestore sinking and other companies luring away top talent, Long acted to halt the losses.
He asked the employees to support him in reinvigorating Homestore, His restructuring began by shedding acquisitions and renegotiating contracts with AOL and Cendant.
With flexibile renegotiated contract terms, Long was able to assemble an investment group to steer the company from near-bankruptcy toward profitability.
[4][6] In late March 2009, along with Taylor Griffin and Jack Dennison, Long launched Sulgrave Partners LLC, a business advisory–consulting firm headquartered in Washington, D.C.[7][8] He is also chairman of NEOS Geosolutions, a privately held geosciences technology company, and chairman of Essence Group Holdings Corporation (EGHC), a privately held managed care and healthcare information technology business that develops and markets tools and technology supportive of more accountable, patient-centered healthcare.