Starting as Manchin's deputy general counsel, Alsop moved to the same role with the state Department of Revenue for a year. He then served as secretary of that agency for a year.
Between his stints with Manchin and Goodwin, Alsop spent a little time in the private sector. He is ready for a little more normalcy.
"It's time to pick my career and dedicate some time to it. I think this is the end of my public service," he said.
The job never stops, he said, but the level of uncertainty that comes with the position wore on him.
Tomblin's office is facing a fair amount of scrutiny: top officials have received a report critical of the state Department of Health and Human Resources for waste; they've missed a self-imposed deadline to release a study concerning Medicaid expansion by nearly five months; and questions remain about a massive Internet infrastructure project.
Alsop said he planned his departure to give the administration plenty of time to prepare the staff for the transition.
Charlie Lorensen, currently the secretary of the Department of Revenue, will assume the position.
"I'm thankful for Gov. Tomblin's confidence in me, and I'm honored to serve in this new role. I look forward to working with his exceptional team through the transition in the coming weeks," Lorensen said in an emailed statement.
Before taking the top spot at the Department of Revenue in January 2011, Lorensen worked as a tax attorney for almost 20 years with local law firm George & Lorensen, according to the department website.
"He's an incredibly gifted individual who will make a great chief of staff," Alsop said.
Alsop said he plans to look for a job in the private sector, potentially "helping businesses proceed with strategic vision." He said he had no timeline for making his next move but will seek an ethics exemption and find a good "landing spot."
Alsop earned $116,000 and Lorensen earned $95,000 in total compensation for 2012, according to the state auditor's website.