Tim attended U.C. Berkeley and Sonoma State University, where he earned a degree in cell biology, and working as a research assistant at the USDA Plant Gene Expression Center in Albany, California, he was awarded a USDA fellowship, and moved east to further his studies. He did graduate work at Cornell University in Ithaca, New York, at the tip of Lake Cayuga, in molecular plant pathology. While there, he made friends in the local wine community, and after leaving Cornell, worked as a cellar hand and viticulturist for a small Finger Lakes producer, Lamoreaux Landing. And in 1997 enrolled in the Masters program at the University of California at Davis, studying winemaking and viticulture.
While at the Masters program at the University of California at Davis, he worked harvests at two of Napa Valley's most prestigious properties, Stags Leap Wine Cellars and Opus One. He joined S. Anderson Vineyard as the assistant winemaker for the 1999 harvest and returned for the 2000 harvest, but spent the first half of 2000 working in Australia as a consulting winemaker for Dromana Estate in southern Victoria. Milos was promoted to winemaker and director of viticulture by the Anderson family, then continued with Cliff Lede Vineyards after their purchase of the Anderson property in 2002. He also worked as associate winemaker at Girard Winery.
In 2004 Timothy founded Vino di Milos, LLC, partnering with another noted California winemaker, Marco DiGiulio, to work on a number of projects in Napa and Sonoma counties, producing wine for a dozen luxury brands.