Led by Datto founder and billionaire Austin McChord, Outsiders Fund explicitly avoids hot sectors and instead backs founders modernizing unglamorous but enormous markets like cattle supply chains, industrial painting, and satellite buses—sectors rarely covered in mainstream venture narratives. The fund has demonstrated its ability to spot "unsexy" infrastructure plays before they scale, such as investing in Apex's satellite manufacturing at Series A and riding it to a $200M Series D at unicorn valuation.