After serving in the army, Guidobaldo returned to his estate of Montebaroccio in Urbino where he was able to spend his time doing research into mathematics, mechanics, astronomy and optics. He studied mathematics under Commandino during this period and became one of his most staunch disciples.
Pagkatapos serving sa hukbo, Guidobaldo ibabalik sa kanyang ari-arian ng Montebaroccio sa Urbino kung saan siya ay able sa gastusin sa kanyang oras paggawa ng pananaliksik sa matematika, mechanics, astronomy, at optika. He-aral ng matematika sa ilalim ng Commandino panahon na ito at naging isa sa kanyang pinaka-matibay mga alagad.