Cuevas was signed by the Red Sox as an international free agent in July 2008. He spent two-and-a-half seasons with the DSL Red Sox spanning 2009–2011, before joining the GCL rookie team late in 2011. He then was promoted to the Class A Short Season Lowell Spinners in 2012, and played with them for the entire season.\n', '

Cuevas emerged during his first season with Lowell, as he posted eight wins and two losses in 77⅓ innings of work, striking out 72 batters while walking only 15 for a solid 4.80 SO/BB ratio. He also set a Spinners record for the lowest earned run average (ERA) in a regular season, as his 1.40 ERA bested the 1.50 mark set by Kyle Weiland in 2008. In addition, Cuevas ranked in the top of several statistical categories in the New York–Penn League, tying for first in wins, for second both in ERA and innings, and for third in strikeouts.\n', '

Cuevas was promoted to the Class A-Advanced Salem Red Sox in 2013 but struggled for most of the year. He posted an 8–9 record and a 5.05 ERA in 26 starts, while striking out 109 and walking 40 in 135⅓ innings. He returned to Salem in 2014, but spent two stints on the disabled list, including one that lasted roughly a month. He then went 2–6 with a 4.70 ERA in 24 appearances (10 starts), including 80 strikeouts and 32 walks in 95⅓ innings.\n', '

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