[14] During this time, Winchester was tapped by composers Kyle Vegter and Ben Kauffman to help develop and revamp the original score and sound world for Manual Cinema's multi-disciplinary, feature-length work Lula del Ray.

[22] Lula del Ray also received unanimously favorable reviews from a variety of publications, television stations, and radio outlets, including The Los Angeles Times,[23] Chicago Tribune,[24] PBS News Hour,[25] KCRW,[26] The Edinburgh Reporter,[27] Fast Company, Aesthetica,[28] and Paste Magazine,[29] whose critic Alicia Kort opined that the show "reminds us what we were like when we thought that the possibilities were endless."

In August 2017, Lula del Ray was shown as a part of the Edinburgh Fringe Festival where it garnered a "★★★★★" review from The Telegraph which described the show as "moving – a wordless, dreamlike fable set against the backdrop of the Fifties space-race" and noted that the show's "emotional impact comes partly from the enchanting live soundtrack, scored for guitar and cello, which includes snippets of a recurring melody: the Baden Brothers' Roy Orbison-esque ballad 'Lord, Blow the Moon Out Please.

[33][34] Winchester composed the score and produced the sound design for a story told by Gilbert Zermeño and Pat Powers-Zermeño, retitled "Sax Trombone" for the event.

In New Zealand, Winchester and his then-partner lived in a camping tent and a used Honda Accord, while spending additional stretches in cheap Airbnbs, including a brief stay with director Danny Mulheron in Wellington.

His clients came to include executives from Facebook,[38] LinkedIn,[39] New Balance,[40] AT&T,[41] AARP,[42] Bodybuilding.com,[43] The Hershey Trust,[44] David Yurman,[45] Alex And Ani,[46] Roche,[47] and the US Securities and Exchange Commission.