Black background with white cursive text that reads 'Bryan Shepherd for Guitar & Vocalist'.

Live Acoustic Musician in Chicago | Corporate Events, Weddings, & Private Parties

From the first call to the last note, plan your perfect moment effortlessly with a fully custom song list and vibe built around your event.

Based in Chicago, IL | Booking Nationwide

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A man with dark curly hair and a beard, wearing a red plaid blazer and blue shirt, singing into a microphone while playing an acoustic guitar. He is standing outdoors in front of a brick wall and a large window.

Award-winning musicianship meets professionalism

  • A man with a beard and curly hair in a bun playing an acoustic guitar outdoors, with a smile, in front of a background of green ivy and a brick wall.

    Effortless Planning

    • Custom playlist curated for your events style built with your guests in mind

    • Special requests for special moments

    • Structured and seamless coordination with clients, planners, and venues

    Portfolio
  • A man with long, curly hair tied in a bun, wearing a gray blazer and white pants, is playing an acoustic guitar and singing into a microphone on an outdoor stage with wooden structures and green trees in the background.

    Attention to Detail

    • Intentionality throughout the entire performance to ensure smooth transitions throughout

    • Volume adjustments and song lists curated for conversation and higher-energy moments

    • Style-conscious attire to match your events aesthetic

    Videos
  • A man wearing a suit and sitting on a stool playing an acoustic guitar outdoors near a lake, with a large speaker, a black cover, and a foot pedal nearby. There are chairs and a dock in the background.

    Professional Execution

    • Equipment that compliments the space

    • Multiple setup locations if needed

    • Custom playlists before, in between, and after live sets

    Contact
A man with long, curly hair playing an acoustic guitar and singing into a microphone. He is wearing a plaid blazer and is inside a building with large windows, and tall buildings are visible outside.

The Sound

Timeless pop, rock, country, and folk, played to fit the moment

From warm background music to high-energy singalongs, from wedding cocktail hours to intimate receptions, and from casual backyard gatherings to Fortune 500 company events, Ryan crafts a tailored set list and performance style to match the energy and atmosphere your event calls for.

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Ryan Shephard performing live at the 2026 President's Cup at Medinah Country Club. Notable attendees included the President of the United States Donald Trump, Derrick Rose, Connor Bedard, and Scottie Scheffler.
Ryan Shephard performing live at Soldier Field for an event put on by the Chicago Bears.
Ryan Shephard performing live at a wedding River Roast on the Chicago Riverwalk in downtown Chicago.
Ryan Shephard standing with Matthew Lewis, the actor who played Neville Longbottom in the Harry Potter series. Picture was taken at Soldier Field for an event put on by Liverpool FC and Leeds United.
Ryan Shephard performing at a wedding in Chicagoland.
Ryan Shephard performing at a private party at the VU Rooftop in downtown Chicago.
Ryan Shephard and Trevor Tisdale performing at Lakeshore East for a community event in downtown Chicago.
Ryan Shephard performing at a wedding ceremony at the People's Gas Pavillion (The Honeycomb) in Lincoln Park, Chicago.
Ryan Shephard performing a non-profit fundraiser at the Chicago Illuminating Company in downtown Chicago.
Ryan Shephard performing at a wedding cocktail hour at River Roast on the Chicago Riverwalk in Chicago
Ryan Shephard performing at the President's Cup at Medinah Country Club in 2026.
Ryan Shephard performing at a corporate event at the Grand Sheraton hotel on the Chicago Riverwalk in downtown Chicago.
Ryan Shephard performing at a wedding ceremony in Minocqua Wisconsin.
Ryan Shephard performing at a wedding cocktail hour in downtown Chicago at RPM Events.
Ryan Shephard performing at a wedding in Chicagoland.
Ryan Shephard performing at a community fundraiser in Chicago.
Ryan Shephard performing at an intimate dinner party in Chicagoland.
Ryan Shephard performing at a community fundraiser in downtown Chicago.
Ryan Shephard performing at a corporate event for Conquest Racing in Indianapolis Indiana, for the 2024 Ferrari Challenge.
Ryan Shephard performing at a corporate event in Fort Wayne, Indiana at the Mirro Center.
Ryan Shephard performing at a wedding in Chicagoland.
Ryan Shephard performing at a wedding in Chicago at RPM Steakhouse
Ryan Shephard performing at the 2026 President's Cup at Medinah Country Club
Ryan Shephard performing at a wedding in Chicago on the Chicago Riverwalk, a high end luxury wedding at River Roast
Ryan Shephard performing at a community fundraiser and dinner in Chicagoland.