Working Stiff’s Pittroff goes back in time w/ Enterprise


Whether it’s a rental replacement for a Conestoga wagon, a horse with more horsepower, or a friendly voice to answer history’s first phone call, St. Louis-based Enterprise is always there in the new “Always Ahead Of The Times” campaign.

Directed by commercial production company, Baltimore-based Working Stiff’s Matt Pittroff, and produced by St. Louis-based agency The Big Tree with creative services by the Cannonball Agency, the spots take a cheeky look at history by playing with the space-time continuum and infusing Enterprise’s ethos of service into known situations from the past.

Limited to a one-day shoot at Big Sky Ranch in Los Angeles, producing multiple period-appropriate OLV’s as well as additional social content should have proven a logistical challenge (hell, nightmare) for the team. “By re-creating these historical events, I hoped we had a chance of stopping time, if even for a few hours. Anything to help us make our day,” jokes Working Stiff Executive Producer Steve Blair.

Instead of tearing the fabric of reality, the team found practical, efficient solutions. “Our Insta stories were supposed to be ‘selfies,’” notes the director. “Why complicate the process when you can simply embrace it?” As the main unit was preparing the next set, Pittroff would stay behind to shoot the digital spots on his phone. Take a look below:

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And while they couldn’t stop time, the shared history between The Big Tree, Working Stiff and Cannonball proved essential. “Our long-standing relationship allows us to collaborate both creatively and logistically,” elaborates Pittroff. “By clearly and concisely laying out the vision, we’ve built a level of mutual trust that allows me to ‘do my thing’ and move efficiently.”

“Matt Pittroff is my go-to director,” declares The Big Tree Executive Producer Larry Israel. “We’ve been working together for years. As always, this production went off without a hitch, no pun intended.”

2019 has been a very productive year for Pittroff. In addition to releasing his short film “Social Mediation,”

Pittroff has directed spots for Round Table Pizza, Spectrum, 1-800 Contacts and Cox Business to name a few. He is represented by BODEGA, a content creation studio based in New York, Los Angeles, and San Francisco.

Client: Enterprise Rent-A-Car

Agency: The Big Tree
   Executive Producer: Larry Israel

Creative Services: Cannonball Agency

Production Company: Working Stiff
   Director: Matt Pittroff
   Executive Producer: Steve Blair
   Director of Photography: Andy Lilien
   Production Designer: Philip Duffin
   Costume Designer: Bobbie Mannix

Editorial Company: 90 Degrees West

SOURCE: Working Stiff