Positive Mischief
Matt Guastaferro
HUGO Creative's Chief Mischief-Maker, Matt Guastaferro runs guests through a series of fun, off-the-wall questions to see how their creative gears turn. It's a conversation about creativity for those who fancy themselves creative, or who aspire to be more creative. These short digestible nuggets will inspire and entertain.
Episodes
Mentioned books
Mar 5, 2026 • 21min
#38 Josh Finkelstein (part 2)
Josh tackles some hard questions from The Jester ranging from refreshingly vulnerable to funny.
Feb 24, 2026 • 30min
#37 Josh Finkelstein (part 1)
Josh Finkelstein, a capture manager and strategist with roots in entertainment marketing, UX, and design, explains how he blends storytelling and creative thinking into government contracting. He talks about crafting narratives to mitigate risk, finding hidden talent inside large firms, translating creativity for military-style cultures, and simplifying technical ideas for nonexperts.
Jan 27, 2026 • 13min
#36 Bram Weinstein (part 2)
Bram Weinstein, a sports journalist and broadcaster known for play-by-play and anchoring, answers rapid-fire questions and shares quirky stories. He talks about a mysterious Jester prop, his immersive creative prep, balancing fatherhood with media work, wild first-time experiences like monster trucks, and his mixed feelings about Disneyland.
Dec 23, 2025 • 37min
#35 Bram Weinstein (part 1)
The voice of the Washington Commanders Bram Weinstein sits down for a very fun conversation about creativity as a play-by-play announcer and media entrepreneur.
Nov 11, 2025 • 21min
#34 Kelsey Nelson (part 2)
Wonderful conversations abound as Kelsey takes questions from The Jester. Guess who loves school bus races??
Nov 3, 2025 • 36min
#33 Kelsey Nelson (part 1)
Washington DC based sports journalist and personality, Kelsey Nelson sits down to discuss the power of creativity to help build an audience, among many other interesting topics.
Sep 18, 2025 • 23min
#32 David Aldridge (part 2)
Sports Journalist David Aldridge continues his Positive Mischief journey by going toe-to-toe with The Jester!
Sep 10, 2025 • 21min
#31 David Aldridge (part 1)
Sports Journalist David Aldridge joins the show to discuss what it means to bring creativity and sports together, among many other fun things.
Jul 23, 2025 • 14min
#30 CJ Paghasian (part 2)
CJ goes head-to-head with The Jester as we discuss and try to define "Creativity"
Jul 23, 2025 • 18min
#29 CJ Paghasian (part 1)
DC-baded motion designer CJ Paghasian talk what it means to be creative and work in a policy-driven, non-profit world, among many other things.
