If pro skateboarders have resumes, Tony Hawk’s is undoubtedly among the longest and most envied. Though he’s the most decorated skater ever with the highest contest win percentage of any sport and a $1 billion video game series, Hawk has arguably given more to the sport than he’s received. Watching Hawk skate is testament to creativity and artistry as much as athleticism, as is his autobiography, which required a glossary to catalog the tricks that are his legacy to the skateboarding lexicon. His Tony Hawk Foundation has contributed over $4 million to develop 500 skate parks around the world. He’s also been skating’s foremost advocate, promoting it through some of its darkest days (though smashing his pelvis while attempting a full loop dressed in a gorilla suit probably doesn’t count). Hawk joins Off Camera to talk about the evolution of the sport from its scrappy underground beginnings to X Games behemoth. He shares his thoughts on the vital role of creativity and artistry in athletics and his continued love and commitment to the sport. Now a father of 4 that can still stick the most difficult tricks ever invented, we learn why at 44, he still makes his primary living on four wheels.

“Moral certainty is always a sign of cultural inferiority. The more uncivilized the man, the surer he is that he knows precisely what is right and what is wrong. The truly civilized man is always skeptical and tolerant, in this field as in all others. His culture is based on ‘I am not too sure.’" -H.L. Mencken

Henry Louis Mencken and Robert Downey Jr. did not cross paths in life (though it’s fun to imagine that conversation), but the essayist’s quote is an apt description of the actor’s approach to life. Downey’s restless intelligence is reflected in his ability to express several contradictory points of view simultaneously, making sense all the while. He can be direct one moment and elusive the next, often spinning off on seemingly unrelated tangents. But like watching a juggler on a wire, being in Downey’s presence is a riveting experience.

For someone who almost from the outset was deemed “the greatest actor of his generation”, the majority of Robert Downey, Jr.’s career has been filled with big commercial flops, “critically acclaimed” flops, very public struggles with drugs and more than a little jail time – all of which have landed him squarely in some of the biggest blockbuster films in recent history. It’s an unlikely hero story, but then Robert Downey Jr. is an unlikely hero.

With the release of the final film in the Iron Man trilogy, it’s ironic to contemplate that the studios also didn’t see him as a hero, least of all an action hero. Downey disagreed. At once supremely convinced of his own talent and extremely humble, he fought hard for the role of Tony Stark when the studio flatly refused to even let him audition. He prepped intensely, though for other roles he admits he’s just as likely to wing it.

Downey is an enviably comfortable resident of the gray area we all inhabit. He is (somewhat) remorseful about his jail time but without resentment towards the upbringing that arguably introduced him to the lifestyle that led him there (“I choose to see it in a positive light.”) His years in the industry have left him clear-eyed and cynical about the business; yet he remains full of enthusiasm and curiosity about his art, and he’s deadly serious about bringing the best of himself to the set every day. He’s an obsessive analytic who’s inclined to let his gut make most of his decisions. On any multiple-choice personality test, Robert Downey Jr. is ‘all of the above.’ Maybe that’s what keeps us watching.

Aimee Mann, the Boston born singer/songwriter, Grammy winner and self-described Oscar loser, was recently named to NPR’s list of the ten finest living songwriters. It was a well-deserved honor, and put her in the company of artists like Bob Dylan, Paul McCartney, and Tom Waits.

While Aimee Mann is widely acknowledged for her songwriting talent, her lesser-known role as an industry trailblazer is as laudable as it is fascinating. Starting with the sudden and disconcerting fame of her band ‘Til Tuesday and spanning eight solo albums, the arc of her career has largely reflected, and in some ways shaped, the music business itself.

Much of that career was defined by her struggle and just plain bad luck with record labels that couldn’t see past Mann’s model looks and the dollar signs in their eyes that she was not the artist they were molding her to be. In her struggle to stay true to herself as an artist, Mann chafed under contracts and finally started her own label in order to put out her finely-observed songs the way she wanted to put them out – a ground-breaking move at the time and one that paved the way for musicians just starting to navigate the chaos of the music business today. The irony? With no more Goliath labels to fight and at the absolute peak of her talent as a songwriter, the channels for distributing and making a living from music are disappearing.

With surprising humor and optimism, Mann lets us in on her bumpy journey, a few surprising hobbies and why, after a career-long struggle to make a living with her art, she believes there’s always a next step.

After releasing two records with his former band Simon Dawes (now Dawes), guitarist/producer/songwriter Blake Mills went on to become a go-to touring guitarist and session musician for acts including Jenny Lewis, Band ofHorses, Julian Casablancas, Lucinda Williams, Fiona Apple, Conor Oberst, Kid Rock, Norah Jones, Lana Del Rey and Danger Mouse. A lifetime of career experience for most musicians, it constitutes Mills’ resume at just 26 years of age. Impressive, even given that he played his first gigs at 13 (in bars…but that’s another story).

Mills encompasses several rare dichotomies: A true intellectual and a pop/rock musician; a supremely accomplished guitarist and also a songwriter to be reckoned with; and a virtuoso who doesn’t let his virtuosity get in the way of making great music.

Mills talks to Off Camera about how his autodidact approach informed his musical development, how today’s musicians and fans are both helped and hurt by vast access to music online, escaping a career in football and what he and some talented collaborators are doing hosting public jam sessions in a surf shop. If Mills’ name isn’t more well known, perhaps it’s because he works pretty hard to remain low key. That may just change with the growing popularity of his first solo album, Break Mirrors.

As Jim Halpert, John Krasinski embodies The Office’s most beloved Everyguy, but his middle-achiever alter ego belies the actor’s impressive and accomplished resume. At just 33, he has written, directed and produced both television and feature films with some of the industry’s most talented heavy-hitters.

Krasinski shares his own version of the waiter-to A-list story and talks about staying true to his artistic path despite periods of self-doubt. An avid and humble student of experience, he discusses what he’s learned from his work with industry veterans such as Sam Mendes, Gus Van Sant and George Clooney. Krasinski talks to Off Camera about wrapping the final season of The Office, the value of supportive parents, and about his newest film, Promised Land, which he co-wrote, and co-stars with Matt Damon.

At one of the most interesting junctions in his career, an actor who’s arguably done it all looks ahead to what he hopes will be next.

Whether or not you’ve heard of Val McCallum, you’ve undoubtedly heard his work. Val is a supremely talented guitarist, singer, songwriter and studio musician who got his start recording for the legendary songwriter Harry Nilsson at age 18. After 30 years of working with such artists as Jackson Browne, Lucinda Williams, The Wallflowers, Bonnie Raitt, and countless others, Val McCallum has released his first solo record. Entitled At the End of the Day, it is a collection of spare, acoustic and grippingly intimate songs.

We grabbed Val between stops on his current tour with Jackson Browne and gigs with his own wickedly humorous country band Jackshit, where he performs as alter ego Beau Shit along with bass player Davey Faragher and drummer Pete Thomas, who make their living as Elvis Costello’s rhythm section.

Val grew up in Los Angeles and is the son of actor David McCallum and actress Jill Ireland, but Ireland raised Val and his brothers Jason and Paul with Charles Bronson, who she married when Val was a young boy. Val discovered the guitar at age eight, and arguably hung on to it for dear life through some tough twists and turns, including the tragic death of his brother Jason and the loss of Ireland to cancer.

In “At The End of the Day,” Val opens these wounds and sings with touching candor about themes that are at once deeply personal and universally human. It’s a record about loss, grief and loneliness that somehow manages to create a mood of catharsis, promise and understanding.

Reminiscent of early Neil Young, Nick Drake and Crosby Stills and Nash, “At the End of the Day” is an achievement of understated beauty.

In this episode, Sam Jones talks to Val McCallum about his experiences making records with so many iconic artists, and about the process of making his own. So pull up a chair and listen in.