I was fortunate to grow up in a time and place where some of the first generation of bluegrass artists were still out performing – and that is my heart. To see these guys on stage made me want to dive in the music more and learn all I could from the people that helped create it. Bobby Osborne is part of the reason I play bluegrass music for a living. I wanted to be like him. He’s also one of the reasons I still play music for a living. At one time, I was gonna give it all up – several times actually – but Bobby’s love for the genre 70-plus years after he started was encouraging. He also believed in me and I can never thank him enough for that.

I met Bobby for the first time in 2004 and got a picture with him (that is included in the new album’s liner notes). The kid in that picture would have never guessed what the next 20 years would hold for him.

Touring with Karl Shiflett’s Big Country Show and then The Po’ Ramblin’ Boys, I was around Bobby a lot on the circuit and always made time to visit him. I later joined him for a few months at the Kentucky School of Bluegrass & Traditional Music in Hyden, Kentucky where I took lessons from him. From there, we somehow became buddies. I started visiting him at home and stayed in constant communication with him.

The new album on Turnberry Records, Keep On Keepin’ On, is a reflection of our friendship. It started as a project with Bobby, then was shelved for quite awhile. I couldn’t bear to hear his voice on this record after his passing in June 2023. Then, with a little help from friends and Bobby’s spirit, the project became one that was for Bobby. The original idea was awesome, but what it has bloomed to be with all these amazing guests to help me out– I would have never imagined. I hope folks enjoy it as much as I enjoyed making it, and Long Live Bobby Van Osborne! – C.J. Lewandowski

March 17, 1973 was an extremely historic moment for bluegrass music. In this video you are viewing the very first time that bluegrass  was played in The White House with the most iconic bluegrass song of all time, “Rocky Top.” Bobby was so proud of this moment and spoke of it often. You can see the joy in his face.

This features a 1970s Gibson mandolin that he later traded for a 1924 Gibson F-5. It was plugged right into an amp, which was also a historical moment for bluegrass. Bobby gave me the strap he is wearing in this video and it now resides in the Bluegrass Music Hall of Fame & Museum in Owensboro, Kentucky.


The Osborne Brothers were all over network television for decades and this is an example of such with “Ruby.” Even in his 40s, Bobby is stretching his boundaries. The instruments are tuned up 1/2 step, playing a E flat in D position. These are suits that were made by all the wives of the band members, as well.


“Rosie Bokay” is probably my favorite song on the new album. Paul Brewster sings the album cut and is also featured on the guitar in this video. Bobby heard Lincoln Hensley kick this off in the studio, just toying around, and he immediately said, “Let’s do that.” So we did! What Bobby wanted, Bobby got. He sang a scratch vocal, but was never able to get back in the studio.I think Bobby would be very proud of Paul’s vocals on the song.

The look in Bobby’s eyes was incredible in this video. I have a feeling he was proving a point to someone for some reason. Could it have been the divorce he was going through? Could it be the heart surgery that was near to this video taping? Who knows. I just know that Bobby was singing his ass off and I love it!


This has nothing to do with Bobby’s music, but I feel like this needs to be recognized. This is an hour-long interview pertaining to his time in the Korean War. A huge part of Bobby’s life. It may be a long video, but if you want to learn about Bobby Van Osborne, this is mandatory.

He was truly an incredible force of a human being in every aspect. Thank you for your service, Bobby.


This is live at Bean Blossom in 2009 featuring a song from Bobby’s solo career that he recorded on Rounder Records. Bobby talked about cutting this song again on the newest project, but we didn’t get to it. What a great message, right? Bobby’s compassion for people was always present.


Bobby did a YouTube series of him playing his favorites. Here is an example of Bobby playing his own piece, “7th of December.” Mind you, he was in his late 80s and could still play great. This is one of the actual tunes of his own that he taught me while visiting him at his house.


Twin banjos, steel guitar, the Grand Ole Opry, the best singing – can’t ask for anything else.

Bobby worked for several months with The Stanley Brothers before being shipped off to basic training and planned to return to work with them when he came back home. He had no idea his brother was working with Bill Monroe.

This video was filmed at the most important place to Bobby, the Grand Ole Opry. The twin banjos of Sonny and Bobby’s son, Wynn, are just amazing, This song is also featured on the new project. Bobby singing it at 91 years old is a different kind of hurt.


Photo Credit: C.J. Lewandowski (left) and Bobby Osborne (right) by Jeff Daugherty.