Caleb was raised in the foothills of the Blue Ridge Mountains among a family of musicians and singers. Music was a constant. When he was very young, Caleb was watching his father’s Bluegrass band perform when someone asked what instrument he wanted to learn.  “Fiddle,” he replied with no hesitation, and that was that. Soon a fiddle was in his hand and it has rarely left since. 

Twenty-some years later, he’s taken the fiddle coast to coast and back.  Wandering from his roots in Bluegrass and classic country music, Caleb has fiddled through folk circles and Celtic jams, Americana, rock and more.  When he’s not fiddling Bluegrass for Dogwood Hollow, Caleb finds a musical home deep in the rhythmic trances of Old-time fiddling.

While living in California, Caleb was a regular in Bay Area music circles and local bands - playing mandolin for Lonely Tides and fiddle for Black Mountain Radio. He also served as a board member for the Santa Clara Valley Fiddlers Association, a nonprofit that facilitates jams and music workshops in the Bay Area. 

In his recent homecoming to the East Coast, Caleb has been exploring the rich Capital area acoustic music scene and now helps bring that high lonesome sound to the new sensation:  Dogwood Hollow.

Robert Hollands is a musician currently based in Annandale, Virginia. He has over 30 years of experience playing multiple instruments, including guitar, piano, and most recently, the mandolin. During that time, he's dabbled in various genres of music including classical, jazz, metal, and most recently, Bluegrass.

Robert's journey into Bluegrass began in 2023 when he was looking for other musicians to play with, and he discovered the bimonthly jam hosted by the Capital Area Bluegrass and Old-time Music Association (CABOMA), a group of local musicians who provide a welcoming and inclusive environment to play Bluegrass and Old Time music together. He was drawn both to the communal element of a group of individuals brought together by a shared musical language as well as the opportunities the genre provides for virtuosic improvisation. 

Since then, he's spent the last several years actively participating in the many local jams around the area, playing with many talented local musicians. Having to show up and participate in these shared musical experiences gave Robert the motivation he needed to start seriously studying his craft and pursue opportunities to promote Bluegrass music to the public.

In addition to playing mandolin for Dogwood Hollow, Robert is currently the Vice President of CABOMA.

Josh Ungar is a musician from the DMV area, currently based in Alexandria, Virginia, whose musical roots run deep. Introduced at an early age by his father to classical, folk, and rock music, Josh’s journey began on electric guitar, cutting his teeth on heavy metal before his tastes expanded into more exploratory sounds.

Influenced heavily by the improvisational spirit of the Grateful Dead and the sonic landscapes of Pink Floyd, Josh was eventually drawn toward bluegrass, where the virtuosic mandolin playing of David Grisman left a lasting mark. He quickly took up the mandolin, becoming an integral part of the local scene and forming bands such as Porch Pickers Brigade, Split String Soup, and the award-winning group Pictrola.

When Split String Soup found itself in need of a bass player, Josh stepped into the role and discovered a new musical passion—anchoring the groove and driving the rhythm that powers a band from the ground up. That rhythmic sensibility continues to define his approach across instruments and ensembles.

Deeply connected to the bluegrass community, Josh has been involved with DelFest for over 15 years and currently works with the festival while helping to run the DelFest Academy, collaborating with some of the most respected instructors in the genre. His performance credits include appearances at DelFest, Greyfox Bluegrass Festival, Watermelon Pickers Fest, IBMA, and many others.

Whether on mandolin or bass, Josh Ungar brings a lifetime of diverse influences, a deep respect for tradition, and a driving musical energy to every stage he steps on.

Jacob fell into Bluegrass in 2023 when the gods of the Spotify algorithm delivered Sierra Hull's virtuosic "Bombshell" to his earbuds, introducting him to the refined, precise, and technical side of the genre. This discovery gave focus to what had been decades of musical dabbling across generes as diverse as jazz, classical, rock, metal, and ambient, and instrument sranging from trumpet and piano to synthesizer and, for one particularly confused moment, accordion. Since then, Jacob has worked to incorporate his eclectic musical background into the Bluegrass style, all while secretly wishing he could shred as fast as his guitar heroes. 

Outside of music, Jacob loves video games, brightly-colored cars, cocktails, Baltimore sports, baked goods that have sprinkles on them, and philosophy.