This show was our annual Top Ten Show where we play the Top Ten songs in Bluegrass Unlimited (not official) and our Top Ten most requested songs for the Pinecone Bluegrass for the year 2021.
| Artist | Song Title | Album Title | Record Label |
| Flatt & Scruggs | Foggy Mountain Breakdown | Complete Mercury Sessions | Mercury |
| Darren Nicholson | Things Left Undone | (same) | Bearded Baby |
| Clair Lynch | Out Among the Stars | Silver & Gold | Rounder |
| Alison Krauss | Every Time You Say Goodbye | (same) | Rounder |
| J. D. Crowe & New South | Old Home Place | J. D. Crowe & New South | Rounder |
| Alecia Nugent | Paper & Pen | Alecia Nugent | Rounder |
| Linda Barker | Mama’s Rocking Chair | I Could Cry | Mastertone |
| Lorraine Jordan & Carolina Road | They Call It Bluegrass | Bill Monroe’s Ol’ Mandolin | Pinecastle |
| Church Sisters | Bury Me Beneath the Willow | There’s You | |
| Tony Rice | Sally Gooden | Unit of Measure | Rounder |
| Junior Sisk | Just Load the Wagon | (same) | Mountain Fever |
| Chatham County Line | Carolinian | IV | Yep Roc |
| J. D. Crowe & New South | 10 Degrees and Getting Colder | J. D. Crowe & New South | Rounder |
| Allison Krauss & Cox Family | I Know Who Holds Tomorrow | (same) | Rounder |
| Sideline | Just a Guy in a Bar | Ups, Downs & No Name Towns | Mountain Home |
| J. D. Crowe & New South | Summer Wages | J. D. Crowe & New South | Rounder |
| Charlie Sizemore | No Lawyers in Heaven | Heartache Looking for a Home | Rounder |
| Doyle Lawson & Quicksilver | Julie Ann | Once & For Always/News is Out | Sugar Hill |
| J. D. Crowe & New South | Rock Salt & Nails | J. D. Crowe & New South | Rounder |
| Dillards | Dooley | There is a Time | Vanguard |
| Constant Change | A Rose for Marie | Evolving | Blue Circle |
| 2021 Top Ten Bluegrass Unlimited | |||
| Tina Adair | 18 Wheels & a Dozen Roses (#10) | Tina Adair | DMG |
| Special Consensus | Chicago Barn Dance (#9) | (same) | Compass |
| Joe Mullins | Readin’ Rightin’ and Route 23 (#8) | Industrial Strength Bluegrass | Smithsonian |
| Dale Ann Bradley | Falling Down (#7) | Things She Couldn’t Get Over | Pinecastle |
| Becky Buller | The Barber’s Fiddle (#6) | Distance and Time | Dark Shadow |
| Darin & Brooke Aldridge | Blue Baby Now (#5) | The Life We’re Living | Billy Blue |
| Balsam Range | Richest Man (#4) | Moxie & Mettle | Mountain Home |
| Danny Paisley | Blink of an Eye (#3) | Bluegrass Troubadour | Pinecastle |
| Lorraine Jordan & Carolina Road | Bill Monroe’s Ol’ Mandolin (#2) | (same) | Pinecastle |
| Alan Bibey & Grasstowne | Hitchhiking to CA (#1) | (same) | Billy Blue |
| 2021 Top Ten Most Pinecone Bluegrass Show Most Requested | |||
| Swift Creek | Rock Me Grandpa (#10) | Winner Winner Chicken Dinner | Swift Creek |
| Dan Tyminski | Man of Constant Sorrow (#9) | O’Brother Where Art Thou | Lost Highway |
| Russel Johnson | Those Ole Tarheels (#8) | (single) | New Time |
| Troublesome Hollow | 5# of Possum (#7) | The Possum Tapes | Troublesome Hollow |
| Larry Cordle | Lost as a Ball in High Weeds (#6) | Songs From the Workbench | Mighty Cord |
| James King | Bed by the Window (#5) | (same) | Rounder |
| Nixon, Blevins & Gage | Just a Bowl of Butterbeans (#4) | Pickin’ With Friends | Clover |
| James King | Echo Mountain (#3) | Bluegrass Storyteller | Rounder |
| Al Batten | Always Marry an Ugly Girl (#2) | Instrumental & Insanities | Al Batten |
| New Tradition | Prodigal Son (#1) | Stand & Be Counted | Crossroads |
| Rhonda Vincent | I Ain’t Been Nowhere | Music is What I See | Upper Mgmt. |
| Clyde Mattocks | Rebecca | Huggin’ the Hound | Clyde Maddox |
| Caroline & Company | Apple Jack | Apple Jack | Caroline |