Hands Up Lake County Winers
| Year | Category | Award | Name | Business | Prize |
| 2020 | n/a | 1st | Nic Lam & Mayra Lam | Lam Printing | $15,000 |
| 2020 | n/a | 2nd | Lisa Wilson | Clear Lake Boat Rental | $5,000 |
| 2020 | n/a | 3rd | David Brown | Susie Q's Donuts & Espresso | $3,000 |
| 2020 | n/a | 4th | Stacie Judson | Wild Bee Creations | $1,500 |
| 2020 | n/a | Best Lakeport Business | Mark Lipps & Tammy Lipps | The Ripe Choice Farm and Catering | $2,500 |
| 2021 | n/a | 1st | Catherine Ann Reese | Reese Ranch Retreat | $20,000 |
| 2021 | n/a | 2nd | Valerie Ann Stallings | Send Rover On Over | $12,000 |
| 2021 | n/a | 3rd | Anahi Maria Silva | Party Ideas | $8,000 |
| 2021 | n/a | 4th | Jennifer Gayda | Bottlerock Candle Studio | $6,000 |
| 2021 | n/a | Fan Favorite Award | Valerie Ann Stallings | Send Rover On Over | $1,000 |
| 2021 | n/a | Founder's Award | Brianna Thomas | Red Feather Leather | $1,000 |
| 2022 | Established | 1st | Melinda Robin Price | Peace & Plenty Farm | $25,000 |
| 2022 | Established | 2nd | Angela Nicole Hughes | Angela's Anytime Rides | $20,000 |
| 2022 | Established | 3rd | Nicole Gentry | Grillagan's Island | $15,000 |
| 2022 | Established | 5th | Curtis Cook | Land Escape | $5,000 |
| 2022 | Established | Fan Favorite Award | Nicole Gentry | Grillagan's Island | $1,000 |
| 2022 | Start-up | 1st | Baylee Ann Grove | Rock N' Rolled Ice-Cream | $10,000 |
| 2022 | Start-up | 2nd | Karen Kress | The Bee's Knees | $5,000 |
| 2022 | Start-up | 3rd | Robin Marsolek | Stitch Envy | $3,000 |
| 2022 | Start-up | Founder's Award | Danae Rose Anthony | Danae's Desserts | $2,000 |
| 2023 | Established | 1st | Daniel Alan Tyrrell | Tyrrell Martial Arts | $30,000 |
| 2023 | Established | 2nd | Maureen Louise Brasier | Jitter Bean Coffee Lakeport | $24,000 |
| 2023 | Established | 3rd | Eric Purkhiser & Krystal Purkhiser | Eric's Oil Change and Repairs | $18,000 |
| 2023 | Established | 4th | Denisse Herrera & Jesus Mendez | La Chilanguita Mexican Restaurant | $12,000 |
| 2023 | Established | 5th | Weston Joshua Seifert | Saw Shop Public House | $6,000 |
| 2023 | Established | Fan Favorite Award | Daniel Alan Tyrrell | Tyrrell Martial Arts | $1,000 |
| 2023 | Start-up | 1st | Claire Zimmerman & Michael Zimmerman | BiZi Bees Preschool | $12,000 |
| 2024 | Established | 1st | Adriana Marquez | Glowing Smiles Dental Hygiene Practice | $40,000 |
| 2024 | Established | 2nd | Brandon LaRoy Costner | Kingdom Games | $20,000 |
| 2024 | Established | 2nd | Hannah Lee & Matthew Sesser | Konocti Bicycles | $20,000 |
| 2024 | Established | 3rd | Elizabeth Arias | Elizabeth Sparkling Services | $15,000 |
| 2024 | Established | 3rd | Allison Berlogar & Greg Rodgers | Mountain High Coffee and Books | $15,000 |
| 2024 | Start-up | 1st | Seth Matthew Dandridge & Kyle Aarreberg | Clearlake Powersport Rentals | $15,000 |
| 2024 | Start-up | 2nd | Douglas Durden & Nick Parsons | D&N Smashburgerz | $10,000 |
| 2024 | Start-up | 2nd | Anahi Edna Robles-Gonzalez | Nana Arrangements | $10,000 |
| 2024 | Start-up | Fan Favorite Award | Anahi Edna Robles-Gonzalez | Nana Arrangements | $1,000 |
