Lakeside Entertainment Group

Billy The Kidd is a name synonymous with personality-driven radio, deep connections with listeners, and an undeniable passion for music. From his early days hustling in Detroit to landing his first big break at Hot 100 in Dallas, Billy’s career has been defined by hard work, adaptability, and an unwavering love for the craft. Over the years, he’s become one of the most recognized voices in radio, making a seamless transition from DJ to morning show host, all while building lasting relationships with both his audience and some of the biggest names in the industry.

In this exclusive interview, Billy reflects on the pivotal moments that shaped his career, from learning under radio legends like Kidd Kraddick to his unexpected success as an artist with DF Dub. He shares insights on what makes a great interview, the emotional power of music, and how he’s navigated challenges like the loss of mentors and the ever-changing landscape of the industry. Whether you’re an aspiring broadcaster or a longtime fan, his story is a testament to the power of persistence, passion, and staying true to yourself.

Sometimes, the most unexpected opportunities lead to life-changing endeavors. For the President of Bedford & New Canaan Magazine, stepping into this role was a serendipitous mix of timing, family collaboration, and a shared vision. What began as a dinner-table discussion during the height of the COVID-19 pandemic transformed into a creative venture that reimagined a beloved local publication. This week, we talk to Casey Kaplan about her journey to taking the helm of Bedford & New Canaan Magazine, working alongside her father, and how they’ve turned a small-town magazine into a sophisticated celebration of their community.

The music industry is evolving faster than ever, and at the forefront of this transformation is STEM, a distribution company committed to empowering artists with innovative tools, transparent data, and creative autonomy. In this exclusive interview Kristin Graziani, President, and Seth Farber, General Manager, share their insights into the ever-changing landscape of music distribution, offering a behind-the-scenes look at how they’re helping artists navigate their careers while retaining ownership and control over their work. With a focus on innovation and adaptability, STEM is shaping the future of artist development and distribution in a fiercely competitive market.

Fresh from her European/UK tour opening for Charlotte Sands, 20-year-old Toronto-born pop artist, AJA has shown no interest in slowing down. Having made a name for herself when she was just 16 years old, her previous smash single “Red Button," received acclaim from the likes of Billboard, Clash, Consequence, The Line of Best Fit, Dork, Spin and Flaunt.

Her newest release, the irresistible upbeat anthem, “Little Black Dress” joins her catalogue of hits, filled with dynamic vocals and infectious energy. “Little Black Dress” tells a story of self-confidence, with AJA describing it as “being proud of who you are and feeling empowered by the choices you make. In an interview with the LEG team, AJA opens up finding inspiration for "Little Black Dress”, touring in Europe, and all things confidence!

As one of the most renowned, multi-platinum songwriters and producers in the game, Sam Hollander has written and produced for the likes of Panic! At The Disco, One Direction, Fitz and the Tantrums, Weezer, Katy Perry, blink-182, Ringo Starr, Def Leppard, Carole King, Billy Idol, Jewel, Train, Tom Morello and Gym Class Heroes amongst many others. To date, he’s achieved 22 US Top 40 Hits, as well as 10 Number 1's, 10 top fives, and 87 Top 10 chart positions globally. His songs have been streamed over 7 billion times, and in 2019, he held the #1 position on the Billboard Rock Songwriters Chart for nine weeks, a year-end record. Sam has also been chosen to be on Variety's Hitmakers list, as well as being named Rolling Stone's Hot List Producer of the Year.

This week we share an exclusive interview with Sam Hollander and Maxwell from Z100 New York.

Already known for her numerous acting and musical roles, multi-talented artist Bailee Madison released “Chiller”today, the follow-up summer single to her debut release “Kinda Fun”. 

As an in-demand actress, Madison is currently starring in the globally renowned franchise and critically recognized reboot Pretty Little Liars: Original Sin. She first gained acclaim in the film Bridge To Terabithia and the physiological war drama Brothers. She’s continued to garner many notable roles, such as Just Go With It, The Strangers: Prey at Night, the fantasy film North Pole, Wizards of Waverly Place, Good Witch, and more. With the 2021 Netflix musical hit A Week Away, she has seamlessly immersed herself into the world of music, a passion that has always been in her heart to pursue. 

To celebrate the new release we share Bailee Madison’s recent interview with Maxwell from Z100 New York.

Deep dive into Lakeside Entertainment Group, Dan Pearson’s pride and joy. In eight years, Dan has evolved his company into a competitive marketing, sourcing, and artist development complex and has been achieving higher levels of success each year.

Erik Bradley began his career in the music industry as the Music Director at B96 in October 1993, and has since expanded his expertise, notably becoming the Music Director at 104-3 JAMS, and later advancing to Audacy Brand Manager in 2023. Erik's professional journey has included significant contributions to top 40 stations in Los Angeles, Miami, Las Vegas, and Dallas, as well as earlier radio programming roles in Charlotte, NC, and Kansas City, MO. In this interview we talk with Erik about his legendary career in the music industry spanning 30 years.

With over 162 million global streams, genre-bending artist and songwriter Levi Hummon is continuing to gain traction via social platforms, impressive playlisting and a knack for writing hit songs. No stranger to success, Levi grew up under the bright light of fame by way of his father, Marcus Hummon, a Grammy Award winning, Hall of Fame songwriter who penned hits like “Bless The Broken Road” and “Cowboy Take Me Away.”

We talk to Levi about his journey through the music industry, his latest release featuring Walker Hayes, and signing with Jonas Group Entertainment!

98 Degrees, the legendary boy band, releases “The First Noel 2023” today. This re-imagined holiday classic is currently Top 20 on the Holiday Charts and TOP 25 on the Mainstream AC Radio Chart with Lakeside Entertainment heading up the campaign. The group also recently celebrated its 25th anniversary with a successful sold-out tour this past fall.

98 Degrees is an internationally acclaimed, multi-platinum, multi-award winning, and nominated vocal group comprised of brothers Nick and Drew Lachey, Jeff Timmons, and Justin Jeffre. The group has sold over 15 million albums worldwide with 4 Top 5 Billboard charting radio singles, including mega-hits such as “The Hardest Thing,” “I Do (Cherish You),” “Because of You,” and the number one hit single featuring Mariah Carey called, “Thank God I Found You.”

98 Degrees share the unique experience of recording their holiday single "The First Noel" while on tour, and reflect on the nostalgic significance of their Christmas music, marking 24 years since their first holiday album. They also share insights into their music and reflect on the past 25 years of success.