B. Simone & Brandon Lewis Get Real on Growth, Grief & Self-Discovery on ‘Let’s Try This Again’.

On the latest episode of Let’s Try This Again (LTTA), B. Simone reconnects with comedian and actor Brandon Lewis, aka B-Lew, for a heartfelt and unfiltered conversation about personal evolution, grief, and the lessons that come with isolation.

The two first crossed paths in 2016 during a hilariously cringeworthy boxing video shoot but didn’t reconnect until years later when Brandon joined B. Simone’s 2024 stand-up tour as her host. Now, they reflect on a year of transformation, both professionally and personally.

For Brandon, 2024 marked a painful yet pivotal transition. After losing his mother to cancer in June, he found himself navigating a world without his biggest supporter. Raised by a single mother, he describes himself as a “mama’s boy” learning to stand on his own. “The last six months were the hardest of my life,” he admitted. But through grief, he’s found growth—learning to set boundaries, prioritize self-worth, and step into a new version of himself.

B. Simone, on the other hand, describes her season as one of “acceleration.” With her career, spirituality, and life moving at full speed, she’s realizing that not everyone is meant to join her on the journey. “Shedding dead weight isn’t easy, but it’s necessary,” she shared.

The two also explore how financial struggles impact self-esteem, especially for men. Brandon opens up about the stark contrast between having money and being broke, admitting that when his finances were tight, he would avoid social situations altogether. “As a man, when your money ain’t right in this world, it’s wicked. You get no love,” he explained.

Their discussion also touches on relationships, self-discipline, and the revenge phase some men go through after achieving financial success. Brandon acknowledges that men who once felt rejected due to financial instability often use their newfound wealth as a form of payback. However, he emphasizes that he’s left that mindset behind and is now focused on growth.

Another key theme? Discipline. Brandon, who has been celibate for two years, stresses the importance of self-control and surrounding himself with people who inspire positive change. B. Simone agrees, highlighting that discipline in one area—whether it’s finances, relationships, or health—carries over into all aspects of life. “If you’re cheating in the kitchen, you’re a cheater,” she joked. “Discipline is discipline.”

The episode balances raw vulnerability with humor—Brandon doesn’t hold back on roasting B. Simone—and leaves listeners with a message of faith, resilience, and the importance of trusting God’s timing.

Before wrapping up, B. Simone teases upcoming LTTA projects, including an app launch, while Brandon reminds fans, “If you see me out, say hi. I’m building.”

Through laughter, tears, and deep reflections, this episode of LTTA reminds us that growth isn’t always easy—but it’s always worth it.