Two Sons and Me

Parenting Adult Children

Two Sons and Me

Show Notes

Welcome back to Two Sons and Me… where parenting advice, life plans, and embarrassing childhood stories all end up on the same table. This week, Todd, Chase, and Grayson tackle one of the biggest questions they've been getting from listeners: what does parenting look like once your kids become adults? Todd shares his perspective on learning to step back while still wanting to protect his children, while Chase and Grayson explain what it's like being on the receiving end of that advice and why mentorship sometimes lands better than parenting. Together, they unpack the balance between offering guidance, respecting independence, and realizing that everyone eventually has to make their own mistakes. The conversation also turns to social media and how it's changed communication, dating, and the pressure of growing up online. They debate whether younger generations have lost the ability to connect face to face, why authenticity feels harder to find, and whether technology has made life easier or simply more complicated. From there, the guys look ahead and share where they hope life takes them over the next five years. They talk about careers, family, travel, retirement, and what success actually looks like now compared to a few years ago. And because no Chrisley conversation stays serious for long, the episode wraps with stories from the boys school days, including forgotten uniforms, principal's office visits, and the lengths Todd went to in order to keep them enrolled. It's thoughtful, hilarious, and a reminder that no matter how old your kids get, you're never really done being a parent… and your parents are never done reminding you of everything you put them through. New episodes every week… and remember: eventually every parent has to let go, but they'll never stop keeping score.

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More from Two Sons and Me

Oct 16, 2026

Welcome back to Two Sons and Me with Todd, Grayson, and Nanny Faye, recorded with Todd and Nanny in person and Grayson joining from Tuscaloosa. This week the spotlight is all on Nanny, with Todd and Grayson spending most of the episode throwing questions, hypotheticals, and plenty of teasing her way. The episode opens with a quick detour into live podcast plans, where Grayson makes it clear that the episode with his Bama Boys is not the one to do in front of an audience, and the “serial cuddler” gets another mention. Then the focus shifts back to Nanny, who gets asked what she thinks of Riley Green, gets some advice from Grayson on picking good people to travel with, and gets put on the spot with a few “what would you do if” scenarios she has plenty to say about. Along the way, the family takes shots at everything from Nanny’s plans to how Papa would have reacted to Grayson’s college years, with Grayson also sharing what a normal day looks like for him and Nanny's awfully bad call timing. Nanny holds her own through all of it, and the whole conversation is a reminder that she’s never short on opinions. New episodes every week! Like, comment, and subscribe for more!

Oct 9, 2026

Welcome back to Two Sons and Me with Todd, Grayson, and Nanny Faye, recorded with Todd and Nanny in person and Grayson checking in from Tuscaloosa. The episode kicks off with the usual family banter and Nanny getting teased about everything from her attitude to who she’d claim as family. Football takes over as Grayson gets ready for Alabama’s big game against Georgia, which he says is going to be a wild weekend on campus. Between a fake college football post that sent the family into a debate over whether the game was moving to Atlanta, some friendly arguing over preseason rankings, and a rough run of lost bets, nobody is short on opinions. Grayson also shares a funny story from a recent car ride to class with his friends, and Todd tells a story about the lengths he’ll go to when it comes to protecting Chloe. It’s loud, funny, and classic Chrisley family chaos. New episodes every week! Like, comment, and subscribe for more!

Oct 2, 2026

Welcome back to Two Sons and Me with Todd, Grayson, and Nanny Faye, this episode is for the fans, with Grayson sharing that people have been reaching out nonstop about the Bama Boys clip, especially the now famous "serial cuddler" line that keeps popping back up in conversations around campus. Grayson also shares an update on an upcoming golf outing with one of his favorite YouTubers, and the conversation shifts into a fun trip down memory lane with more Dolly Parton stories, including a favorite line about her hair and a story about her coming up with a song on the spot during a television appearance. There's also a bit of conversation about politics and how different things feel now compared to previous generations, especially with social media in the mix. The episode wraps with a lighthearted mention of football, answering questions and addressing comments from fans, and an invitation for listeners to keep sending in their questions for a future episode. New episodes every week! Like, comment, and subscribe for more!

Sep 25, 2026

Welcome back to Two Sons and Me with Todd and Nanny Faye, joined by Grayson calling in from Tuscaloosa. The episode opens on a lighter note, with some football, and an update on the fallout from a recent episode, including a new song Todd wrote in response to it. From there, the conversation turns more reflective. Todd revisits the moment that sparked the backlash, explaining why he felt the need to speak up and walking through how he has thought about it since. Nanny weighs in with her own take on loyalty, gossip, and letting go of what other people think. The back half becomes a real heart to heart, with Todd asking Grayson pointed questions about growing up in the spotlight, the pressure that comes with it, and how his faith has helped him navigate hard seasons. The conversation also touches on some recent losses in the entertainment world and difficult struggles with addiction closer to home, with Todd offering Grayson some serious, heartfelt advice about staying aware, staying grounded, and making good choices in college. It closes on a warm note, with Todd and Nanny reminding Grayson how proud they are of him as he starts this next chapter on his own. It's a mix of laughs, honesty, and real family love. New episodes every week! Like, comment, and subscribe for more!

Sep 18, 2026

Welcome back to Two Sons and Me with Todd, Grayson, and Nanny Faye, recording this one long distance for the first time with Grayson away at school. The episode kicks off with some college football talk and a little friendly ribbing about nervous betting habits, before Todd addresses the backlash from last week's episode, standing firmly behind what he said in defense of Chloe. From there, the conversation turns to family loyalty, with Nanny making it clear that nobody gets to talk about her grandbabies without hearing from her first. Grayson gives an update on college life, including his friend group down at Alabama, which leads to floating the idea of an episode with "The Bama Boys", with an early frontrunner already emerging for breakout star. Things get even more playful when Todd asks Nanny how she'd handle being a house mom, and Nanny does not disappoint, laying out exactly how she'd run things if she ever moved to Tuscaloosa. The episode wraps with talk of an upcoming parents weekend visit, some Alabama versus South Carolina football rivalry banter, and one more reminder from Nanny that she will always go to bat for her family, no matter what. It's chaotic, protective, and full of the kind of loyalty only the Chrisleys can turn into a bit. New episodes every week! Like, comment, and subscribe for more!

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