In today’s episode of Shit Your Teenagers Won’t Tell You, hosts Cathy Chen and Meredith Herrera tackle the growing reality of “boomerang kids”—young adults who return home after college and struggle to relaunch into independence. Cathy and Meredith unpack the emotional tug-of-war parents face as they try to be supportive without enabling, especially in today’s challenging economic and digital job landscape. From setting clear financial expectations and timelines to redefining household responsibilities, they explore how parents can encourage growth without making home life too comfortable. This episode offers candid insight into drawing the line between support and stagnation, and how honest communication and smart boundaries can help a temporary return home stay just that: temporary.

Key Points From This Episode:

• [0:00:50] Today’s topic of conversation: The Boomerang Effect.
• [0:01:50] A High School Cheer by Cathy Chen.
• [0:02:30] Why this is happening now, more than ever before.
• [0:04:10] The proverbial “rock and a hard place” for parents.
• [0:05:50] Turning the dial up on the home discomfort.
• [0:07:40] How the economy and job market are affecting our post-college kids.
• [0:09:30] The parent strategy: reset conversations, an established timeline, and boundaries.
• [0:13:00] The “real life” Wrinkle and how to navigate gaining professional skills in this market.
• [0:18:30 Parents fearing the complacency.
• [0:20:00] The lever for parents: financial control.
• [0:21:25] Meredith shares her thoughts on the difference between support and enabling.
• [0:22:55] What the bottom line looks like.
• [0:23:20] The difference between a launched kid at home and a boomerang kid.
• [0:25:30] Get those boomerangs out there!

Links Mentioned in Today’s Episode:

Sh*t Your Teenagers Won’t Tell You

Sh*t Your Teenagers Won’t Tell You on Instagram

Is pushing your child to maximize their potential 24/7 doing more harm than good? On Sh*t Your Teenagers Won’t Tell You, hosts Kathy and Meredith dig into the tension between kids who feel content and parents who keep pushing for more. They challenge the idea that success equals constant achievement, unpacking how that mindset fuels anxiety and fragility. Real growth, they argue, comes from balancing ambition with knowing when “enough” is enough. Tune in to hear why contentment isn’t a lack of drive, what life actually looks like for students who are always “maximizing their potential,” and how parents can model a healthier, more realistic version of “good enough.”

Key Points From This Episode:

• [0:01:10] Listeners are introduced to today’s topic: contentment vs. potential.
• [0:02:50] Unwittingly training never-satisfied adults.
• [0:04:10] What is enough for our kids?
• [0:05:05] Conflating contentment with lack of ambition: check the facts.
• [0:06:50] The pressure to help kids discover what’s out there.
• [0:08:00] What we see with students who “Maximize their potential”.
• [0:08:50] When parents should pay attention.
• [0:10:45] Coaching versus controlling your kids.
• [0:12:30] The danger of narrowly defining potential.
• [0:15:40] Understanding what value is driving our high standards.
• [0:17:20] Why you can have it all, just not all at once.
• [0:17:55] Where parents can demonstrate “good enough” contentment.
• [0:18:25] Areas where Meredith and Cathy are going to practice more contentment this week.

Links Mentioned in Today’s Episode:

Sh*t Your Teenagers Won’t Tell You

Sh*t Your Teenagers Won’t Tell You on Instagram

Are you helping your teen or quietly running their life for them? In this episode, Cathy and Meredith unpack the subtle but common ways parents overcompensate for their teenagers and how that can unintentionally hinder the development of important life skills. They walk through the various real-world examples of excessive support, why encouraging independence and problem-solving skills in teens is essential, what drives parents to overcompensate, and a practical way for parents to check if they are doing too much. They also explore how providing too much support can prevent teens from learning essential life skills, how to shift from being a fixer/manager to actually being supportive of your teenager, and how to know when it is the right time to step in. Join the conversation to learn how to spot overparenting in the moment, provide healthier support, and help your teen build confidence. Tune in now!

Key Points From This Episode:

• [0:01:26] Outline of today’s topic and what listeners can expect from the episode.
• [0:02:49] Hear why emailing/texting on a teen’s behalf is a clear sign of overparenting.
• [0:04:25] What do to when your teenager asks you to communicate on their behalf.
• [0:05:47] How to know the difference between managing your teen and supporting them.
• [0:08:31] Explore how the need to manage often reflects the parent’s own anxiety.
• [0:09:45] A pattern where teens constantly seek approval and how parents reinforce it.
• [0:11:37] Discover why it is vital that teens overcome challenges on their own.
• [0:14:31] Uncover how to provide support while letting your teen learn important life skills.
• [0:15:14] Why repeated check-ins and reminders are clear signs of overparenting.
• [0:17:00] Find out how to know when it is the right time to step in and help your teen.
• [0:19:49] Unpack how a parent’s behavior toward staff can indirectly impact their teen.
• [0:21:50] Final takeaways and closing comments.

Links Mentioned in Today’s Episode:

‘Why Nagging Your Teen Doesn’t Work (and What to Do Instead)'

Sh*t Your Teenagers Won’t Tell You

Sh*t Your Teenagers Won’t Tell You on Instagram

In this episode, hosts Cathy and Meredith dive into a well-meaning phrase adults often say to high school seniors and why it can do more harm than good. Telling students they’re “definitely getting in” to selective colleges may sound encouraging, but it can actually create unnecessary pressure and lead to major disappointment if rejection letters arrive. Cathy and Meredith unpack how today’s college admissions process is far more competitive than many adults realize, making these kinds of assurances unrealistic. Instead of offering false certainty, they encourage parents, mentors, and educators to celebrate students’ effort, growth, and resilience, and to remind them that their success isn’t defined by any single admissions decision. Tune in for yet another short but power-packed episode of Sh*t Your Teenagers Won’t Tell You!

Key Points From This Episode:

• [0:00:50] Welcome back: an update from Cathy and Meredith!
• [0:02:10] Today’s topic: adults saying things they don’t have the authority to say.
• [0:03:00] Why you shouldn’t say “you’ll get in [to college]” to a kid.
• [0:04:50] What we need to emphasize instead.
• [0:08:00] The well-intentioned alleviation of stress and what kids actually need.
• [0:11:30] Why preparing for rejection is more beneficial than false encouragement.
• [0:12:10] Alternative phrases you can say instead.

Links Mentioned in Today’s Episode:

Sh*t Your Teenagers Won’t Tell You

Sh*t Your Teenagers Won’t Tell You on Instagram

Sometimes the simplest habits can have the biggest impact on teenagers’ wellbeing. Today, Cathy and Meredith kick off the new year by naming three foundational habits they believe matter most for teens: sleep, screen use, and healthy play and physical movement. Drawing on years of coaching experience, they explain why sleep is essential during adolescence, how screens interfere with focus and rest, and why play and exercise are critical for mood and development. The conversation also looks at how phones, laptops, and emerging technologies shape teens’ daily lives, and why relying on self-control alone to resist them is not realistic. Along the way, Cathy and Meredith share practical ways families can support healthier routines without overhauling everything. These habits may sound basic, but they support long-term growth in powerful ways. Tune in for a grounded conversation about helping teens thrive by getting the basics right!

Key Points From This Episode:

• [0:02:02] Today’s topic: Three healthy habits we’d love for teenagers to adopt.
• [0:03:20] Why getting good sleep is such an important foundational habit for teen wellbeing.
• [0:04:56] Reminder: teens need more sleep than adults during this stage of development.
• [0:05:56] Building better screen habits: why screens are a major barrier to focus and rest.
• [0:06:47] The case for changing structures, not just asking kids to resist phones.
• [0:08:35] Concerns about kids and teens using chatbots to meet social and relational needs.
• [0:09:51] Creating screen-free time before bed as a family habit.
• [0:11:09] Why we’d love to see more teens engage in physical movement and healthy play.
• [0:15:05] How overscheduling crowds out sleep, movement, and downtime.
• [0:16:16] Playing the long game when supporting teen growth and development.
• [0:18:12] Why adolescents still need boundaries, not total independence.
• [0:24:08] Some of the habits that we are focusing on this year for ourselves.

Links Mentioned in Today’s Episode:

‘As more teens use AI chatbots, parents and lawmakers sound the alarm about dangers’

‘Teens are having disturbing interactions with chatbots. Here's how to lower the risks’

Sh*t Your Teenagers Won’t Tell You

Sh*t Your Teenagers Won’t Tell You on Instagram

Visiting colleges has become more about fitting in and ‘keeping up with the Joneses’ than getting the information you need to make your college choice. Today on the show, we are discussing whether college visits are actually necessary. Tuning in, you’ll hear why Cathy thinks college visits are overrated, how her opinion has shifted over the years, what technology has done to change things, and so much more! You’ll hear when college visits may be helpful and when they may be harmful before we discuss why we need to deconstruct the ‘preciousness’ surrounding how we treat certain colleges. We even talk about how resilient teenagers are and why we believe they can make the most of their circumstances. Finally, we touch on the importance of critical self-reflection as college counsellors. Thanks for listening!

Key Points From This Episode:

• [0:02:48] Cathy’s unpopular opinion: college visits are overrated.
• [0:03:37] What has shifted in Cathy’s opinion of college visits.
• [0:05:10] Why visiting colleges may be helpful and how technology has changed the game.
• [0:07:53] An example of a situation where visiting colleges could backfire.
• [0:12:09] When taking a visit to a college may actually be beneficial.
• [0:15:44] Deconstructing the way we treat certain, more ‘elite’ colleges.
• [0:17:36] The kinds of personalities that may need to visit colleges.
• [0:20:27] How this discussion has reminded us to self-reflect more often.

Links Mentioned in Today’s Episode:

Sh*t Your Teenagers Won’t Tell You

Sh*t Your Teenagers Won’t Tell You on Instagram

Not all summer activities help teens grow, even when they look impressive on paper. In this episode, Meredith and Cathy take on the summer advice that drives them crazy and often leads teens and parents in the wrong direction. They unpack why cookie-cutter internships, pay-to-play “prestige” programs, and résumé-padding service trips often miss the point, especially when they are handed to teens rather than earned. Drawing on years of admissions and coaching experience, they explain why real growth comes from embracing discomfort, taking initiative, and doing the work yourself. The conversation explores how parental over-involvement can undermine maturity, why doing nothing all summer is not the same as rest, and how teens can get unstuck when they feel paralyzed by too many options. Listen in for a grounded, honest look at what actually makes a summer meaningful for teens!

Key Points From This Episode:

• [0:01:08] Today’s topic: What you shouldn’t do during your summer break.
• [0:04:52] Why most internships raise red flags for us.
• [0:06:15] The difference between earned opportunities and parent-arranged internships.
• [0:08:38] Our strong stance against pay-to-play academic programs.
• [0:09:40] Warning signs of expensive leadership programs that exploit parent anxiety.
• [0:12:39] When international service trips fall flat and when they actually matter.
• [0:16:57] Doing absolutely nothing all summer, and why that is also a problem.
• [0:17:34] Why teens shouldn’t choose summer plans based on friends or trends.
• [0:18:20] Navigating paralysis when teens have multiple interests.
• [0:20:17] Letting teens do the hard work instead of clearing the path for them.

Links Mentioned in Today’s Episode:

Sh*t Your Teenagers Won’t Tell You

Sh*t Your Teenagers Won’t Tell You on Instagram

This time of year can be very stressful for seniors applying to college, and they all need a break from the college discussions and pressure that comes with it. In this episode of Sh*t Your Teenagers Won’t Tell You, we are touching on what not to say during the holidays. You’ll hear all about what topics to avoid, why teenagers need a certain degree of privacy, how you can express care and interest without asking too many personal questions, and more! We talk about how to prepare your teenagers for these discussions before discussing what not to say to younger kids applying to private independent schools. Lastly, we share some examples of things you can talk about with teens other than college. Thanks for tuning in!

Key Points From This Episode:

• [0:02:20] Today’s topic: what not to say to teens during the holidays.
• [0:03:20] Why you shouldn’t ask teens about college and other private topics.
• [0:08:10] Cathy shares an example of an inappropriate holiday discussion.
• [0:10:20] How to express interest in college applications without prying too much.
• [0:11:34] What kids can say when they don’t want to answer personal questions.
• [0:13:47] How this also applies to younger kids applying to private independent schools.
• [0:15:46] What you can talk about with teens instead of talking about college applications.

Links Mentioned in Today’s Episode:

Sh*t Your Teenagers Won’t Tell You

Sh*t Your Teenagers Won’t Tell You on Instagram