The Bossticks Celebrate 1,000 Episodes & Their Plans For The Next Decade

A thousand episodes without a single week missed. No maternity leave, no sick days, no gaps, through three babies, two states, and a decade of building. That’s the number Lauryn and Michael Bosstick just hit on The Bossticks, and instead of doing the usual victory lap, they spent the whole conversation looking the other direction: forward.

This one isn’t a highlight reel of the last ten years. It’s a map of the next ten. The Bossticks get into where they think culture, technology, wellness, relationships, and media are all headed, plus how they personally plan a decade, protect a marriage, raise kids out of the spotlight, and define what winning even looks like by 2036. 

If you’re in your own season of building a life that actually feels sustainable, this is the episode to save. Watch the full conversation below while we walk you through the parts worth sending to your group chat:

The information in this post is for general and entertainment purposes and reflects the hosts’ personal opinions and experiences.

The Bossticks Celebrate 1000 Episodes & Their Plans For The Next Decade

Here’s the wild part about hitting 1,000: it started with two microphones and about $220 of equipment in a closet. What was once The Skinny Confidential Him & Her Show evolved into The Bossticks, where we’ve seen the duo host one-of-one interviews, get incredibly vulnerable, and thoroughly unpack everything from relationships and wellness to parenting and business.

But the couple made it clear early on. They’ve already done the reflective, “ten things we learned in ten years” episode. This 1,000th is intentionally about the future: the next decade through the lens of culture, technology, wellness, relationships, media, personal growth, and what success will actually mean to them a decade out. Consider this your preview of all of it:

What Does Reaching 1,000 Episodes Mean for The Bossticks?

Michael isn’t naturally a milestone guy, and he says so himself. But even he admitted 1,000 episodes earns you the right to call yourself something you’ve actually become. Here’s what the big 1-0-0-0 means to the duo:

Earning the Title After a Thousand Conversations

For Michael, the number finally justified a word he’s always been hesitant to use about himself: expert. Not in a chest-thumping way, more like a decade of reps that quietly add up to real credibility. Lauryn framed it as the tortoise finally getting somewhere. Either way you look at it, the message reflects one thing The Bossticks has always valued: slow, compounding effort rather than overnight wins.

From a Closet in 2016 to a Media Company

The show launched in March 2016 off the success of Lauryn’s blog, The Skinny Confidential. In those early scrappy days, Michael literally snuck onto Gary Vaynerchuk’s Ask GaryVee show, uninvited, blurry in the background, just to promote it. 

Since then, they’ve gotten married, had three beautiful kids, moved from California to Texas, Michael founded Dear Media, Lauryn’s been crushing the beauty and wellness industry, and they’re still pumping out weekly episodes.

There’s an important distinction, though: Michael says that their point of bringing this up isn’t to brag. It’s to show what a little time, persistence, and compounding on one idea can do. Or as he likes to quote Tony Robbins, “we overestimate what we can do in a year and underestimate what we can do in a decade.”

And in Lauryn’s words: If you have an idea, put yourself out there.

What Are The Bossticks Prioritizing in the Next Decade?

After 1,000 episodes, Lauryn and Michael have a pretty clear idea of what they want more of and what they’re willing to protect their time and energy for. Here’s what’s at the top of the list:

Systems and Long-Term Planning

Every year during that dead-quiet window between Christmas and New Year’s, Michael sits down and writes a 10-year, 7-year, 5-year, 3-year, and 1-year goal, then works backward. The vision lives at ten years; the action items live at one. 

Lauryn runs a parallel system: she themes each year with a single word (this year was alignment, next year might be restraint), makes a list of what she wants more of and less of, then maps the systems month by month. If either of them is weak in an area (like personal finance, dating, or business), they build a reading list around it instead of hoping it fixes itself.

Boundaries That Protect the Marriage

One of their firmest rules: they don’t air their dirty laundry to friends, family, or the mic. They protect the marriage, which for two people who talk for a living, is a deliberate choice. They also don’t invite outside opinions into how they parent or work together, and they’re careful about which partnerships could interject unnecessary advice.

Daily Habits and Consistency

The couple has a “no phone in the room” rule they call life-changing, Michael even bought an EMF-blocking charger so the phone charges in another room. Lauryn says it’s improved their sleep and connection, and she’s read triple this year because there’s no phone or TV in the bedroom. 

Underneath it all is a bigger belief: an extraordinary life comes from doing extraordinary things on a regular basis, whether you’re a founder, an athlete, or the exhausted mom showing up every single day.

Family, Peace, and Building a Life on Your Terms

When they moved to Texas in 2020, there was a financial argument for staying in LA or New York. They left those chips on the table on purpose because they wanted space and grounding for their family. Michael’s number one metric is his peace and his family’s peace, and he’s willing to leave money on the table to keep it.

Balancing Sacrifice With Actually Having Fun

Here’s the honest counterweight the Bossticks kept coming back to. All the nervous-system-regulating, perfect-sleep, only-positive-vibes talk online can quietly sell a fantasy. 

The last two decades of building a life they’re proud of involved dysregulation, stress, and serious sacrifice. Real success, they argue, requires periods of doing what average people won’t. But they’re equally clear on the flip side: they know plenty of people who are successful on paper and completely miserable, so having fun, in person, off the phone, is non-negotiable, too.

What Do The Bossticks Predict About the Future of Media and AI?

Lauryn opened with a prediction for 2027: discernment. Think: being intentional about the content you consume, the people around you, the supplements you take, and where your energy goes. She thinks the pendulum swings from more-is-more to less-is-more, and she’s been off TikTok for two years and calls it the best decision she’s made.

Michael built the media angle on top of that. In the AI era, information itself is basically free, we all have a personal coach in our pocket. So the value shifts to trusted human voices with real experience, taste, and know-how. People who’ll give an unfiltered, honest take. He predicts a rise in live events and authentically human experiences as a direct reaction to the sameness AI produces. The people who win, in his view, are the ones with a consistent message and genuine conviction, not the ones chasing virality and changing their opinion with the cultural wind.

They also touched on wellness going more “woo woo” and mainstream at once; more sunlight, grounding, meditation, and scrutiny of ingredients; while noting that today’s normal (peptides, GLP-1s) was yesterday’s controversy. The throughline: stay open-minded, because what sounds crazy at first often isn’t. If that resonates and you’ve ever wondered “why start a podcast for your business?”, their entire trajectory is a case study in exactly that.

What Could the Future of Dear Media Look Like?

The planning framework scales from personal to company. Michael’s biggest professional lesson after nearly a decade of running Dear Media: a consistent message delivered with conviction builds enormous trust over a long period of time, for brands as much as for people. The creators and shows that last, in his experience, are the ones who stand in their convictions and develop a real perspective instead of doing things because they’re popular or viral.

That’s the ethos Dear Media is built on, and it’s what he sees carrying the network forward: proximity to real, recognizable talent having real conversations, and the discipline to keep showing up when it’s boring. The future isn’t necessarily bigger for its own sake. As Michael put it, more is not always the answer.

How Do The Bossticks Define Success for 2036?

Looking ten years out, the accolades will change, but one thing stays constant: they want the show to remain a resource, a place people come to change their lives, discover new ideas, and hear things they’re not getting elsewhere.

The rest of the 2036 vision is refreshingly human. By then, they’ll have a 16-year-old daughter, and they hope they’ve set enough of an example to give their kids a blueprint (whatever path those kids choose). They want to keep lifting other people up, keep the marriage strong, build a family compound, travel as a tribe, and have a lot of fun.

The trait they both named as the common thread among the healthiest, wealthiest, happiest people they’ve interviewed: mindset. Those people look forward, take full accountability, and don’t blame their past or anyone else for where they are. Ten years and 1,000 episodes in, that’s The Bossticks through line, and it’s a pretty good place to leave it. Cheers to the next thousand.

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