Adventure Nannies On Air

The Truth Behind Six-Figure Nanny Life

Adventure Nannies

It's the New Year—the ultimate fresh start day—and many of us are setting big professional goals! We sat down with Josie (She/Her), the incredibly direct and successful founder of That Six-Figure Nanny, to get the unvarnished truth about what it takes to land and maintain ultra-high-net-worth (UHNW) and high-profile positions.

Josie's journey started not in an agency, but on a playground as a former infant-toddler teacher, eventually receiving a phone call from a basketball team's director of security that led to her first high-profile sports nanny role. Since then, she's worked for a plethora of professional athletes, makeup CEOs, and tech tycoons.

In this essential reality check for nannies and families, Josie discusses:

  • The 60/30/10 Rule: She breaks down the true dynamics of UHNW positions: 60% is roses (the glamorous travel and magnificent vacations), 30% is lemons (the long, demanding days, sometimes 16-17 hour shifts), and the final 10% is that moment of reevaluation.
  • Life on Hold: The reality that these roles often require you to put your personal life, relationships, and sometimes even plans for having your own babies on hold.
  • Confidentiality is Key: Why you absolutely cannot be a fan and how non-judgmental behavior and confidentiality are golden rules for success and word-of-mouth positions.
  • Teamwork in Staffed Homes: Advice for nannies navigating a fully staffed home for the first time—you must be a team player and pick up the slack, whether it's laundry or dishes, to maintain staff harmony.
  • The Biggest Mistakes: Why over-asking for money that doesn't align with your skillset and being a "rambler" in interviews hinders earning potential.

This conversation offers insight on if a candidate is ready and willing to take on this demanding, high-reward role

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SPEAKER_01:

Working with kids is the most rewarding, exhausting, and unpredictable job on the planet. And we are so here for all of it. Welcome everyone to Adventure Nannies on Air. This is the place where we get into the conversations that are really on the minds of incredible nannies and families day in and day out. I'm Shenandoah, and I'm Regan. And we're here from the team at Adventure Nannies, a nationwide agency that helps progressive, globally minded families find the talented, passionate nannies, educators, and newborn care specialists to join them on all their adventures.

SPEAKER_00:

We're tackling everything from the big stuff like how to navigate conversations about legal pay to the fun stuff like our go-to hacks for making travel with kids feel like a total breeze.

SPEAKER_01:

Along the way, we'll hear stories and learn from incredible guests, both in and outside the nanny industry.

SPEAKER_00:

Whether you're a parent, a nanny, or a lost person on the internet, we're glad you're here with us. Let's get into it.

SPEAKER_01:

Before we dive in, just a quick note the views you hear on the show today are personal opinions of the speakers and don't necessarily represent the official views of adventure nannies.

SPEAKER_00:

And just a heads up for anyone with little ones nearby, we can get a little passionate, which means some salty language might pop up. You might want to grab your headphones for this one. Happy New Year, Reagan.

SPEAKER_01:

Happy New Year, Shenandoah. How late did you stay up last night?

SPEAKER_00:

You know, I made it to 10 p.m., which is pretty good for me. I'm usually like an 8:30 kind of girl. I'm wondering, now that we've officially turned the page on 2025, what you are the most proud of from last year?

SPEAKER_01:

Oh man, I am proud of so many things, but I think the most proud I am of the was just the success of our second full year of nanny camp. I was a little nervous going into it. Were we going to be able to recreate the same magic from 2024? And it was, it was, and it was so incredible, and such amazing nannies got to come. I get to meet so many incredible nannies, and everyone just had such a great time. So that is definitely my biggest proud of moment from the year. Incredible. Congratulations. What about you? What are you proud of from 2025?

SPEAKER_00:

Ah, 2025 was a was a tough one. I got to go speak internationally at the first time at the INA conference in London and went on quite a few, quite a few other trips. Adventure Ganys became a certified B Corporation, which took almost a year to get to. So I think that would that would probably be my big professional one. And something else we're really excited about from last year is that this podcast has now been listened to over 25,000 times, which is so many. I cannot imagine the agony of listening to myself talk that much. As someone who already has to hear it for like 16 to 18 hours a day of just full stream of consciousness, nonstop talking. So thank you, I'm sorry, to everyone who's listened.

SPEAKER_01:

You know, there's worse people to listen to talk than your stream of consciousness. Let's be honest. Let's get into today's episode. It is New Year's Day, and there's no other day that feels more full of possibilities and more just what are we really going to do this year energy than today?

SPEAKER_00:

Yeah, it's the ultimate fresh start day, at least for those of us who went to bed early and don't have epic grown-up hangovers this morning. For a lot of us, that also means thinking about our careers, our goals, where we want to go this year. And realistically, we're also all thinking about our bank accounts, especially right on the heels of all the holidays.

SPEAKER_01:

So, so true, which is why the conversation you had for today's episode felt like the perfect way to kick off January. You sat down with Josie, the brilliant and incredibly direct founder of the six-figure nanny.

SPEAKER_00:

I did, and I loved talking to her. Josie has become the go-to mentor for nannies who are aiming for those high-profile, ultra-high net worth, tons of travel, major expectations, like all of the glitzy, glamoury jobs that you see on Instagram or see people bragging about on social media. And what I love most is that she really gives the kind of unvarnished hardcore truth about what life on the road is a six-figure nanny is actually like, because it is not for the faint of heart.

SPEAKER_01:

I'm so glad to hear you say that. Because when you do hear six-figure nanny, it's kind of easy to picture this like glamorous movie-like version of nannying and that job. But what is it really about?

SPEAKER_00:

Well, she kind of completely blows up that myth because it's not just a long episode of Emily in Paris with like some little kids blurred out in the background or following you around as you travel the world and you eat croissant and you wear a beret and you hold an umbrella in the rain, but the rain is warm and it feels like no, that's not what these jobs are like at all. So we talked about her 60-30-10 rule, which I loved for these jobs. Um, it's 60% roses, 30% lemons, and then I will I will let her talk about the other 10%. She gets so real about the long hours that these days are, all of the messed up things that can happen when you're traveling, and why putting your own life on hold a little bit is usually part of the deal for some of these positions.

SPEAKER_01:

Oh wow, that sounds like a much needed reality check and an essential guide for anyone setting big professional goals for the year ahead. So I cannot wait to hear it.

SPEAKER_00:

It's exactly that. Whether you're dreaming of a role like this or you just want to figure out how to level up in your current role, this conversation is packed with wisdom. Here's my chat with Josie. Good morning, Josie. I'm so talking.

SPEAKER_02:

Thank you. The lesson's been well awaited for us, but I'm excited to be here.

SPEAKER_00:

I've been waiting my whole life for To get started. I would love to hear your story, how you became a nanny and ended up working with the types of families you're working with now. And just the full origin story, please.

SPEAKER_02:

Yeah. Okay, so I started out as a teacher. I was an infant toddler teacher at a child care center. And I kind of started nannying in the non-traditional way. I had a family who played for the basketball team here. And so the dad was the director of security for the Washington Wizards. And his son was in my class. And typically, when you're a childcare teacher, you know, you stay with your age group and you don't move, you're just infantallers. That's what you do. But my families all rallied together and went to the principal's office and was like, hey, I need her to move up when my class when my children move up. And so the principal's like, that's not how it works, you know. She's not a tooth teacher, she's just an infant father. And so they were like, Okay, we're gonna pull our kids out. And you know, that's a lot of money. So the principal came to me and she was like, I really need you to move up. And I'm just like, I don't know how to do tooth. That's just not my thing. But eventually I did move up and I was able to take my assistant teacher with me. We just were a great team. And the dad of the Washington Woodsurb, he would give me his tickets, and so I would be able to go see basketball games. And the mom and him were in the you know league for like 17 years, so they just didn't go to the games anymore. And so they gave me their tickets, and then dad was finally like, Hey, do you want to meet, you know, a basketball player? I'm like, no, thanks. I'm just really shy. So I'm always like, no, thanks. And but that's when games end really late at night, and I have you know to be at work at 6:30 in the morning, so I would always say no. And since I babysat for the family sometimes, like the director of security, he called me really late one night, like around 11 p.m. And I was kind of nervous. I was like, oh my gosh, he never calls, it's usually his wife that calls. Yeah, and so I answered the phone and I was kind of like frantic, and he was like, you know, calm down, everything's fine. And he was just like, I need forgetting nanny for one of my basketball players. And I'm like, What? I don't understand a nanny, especially not like that kind of nanny. Um he was like, you know, well, I'm trying to give you an opportunity, somebody gave me an opportunity, and so I really think you should take this position. And after long thoughts, I ended up taking it, and I kind of just I fell in love with the high profile nanny life, you know, the good and the bad. But I particularly fell in love with this family. And when I ended up leaving that family, I kind of searched for another family just like that family. And I think a lot of people don't talk about that, like how hard it is to leave a position where you're just like, you know, everything's just perfect and you're just in love. But eventually your values change and the family's needs change, so then you have to leave that position. But I think that from there I really wanted another high profile nanny position. And I was kind of like, This that was a once-in-lifetime opportunity, I'll never get that again. And I did um multiple times over, and then I think I just became crazy in a sense where I was just like, huh, I have the opportunity once, I have the opportunity twice, can I do it again? So I kind of started playing a game in my head, you know, like, can I get another high profile nanny position? And kind of just worked out.

SPEAKER_00:

Amazing. And then what how did you go from from kind of landing all of these high profile positions in a row to deciding to start that six-figure nanny?

SPEAKER_02:

Yeah. So I was with a family, and at this time it was not a high profile family, it was the sweetest normal family. And that's kind of when I realized, like, hey, maybe I maybe I do meet normal. Like it was just beautiful, just being not traveling so much, not you know, being exhausted, not having 16-hour nights. I ended up meeting a young lady on the playground, and her name is Abby. And Abby was a 19-year-old, and she had three kids that she was watching, and she was just so mature. And I would just watch her. Like before we started talking, I would just watch her. And then eventually, you know, we got to know each other and we started setting up playdates, and she was just like, Your story is inspiring. Can you teach me? She was kind of like, I'll pay you to teach me. Like, how did you do this? And so she inspired that six weaving nanny. She was like, create a guy, and so I created a nanny guy. And then she was like, Now do mentorships until I started doing mentorships. And then from there, I kind of like piggybacked off of what my sister did. My sister is in cybersecurity, and she would teach people like entry-level cybersecurity techniques to get the entry-level positions, and so I kind of took that and I made it manual. And so I would just teach people how to get these six-figure, high profile, ultra-high net worth jobs. And that's if you're in any kind of group. So, like right now, I have about 100 mentees. And I think it's just different when you're a mentor by a coach because it's not like a one and done. So once they're in with me, they're locked in for life. They have my cell phone number, they get messages late at night.

SPEAKER_00:

So well, first of all, that's the nicest story I've ever heard about nannies watching other nannies at the park.

SPEAKER_02:

Yeah, it was there.

SPEAKER_00:

I was afraid for a minute.

SPEAKER_02:

No, it's it's you have to just not judge people, you know, and it's okay to just talk to people and really get to know them.

SPEAKER_00:

So yeah, that's a perfect lead-in to one of my questions. You know, something that we uh deal with a lot at Adventure Nannies, our families in that ultra high net worth, high profile, super private world. And you and I know that every family has their own issues and challenges. Yeah, whether they make$50,000 a year or$50 million a year.

SPEAKER_02:

Right.

SPEAKER_00:

And how do you stay grounded and non-judgmental when you're working with families and supporting whatever they're going through? Because I know a lot of times they don't even have friends or extended family who are in the same financial situation. It can be really hard for them to find empathy.

SPEAKER_02:

Yeah, I think for me, I like to give grace. You know, a lot of my positions, I get them because I have been in this world with them. And so we connect over that. It's kind of like such a unique position for me as uh just a sports nanny. And it's the unique lifestyle for them, you know. They didn't come from money, they know getting them money, you know. And so for me, I like to just one, take myself out of it. I have to remember like this isn't my money, this isn't my lifestyle. I don't need all those hair mess bags, even though I like them. But I have to just remember, like, you know, this I'm still normal and they're normal as well. They just make a lot of money. Some of the baseball players I've worked with, they don't really like that attention when you come up to them in the playground when they're with their family, you know? So it's kind of like just remembering these are normal people. And the one thing I like to tell people when they try to like get these high-profile positions is just remember that you can't be a fan. These families don't want super fans in their homes. So I it's like my number one golden rule. You cannot be a super fan.

SPEAKER_00:

Yeah, almost of anybody, like not of them, but you know, you're gonna bring people around who you might be a real life super fan of. Right, right. It's really hard to stake.

SPEAKER_02:

Yeah, and I'm just super shy in general. So even when like my basketball player bosses bring their basketball player friends, I grab the kids my go. I grab the kids my rental spheres because I'm just shy in general. And so I I think that has helped me get a lot of the word at math positions because I don't talk, you know, I'm just five overall and confidentiality is key.

SPEAKER_00:

Yeah, we sometimes, I mean, we very rarely will put in a job description like this is a super famous family, but nannies look at enough job descriptions that they they know in town. And that always to us, I mean, that's the first red flag out of the gate is that someone will call and be like, Who is the family? It's like, oh, you can't get this job.

SPEAKER_02:

Right. I home nannies send me DMs and they're like, How do I get a job with this celebrity who just had a baby? And I'm like, one, I don't know the celebrity. Two, I don't know the agency who has a celebrity. But three, if I did because the way you're approaching me, I wouldn't tell you. That makes it that makes it pretty tricky.

SPEAKER_00:

Yeah. I know for a lot of families with fully staffed homes, nannies end up kind of being the the closest employee who sees it all and ends up with more access to the family. It's more common for families to fly private with the kids and the nanny and send the rest of the staff on a different plane or commercial, or you're often sitting at the dinner table with the kids, whereas the rest of the staff is not maybe allowed to do that in every case. Yeah. Which can create some kind of tough dynamics sometimes where like you're allowed access to your employers that like maybe your boss or someone who's been on their team for 20 years has never been given.

SPEAKER_02:

Yeah.

SPEAKER_00:

What insight or what advice do you have for nannies who are maybe heading into their first fully staffed home?

SPEAKER_02:

Just to really work as a team player, a lot of the positions you can't get unless you've been, unless you have experience working in a fully stacked home. So my advice is to just really be that team player. If the housekeeper is out, you know, you're taking up the slack for that. If the chef, you know, has to run to the store to get more ingredients and you see that the think is full of dishes, you know, you can unload the dishwasher, put the news dishes in, start the dishwasher, you know, and eventually you guys do become a team and they'll look after the things when say you need to run to the restroom and you need them to hold the baby. So my whole thing is to really be that team player. I try to like just make friends with the staff so that way it's not like a jealousy thing. Because a lot of the times actually the the staff doesn't go. So like in my case, the staff doesn't go with. So the housekeeper, you know, if this player gets traded, the housekeeper is out of a job. The chef typically goes, but mainly it's the chef in the Nami who go. No, must be nice. There it's nice, but again, there's definitely the cons as well. So I also like to tell Nannie's tattoo. If you're going into this position, you know, the days are so long. And, you know, depending on the family dynamics, sometimes you're working 16, 17 hour shifts, and then sometimes you're more of a housekeeper vice than nanny. So you kind of have to figure out what you really want to do, and if that's the family you really need to work for. Yeah.

SPEAKER_00:

I would love to hear a little bit more about the demand on these roles because I know anyone who's not anyone, but most people who are working as nannies are like, sure, I would I would take a six-figure job. Yeah. Um, but they aren't usually like, you're gonna make$150,000 a year and work Monday through Friday, nine to five, and like drinking Aperol Spritz with mom and hang out at the end. Yeah, that's not the case.

SPEAKER_02:

Not at all. It's definitely my back at this moment moment in my life, I can't do these roles as much anymore. My back won't take it. So it's definitely sometimes, you know, depending on the family, you're clocking in at 8 a.m. and you're getting off at 11 p.m., you know, and me, I have a long coming at home. So I would, you know, drive an hour home and have to be back up at 6 a.m. to get ready for work to clock back in at 8. It's demanding, it's tough. You end up getting stress rashes on your body. You know, it's not always flying private. It's not the glitz and the glam. I don't hang out with my employers after work. It's really not what the movies are saying in either sense. It's not like the horror stories that the movies give. And that's also not the they just gave me a Lambo truck. It's just so many myths in the you know, high-profile over high network world. So yeah.

SPEAKER_00:

How do you maintain? Because I know you mentioned you love to stay with families for a long time, you love getting connected with them and working, you know, 8 a.m. to 11 p.m. doesn't sound it doesn't sound super sustainable at a glance. So when you're in those roles, how do you maintain your personal life or relationships and staying in touch with family and friends? Like how do you how do you kind of keep your life?

SPEAKER_02:

Yeah, you kind of don't. Um, I put my life on hold, you know, and again, something that people don't talk about is I put all having babies because I am in this role and it's it's tough. And typically I've actually worked with a bunch of clients because of course I'm weird, my reason my clients get traded. And if there's no security, if I don't know where you guys are going next, I will opt to stay back. And so then I'm out of the rule, you know. And luckily the families have put in a good word for me. So then I get another position or another, you know, word of mouth recommendation. But in my particular role, it's definitely a lot of change. It's a lot of uncertainty. There's no stability. And the families that I do want to go with, if you know, they're going to LA for three months and the rent is ten thousand dollars a month. I don't care how much money you guys are making. I went pay that and I wouldn't ask you guys to pay that. So yeah, it's a lot of uncertainty in these types of roles as well. You really you're you're selling it hard.

SPEAKER_00:

I'm like, yes. There's no you look at end any day, any moment.

SPEAKER_02:

Yeah, well, you you have to know it's different when you're with an ultra-high net worth family by sports fire.

SPEAKER_00:

So absolutely. What's the most surprising skill that you have picked up since you switched from teaching over to working as a nanny for all these sports families?

SPEAKER_02:

Probably the multitasking. I think even as a teacher, I had to multitask, but as a nanny, there's so many more layers to it, right? So there's, you know, booking the flights for the families if you're doing, you know, more than one hat rolls. It's making sure the laundry is done. Sometimes the families I work for don't like a lot of people in their homes at one time. So the housekeeper probably comes three times a week. So, you know, in between, it's you know, you're taking up that task. So I would definitely say the multitasking, um yeah, booking dinners and you know, the litz and the glam is nice, but the the rest of it is kind of tough.

SPEAKER_00:

So yeah. Have you been able to transfer that multitasking over to your own life? Like it are is your house immaculate and the dishes are always done and everything. Absolutely not.

SPEAKER_02:

What I do for my families is completely different than what you would do in your own home. Sometimes you're just hierarchy, and sometimes it's kind of like I can relax. I have the peace.

SPEAKER_00:

So you mentioned something called the 60 30 10 rule, which I am very excited to find out what it is.

SPEAKER_02:

Yeah. So my 60 30 10 rule is 60% is roses, right? You are meeting the coolest people you've ever met in your whole life. Your favorite movie star is asking you if you want Chick-fil-A for lunch. They're paying for it, you know. They're taking you to like Turks and Caicos, like these magnificent vacations. And again, they're paying for it. You get to five pounds it, you know? So that would be the 60. The 30 is the lemons. 30% lemons is those long days. Those, you know, dad has a game and you just had a six-hour flight because dad just got traded. So then, you know, you're working extra long days. The 10 is kind of like, what the blank did I just find it for? It's kind of like you're always reevaluating your life, you know, like, wow, what did I just do? But the 60% always always. And I think that's why I would crave these kinds of positions because they really are once-in-a-lifetime opportunities. Absolutely.

SPEAKER_00:

I love all of the amazing advice that you give on your page. Like as agencies, we are always trying to be a little bit careful. We don't want to hurt people's feelings. We, you know, we need to be careful about the way that we're setting expectations with people because, you know, like I do not like being in the position of telling someone the amount of money they're asking for is something I disagree with, or kind of judging their value in that way. But you just kind of tell it like it is. And we don't, and I am kind of obsessed with it. I'm like, I'm so glad that she said that. Like, thank you.

SPEAKER_02:

You're welcome. You know, I just kind of I want people to know that this is a life that you can absolutely have and it is a very much sustainable career. But then I also want people to know what they are signing up for, you know, like definitely take the opportunity, but also remember what I've said. I told you so. So it's just really important for people to know the balance.

SPEAKER_00:

What are some of the most common mistakes that you see nannies making to kind of talk their way out of some of these jobs or hinder their earning potential?

SPEAKER_02:

Um, kind of the ramblers, you know. Some people go on these interviews, and because I do like mock interviews, I will like listen to them and I'm like, I asked you one question and it took like so long for you to get that answer out. And so I don't know if they know, like they're giving too much information. So then you're kind of like putting the candidate or the potential family that you had on the back burner because they're like, wait, that's not even what I asked you. So I would say definitely that, and then honestly, just asking for way more than what their skill set is. Sometimes these people see like the$150,000 price tag and they're like, Oh, I can totally make that, but they've only been danning for about three years, and so it just it doesn't align. And I like for people to know that that's just not how it works. So you can't just ask for the 150 because it says 150.

SPEAKER_00:

Yeah.

SPEAKER_02:

Or because you're such an incredible person and you're and you are, but you really are. Yeah, you have to gain that experience, you know? Yeah.

SPEAKER_00:

How do you because I know this line of work and the the amount of flexibility and just the sheer stamina and hours and the teamwork and the multitasking and kind of being everything that happens, it's not for everyone. So when you are starting to work with a mentee or you're talking to nannies who are thinking about it, how do you kind of help them figure out if this is the right path or not?

SPEAKER_02:

Yeah, I'm just upfront and honest. I kind of give them my experience. And I think as a mentor, that's all I can really do is give them the experience that I took on, you know. So I kind of tell them how my day runs and how my day flows. And I kind of asked them, do you think you can handle that? Like, for example, as with Borce Nanny, you're you don't have consecutive days off. So when I did baseball, I was off Mondays and Thursdays. But I did basketball, I was off Sundays and Wednesdays. So I kind of like let them know like, is that something you can handle? You do have to work game days. Um, the schedule does change. You guys will fly out a lot. And I just try to set their expectations as to where I would want my expectations to be. And typically that works out. I mean, I've had a lady take a bat a baseball family, and you know, I told her that was probably the toughest position I took on because they play more games than the average, you know, sports teams. They play more games than the other sports teams do. And so their days are really, really long. And, you know, she sent me a message one day and she was like, You're absolutely right. This is this is tough. So, you know, she stuck it out though, which is great, but just being upfront on is like I'm gonna tell you what it is, and then you have to decide if that's what you're gonna want to take.

SPEAKER_00:

I have a fun question. Yes. So we ask all of our podcast guests. Yeah, um, if you were four years old and you got to pick out your full-time nanny from anyone in the universe, who would your dream nanny be?

SPEAKER_02:

It would definitely be Jesse from the Disney channel. I love Jesse. I think she is they those kids gave her some tough times. I think Jessie is just absolutely amazing. She's the nanny I want to be. Jessie is just fun, but she's strict, but she's like she's she's alive. I love Jesse. She's she was cool.

SPEAKER_00:

She had a big sister vibe.

SPEAKER_02:

She had the spunk, yeah. And you know, those four kids, she took it on like really, really good.

SPEAKER_00:

So awesome. Josie, if people want to find out more about you, or I'm I'm sure you're get your advice, become one of those other people who has your phone number who can call you. Yes.

SPEAKER_02:

Where can they find you? Um, they can find me at That Six Figure Nanny on Instagram, and they can go to my website at www.thatsixfigure nanny.com. Awesome. Thank you so much, Josie. You're welcome. Thanks for having me.

SPEAKER_01:

And that's a wrap. Thank you so much for spending a little bit of your day with us.

SPEAKER_00:

We'd love to stay connected. You can find all of our past episodes and summit sessions on Apple Music, Spotify, YouTube, or wherever you get your podcast fixed.

SPEAKER_01:

For the inside scoop on the latest drop opportunities and community stories, you can always find us at adventurannies.com or come say hi on Instagram, Facebook, or Blue Sky.

SPEAKER_00:

If you loved this episode, we'd be over the moon if you'd leave us a review. It's a huge help in getting the word out to other folks.

SPEAKER_01:

And if you hated this episode, well, sorry. It couldn't be that bad if you made it this far, right? We'll catch you next time.

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