How To Take a "Gap Year" as an Adult Without Falling Behind with Taskrabbit CEO Ania Smith
42:52 Share

It is time to start thinking about holiday shopping, and I'll let you in on a little secret. Get everyone on your list something special from Justin Wine. Justin is legit my favorite wine to give and to receive. With a rich history of accolades, Justin produces exceptional wines and is proud to be America's number one luxury cabernet. Since 1981, Justin has been producing world-class Bordeaux-style wines from Paso Robles on California's Central Coast.

As a pioneer of Paso, Justin Wines are what put Paso Robles on the winemaking map. Justin offers curated gift sets, library wines, magnums, and even custom-etched bottles. You can personalize the gifts with a custom message, icon, or logo. Go to justinwine.com and enter code MONEY20 at checkout for 20% off your order. Justin offers the perfect holiday gifts for clients, colleagues, family, and friends.

If you're looking for a special wine to serve at your holiday table, try Isosley's. That's Justin's flagship Bordeaux-style red blend. Whether you're a first-time wine drinker or a wine aficionado, Justin has a wine for everyone, every occasion, and every celebration. Be sure to check them out at justinwine.com and receive 20% off your order for a limited time. One of the most stressful periods of my life was when I was in credit card debt. I got to a point where I just knew that I had to get it under control for my financial future.

and also for my mental health. We've all hit a point where we've realized it was time to make some serious money moves. So take control of your finances by using a Chime checking account with features like no maintenance fees, fee-free overdraft up to $200, or getting paid up to two days early with direct deposit. Learn more at Chime.com slash MNN. When you check out Chime, you'll see that you can overdraft up to $200 with no fees.

If you're an OG listener, you know about my infamous $35 overdraft fee that I got from buying a $7 latte and how I am still very fired up about it. If I had Chime back then, that wouldn't even be a story. Make your fall finances a little greener by working toward your financial goals with Chime. Open your account in just two minutes at Chime.com slash MNN. That's Chime.com slash MNN. Chime feels like progress.

I'm Nicole Lappin, the only financial expert you don't need a dictionary to understand. It's time for some money rehab. Money.

Can you close your eyes for a second and think about what it felt like to be 18? There were probably a lot of feelings. I mean, we all had a lot of feelings at 18. But I want you to remember one in particular that you could do anything.

anything, that you had a sense that you had some commitment coming, whether it was a job or going to college or starting a family, but that maybe you didn't have to start that commitment just yet, that maybe you could take a gap year. You could move to the other side of the world if you wanted to. You could try a weird out there job that you knew you would never want to do for the rest of your life, but you could take a chance.

18 feels like the one time you can step out of the stream of your life without risking forward momentum. But Anya Smith would tell you, with careful planning, you can recreate this moment in your life again without risking a career setback.

Anya and her husband Rob were both in high-power jobs. She was at Airbnb, he was at Glassdoor, when they decided to take their three kids on a gap year to Argentina. You might think that taking a year off work would have stopped Anya and Rob's careers in their tracks, but he now has a big finance job in Silicon Valley, and she is the CEO of TaskRabbit.

So clearly they are crushing it. And today, Anya explains how they pulled all of this off. In our conversation, we talk about how she and her husband budgeted and prepped for their gap year, what lessons they learned from taking a step back from their demanding jobs, and the point system they use to make sure their family comes first.

And then, of course, Anya and I dive into everything TaskRabbit, including how they're tackling the supply and demand questions that are stumping other gig employers and the oddest jobs that people post on TaskRabbit. Anya Smith, welcome to Money Rehab. Thank you so much for having me. I'm so excited to talk specifically about this gap year that you and your family took. It was about six years ago, right? In Buenos Aires.

At the time, I'm fascinated because you and your husband are both at the height of your careers. Why did you do that? So we had been planning for quite some time. Really, it goes back to when I was pregnant with my youngest son. And I knew then that our lives are going to just about they were already crazy and they were going to about to get worse.

And so I remember having a conversation one day with my husband saying, is this sort of it for the foreseeable future? Or can we start thinking about taking some time off at some point?

And then I've always thought that when your youngest one is five and when you're a little bit more free. And so we started saying, hey, how about five years from now when he's five? Let's see if we can make that work. And then actually when he turned five, we were not ready. I had only been at Airbnb for a couple of years. My husband had been at Glassdoor for a couple of years and it just didn't quite seem like the right time, especially for me at Airbnb. But we also knew that there would never be the right time

So we promised ourselves that we're going to reevaluate this every year. And so a year went by and as it happened, there is all sorts of stuff. Glassdoor got purchased. So there is some possibility of taking a break from my husband. And then I thought, yes, I should wait for four years. But then when I wait, he starts something, it'll never work. And so we decided to pull the trigger and say, okay, we are ready. And we got ourselves together to do it quite quickly. Yeah.

But it had been in our minds for quite some time. And we had been saving money for quite some time in order to make it happen, because really it meant no income for a year. And then, of course, spending money on top of it and a double whammy. Of course, the cost of living in Argentina was much lower than it was in a Bay Area. I think it still is.

Yes. And so you decided to do it quickly, but six years in the making, it sounds like. Your kids were, what, six, eight, and 10. How did you even talk to them about the idea of a gap year? Oh, wow. It's such a great question. I remember just being scared. And so we had dinner together every night and my husband and I practiced and said, okay, tonight we're going to say it. We didn't want to tell him too early because then we thought it's just going to, it's going to

prolong the pain. But we also wanted them to have some warning and not say, hey, tomorrow we're moving. So probably around April timeframe, we sat down with them and said, hey, this summer, we have all this travel planned where we're still going to do the travel, but then we're going to continue that on and we're going to actually not come back for this next school year.

It was definitely not an easy conversation, even at their young ages, especially the oldest one was not pleased. And did you tell them how they were going to fill their time? Did you guys even know how you were going to fill your time? Like how much planning went into this? I'm assuming you said you saved, you made a budget, maybe a family P&L or something like that. Yes, but there was so much planning. It took...

I left my job in April and until we left for, we first went to Asia that summer. And so until we left in June, I was working all day, every day on the planning, literally. So it's just takes a lot to take yourself out of

of your day-to-day life, right? We knew for them what we wanted to do is make sure that they continue going to school. And it was really important for us to make sure that they learned Spanish. And so that's really what we focused on is trying to find a school for them. I didn't speak any Spanish. And what I wanted to do is find a school that

isn't the expat American school or British school for a couple of reasons. Most of those types of schools are actually located on the outskirts of towns or in the suburbs. And we really wanted to live in the center of Buenos Aires. And then secondly, many of those schools teach in English and our whole

goal was to ensure that our kids learned Spanish. And so that meant getting some help and getting some friends to make phone calls for us and interview schools and try to do this long distance until we had a chance to get down to ourselves. So we knew the kids would be going to school. And then we

We started thinking a lot about what we were going to do with our time. So first and foremost, we're going to spend a lot more time with our kids, right? They would be down to school at three or something. So that meant that we still had some time in the morning and midday to give ourselves back. And so we started thinking about what are we going to do? Like which hobbies we're going to pursue and what are we going to do with our time? And that was really fun. What'd you do?

So we both did different types of things. We studied Spanish. We did that for a couple of hours every morning. And then we went and did long workouts every day. And then we had long lunches every day, which is really nice. And then in the afternoons, we spent a lot of time really trying to learn new hobbies. So we danced. I went horseback riding a ton. My husband learned how to drum. I took a photography class. So we did lots of

those types of things. We also, actually, I was just talking about this to someone today. It's really hard when you're generally quite ambitious, which both of us are, to let go. So this concept, for example, of seeing a movie in a movie theater at 11 a.m. on a Tuesday,

It was really hard to say that's okay, that we will go back and work again, that we have to give ourselves the space to relax as well and really think about what we want to do with the rest of our lives. Where do we want to live? What types of careers do we want to pursue? Do we want to keep working in tech or not? And what is that going to look like? And so we spent a lot of time focused on that.

Yeah, the planning alone, it sounds like the type A ambitious you like really snapped into high gear for this. It sounds like even that part was exhausting, even though it was supposed to be a relaxing experience. It took some lead up. And also, I'm assuming you guys had a lot of discussions about being able to find an on ramp again when you did decide to rejoin the workforce at such high levels that you guys were at.

That's right. And that spring before we left, I was just focused on making sure we find renters for our house, making sure we can pack up, making sure we can sell our cars, all of those types of things, speaking with the school so that they could give us some guidance as to what our kids should be learning the next year.

because we knew that we would pull them off for a year and then they'd come back and not go back a year. They would keep going. And so what did that mean? So it was a lot of planning, but it was exciting as well. And then we promised ourselves that for the first six to eight months, we're really not going to focus onto what's next.

We're going to first decompress and relax and focus on ourselves, really, and our family. And we won't start working on what's next until the spring. And we stay pretty true to that, I would say.

And you, it sounds like you saved, you had a budget. How detailed was like a P&L or a financial plan? And did this gap year change the way you guys looked at money? Certainly it changed. When you have no income, we don't have infinite funding in any case. So we had to be quite strict. So yeah, we knew how much we would spend obviously on rent, but

And then we, our expenses after that were quite low because we have car payments or many other things. We were making some money on the rent from our house in Marin. And so that also helped to set up or help to offset some of the costs.

And then we knew that we would want to travel quite extensively. Obviously, winter in Argentina is the opposite timing. And so therefore, summer is the opposite timing. So we knew middle of the year around Christmas time, we're going to have some time to take off. And we really wanted to travel in Patagonia. And that's just expensive, whether you come from here or from there or really anywhere. The cost of a hotel room is the same.

Yeah. And I think one of the most valuable skills that any executive or CEO can have is this ability to adapt to change really quickly. It sounds like this gap year was a crash course in that.

Of course. And we really wanted our kids to be able to do that. It's really hard to show up at a new school with all new friends, with a totally different layout, different ways of learning. And then most importantly, not knowing the language. It forces you to really try to figure out how to navigate that. And for us, it was really important that it helped our kids to build independence and to build resilience. I think that's

resilience in particular is really important to grasp that skill quite early on and continue to push yourself into new learnings and new territories. And honestly, to feel uncomfortable because that is

the easiest way to learn. And so it was important for me to give my kids the opportunity to take them out of their comfort zone in Marin and their kind of very nice life and somewhat of a bubble and make them figure out how to navigate something totally new and different.

It's super cool that you did that. And as the year came to a close, it sounds like for the first six months, you didn't do any thinking about what's next. And then what happened? You guys thought maybe you would move back to Park City or even South Dakota. Fascinating choice. You ended up back in the valley. I grew up in South Dakota. So then that was easy to think about. We had a lot of conversations. And when you think about it, we had a lot of time, right? We would take...

drop off our kids at school sometimes and then just say, okay, let's skip the Spanish lessons today and they're working out, but let's go and have a really long breakfast through lunch and just talk about different options and what we want our lives to be. And it's really nice to have that space

Because normally, especially when you have kids, you're just constantly busy. And honestly, at least for me, I'm just trying to survive. There's a lot going on when you have a two, four and a six year old, especially trying to still maintain a career outside the home for both of us. And it was really nice to have the space. And we wanted to let ourselves know that, hey, maybe

and this is obviously pre-pandemic and the way we work has really shifted, obviously, in the last four years. Before then, most of us couldn't quite imagine where we would be today. And we spent a lot of time talking about what would it be like if we left the Bay Area and moved to a small town? What would we like? What wouldn't we like?

What do we want out of our lives? What do we want for the next decade where our kids are still at home? How present do we want to be? What do we want out of our careers? What will we want after the kids leave? And so there's just a lot of questions and meandering and letting things simmer and then talking again and again.

And then to the point where I started interviewing, as did my husband, in different parts of the country, even while we were still living in Argentina. So I flew out to Washington, D.C. I used to live there and really loved that area and thought maybe it's time to move back to the East Coast. And then after all of that, it became fairly clear to us that, no, we actually still want to stay in tech.

And this is why, and this is the impact that we want to have, and this is what we want to do. And so that clarity and knowing that we're making that decision in a very deliberate way was really freeing. Oftentimes, figuring out what you don't want to do is just as important as figuring out what you do want to do. And so getting back to that choice sounds like it wasn't an easy one. It took a lot of discussions. How did you ultimately get the job as CEO? Was it

toward the end of your gap time? No. So I first came back and started working at Uber. So I looked at many different opportunities in the Bay Area and I obviously had already made some connections prior to my departure. And so I started having long conversations. I flew up a couple of times and I really believed in what Uber was doing, particularly on the eat side. It was very complimentary to my skillset and I really loved the team.

And I was very excited about the new opportunity at Uber. And then did TaskRabbit reach out to you directly? Did an executive search firm? Like, how did it work? Sometimes I think people think getting a job as the CEO is a confusing black box.

It can be. And I think there is no one path. I think that there's multiple different ways. It also depends on what the company is, the size of the company, all the things. But for me, and in my, in this instance, it was an executive recruiter that reached out and said, Hey, we are running a search for this role. And they're looking for someone who has marketplace experience. And would you be interested? And that was that.

And you and your husband have a point system that I really love. It surrounds career. Can you share what that is? Both my husband and I come from a background of investment banking and consulting. And unfortunately, that's not always a good thing. There are a lot of spreadsheets in your household. There are like way more than there need to be, honestly. And so when we first started having children, there was a lot of talk about, wow, what does this mean for our careers? And

My first child was born in London. And so in the UK, the actual benefits are quite better than they are here. And so as a new mom, you're guaranteed a year off work, which is really, truly spectacular. And so I took the year, which is very nice.

But then we started thinking about when I go back, what does that mean? And how is that going to work? And I want to work less because I can't work the way I did before I had the baby. And we started having these conversations where what does it mean? And what will it mean in the long term? And then we came up with a system where we essentially said, okay, there are some principles for us as a family that are important. One of which is family.

We don't want to be weekend only parents. So we wanted, both of us wanted to spend time in the mornings and the evenings with our children, not just on weekends. We knew lots of people who often had, for example, two nannies, right? There was someone who would come in and start from seven and work from seven to four. And then another person would show up and work from four to 10, which would give the parents a lot of flexibility to work late or do work.

work dinners and so on. And I totally understand that. I think that everyone should do what works for them because it's, this is a really rough road overall. And so you need to know what works for you and what makes you happy. For us, it was very clear that we wanted to spend time with our kids. And so we started waiting, what does that mean for our careers? And we decided that

Any sort of part-time role or almost no job would equate to a normal solid corporate job, a nine to five job with some travel and some late dinners or so on. There's always a special project or something is roughly around a two and then a very busy and

demanding role, like a consultant or banker would be a three. Often those roles would require 70, 80, 60 hour weeks that make it very difficult. And so what we decided is that between the two of us, we don't want to really ever go above four and a half.

And because neither one of us wanted to let go of our career, it automatically meant neither one of us could also have this high demanding job because that would indicate that we would be closer to a five. And so we both started thinking about how do we...

succeed and more quote unquote jobs that allow a bit more flexibility and allow us to manage our house in a way that give us that space with our family that we felt was very much so needed.

But then you said that there was a time when your husband, Rob's company was going through a capital raise. And then there were big initiatives for you at TaskRabbit, which I'm assuming is a very solid three or three plus, I don't know. So collectively, you said you guys were at a five. In those moments where the points are too high, which I love this point system and coming up with a system and a process for something that feels squishy. How did you decide who needs to take lower points?

And there are so many different ways and it comes down to really communication. Five for two months is okay. Five for a year, probably not. And we needed to understand what it really means and which one of us is willing to give in or not.

offer more flexibility, right? There was a time when we were both really busy and we asked my parents to move in for a little bit of time because that felt like we would get the extra support for our kids, but it also felt very temporary, right? We're both going through a lot of work. It's not going to be permanent, but we wanted some extra support right then. So we're very fortunate to have that kind of flexibility and very fortunate to have those types of choices.

And it doesn't always perfectly work out because, again, we're both quite ambitious. And obviously, my job is quite demanding. My husband is also building a career. It takes a lot of give and take. It means sometimes I can't go on a business trip when I thought I could, or I have to say no to a dinner. And same goes for my husband. And that's sometimes very difficult.

How often do you guys check in on this number? And what's your number right now? We check in whenever it feels like it's not working. So if it's working, we're not even having the conversations. If things are not working, we're like, this isn't quite a four and a half. This is looking closer to five for extended period of time. And again, it's quite personal how we manage it. Sometimes for me, the way I structure it is having the flexibility to

Right. As an example, my daughter is at a camp this summer and she has a big performance and I want to surprise her. And I didn't think I was going to do this, but I just decided this. And I have the flexibility to say, OK, let me take the second half of the afternoon off and clear my calendar so I can run to the airport. Oh, light. And then show up in Michigan and watch her perform. And I, I think that's.

So while my job is very demanding, the flexibility and the autonomy that I have really helps to offset some of the long and grueling hours. Hold on to your wallets. Money Rehab will be right back.

Money rehabbers, we know all too well that financial worries can pop up at any time. Am I planning for retirement properly? Am I taking advantage of every tax deduction I possibly can be? I mean, the list goes on and on. What you need is a place you can quickly turn to for financial advice or a second opinion. And that's Money Pickle.

Money Pickle matches you with a trusted, vetted financial advisor based on your specific financial situation and goals. Then you can set up a free video meeting or a phone call to discuss your questions whenever is convenient for you. No need for an in-person meeting. The best part about Money Pickle is that it does all the vetting for you. They have thoroughly vetted every single one of their advisors to make sure they have a

clean history with their current and past clients, which is really important. A Series 65, Series 66, and or CFP certifications to ensure they're well equipped with all the knowledge and ethical standards you need. And if you really like your financial advisor, you can hire them outside of Money Pickle to be your financial advisor moving forward. But there is never any obligation to do so. So honestly, there's nothing to lose.

Don't wait for those important financial questions to finally get answered. Head to Money Pickle now and schedule a free meeting to figure out your financial next steps. Go to moneypickle.com slash MNN. That's moneypickle.com slash MNN. And now for some more money rehab. Let's talk business now. You have worked at public and private companies. Which do you prefer?

There is really no preference, honestly. For me, it just really depends on the mission of the company and what the overall vision is. I really spend a lot of time thinking about the team and thinking about what are the goals and what the company is trying to accomplish. It really doesn't matter how many zeros there are. I think it matters more

whether the company has the type of culture that I want to be a part of or that I want to help to set, whether there is an opportunity for continued growth and how fast the company's growing. So there's a lot of other factors. I haven't really spent time thinking about how different it is, whether it's public or private.

We just generally had CEOs on who find being a public company a pain in the ass or like really stressful to keep tracking stock. And there's no doubt that being running a public company would be much more stressful, right? You have to continually answer to the street.

I sit on a board of a public company and that is a lot of responsibility and certainly a lot less than what the CEO has to be thinking through every day and day in and day out. There's pros and cons on both sides, right? Working as part of the Inca or IKEA family, there are some amazing, amazing benefits. And then it also means that we are changing.

were not beholden to the street in the same way. But that can also mean that the pressure maybe is not always what it needs to be. And it is really fascinating to understand the trade-offs. I would argue that it's very easy to always say the grass is always greener. I think that it just, it really depends on so many factors.

You have really leaned into this gig economy to leadership positions. You mentioned Airbnb and then you came back from Buenos Aires, went to Uber, uh,

What about the gig economy is so fascinating to you? There's so many things. First thing though, and foremost is just the way that I grew up. And I think I talked about this or you mentioned it, that I was in South Dakota. I moved to United States when I was 12 and we moved from Poland into South Dakota and I

It was really hard, just like it is for many immigrants, to try to find your footing and try to find a way to make an income and to make ends meet. And so my parents, both of whom had to work really, really hard. And so they would have double shifts at factories. Eventually, they opened up a restaurant, but their hours were so high and

And there was no flexibility. So my parents couldn't come and see our performance and they couldn't come and do the things that I get to do for my children. And so I think having some flexibility and being able to fill in the hours, especially some weeks or some months were particularly tough. And so trying to make ends meet, having that flexibility to add a meaningful income, I think is really important. And so I can't help but

think that had these types of platforms existed 30, 40 years ago when we moved here, it would have really provided a lot of help to families like our family. And this is why I have such a soft spot on the supply side of the business. So at Airbnb, I worked with hosts. At Uber, I worked with couriers. And then at TaskRabbit, I obviously oversee the entire company, but I certainly spend a lot more of my time with taskers and people

really trying to understand what their needs are and really feeling quite good about the fact that we do provide a lot of opportunity to earn a meaningful income. And so that is what drives me to work in these platforms. I think that there is another component

though, they're really hard. And there's the challenges are still really fun to solve. And these platforms have only been around for 15 years or so. So the problems still seem new and people are getting better and better. It's super analytical and it's really exciting to see and to keep learning about how to better optimize a match between in our case, a client and a tasker. And so that's really fun. And I like that.

Yeah, I have a little bit of experience in both of those areas that you discussed. I'm first generation American, too. I actually worked in South Dakota at the CBS station, KELOLAND, and I remember how far apart everything was. And so I'm sure in a place like South Dakota, Sioux Falls, where I was, like something like this would have really helped just the geography of something so spread apart.

And so, yeah, having a soft spot for the worker side is totally understandable. Have you seen, though, this sort of catch-22 of a ton of workers trying to come onto the platforms, but then with more workers flooding the platforms, the price of the gigs has to go lower because of supply and demand?

Well, TaskRabbit is a little bit different. And this is what makes TaskRabbit very special as well. Taskers get to set their own rate, right? And so that's a little bit different than Uber, where Uber helps to set the rate for the drivers or the couriers. In this case, a tasker can come onto our platform and say, hey, this is what I'm really good at. Let's say I'm really good at mounting a TV, or I'm really good at assembling furniture. And so

they can understand what types of hourly rates exist on the platform for those services and price accordingly. And they always have a choice in when they work, where they work, whether or not they accept the types of jobs that are coming through. And I think our...

The average hourly rate is much higher than what you get elsewhere. Often it's in the 40s and in a $50 range and in the big cities. And so I think I'm proud to work at a platform that really gives taskers the opportunity to earn on their basis and what they want to achieve.

I'm a huge TaskRabbit person, like huge. Look into my account or whatever, you'll see I have a TaskRabbit problem. I might need an intervention. I've used it for so many things. It's wild. Like anytime I need something, I'm just like, can I just type this into search and will it come up with it? And sometimes very weird stuff that I've needed from odd wallpaper to like event help and stuff like that, I found on TaskRabbit. So I'm a big fan. What have you used

Task rabbit for everything. I have to say, I'm becoming lazier and lazier. But also, I talk about communicating with my husband. Before I was ever a task rabbit, I would use task rabbit as well. When we bought our first house ever, my husband said, I'm going to be like the fixer-upper guy, and I'm going to fix everything. At least in my case, and I hope this isn't the case for most people, he had big ideas. And I think that the execution was...

Not quite as big. Yeah, not as big. And then it would turn into a nagging situation. And then that's never like good for a marriage. And after a while, I realized that I could just do something else altogether. My husband's attention to detail is pretty minimal. So let's say something was slightly broken. It's not that he would notice.

And then I would just, I would work from home on Wednesdays. And so on Wednesdays, I would have a tasker come and fix it. You would never notice that something was broken, nor therefore know that it was fixed. And then like life just got better that way. And now I mean, saving marriages, saving

marriages, right? Like a new tagline. Yeah. It's funny that you say this because the whole marriage concept has been top of mind for us lately because we actually had someone email us and say, Hey, TaskRabbit, big fan and so on. But I had a tasker come to my house and like the one hour task turned into a five hour conversation. And two years later, we're getting married. And

And we love TaskRabbit. Can you come and officiate our wedding? And so we did. And so we've been talking, we've been having a lot of fun internally about how important it is that we, at the end of the day, we still connect people, right? It's a little bit different connection than maybe what you

think historically, but we do connect people in their intimate spaces in our homes. And it was a very, very warm story. We've been having a lot of fun and our general counsel flew out to Wisconsin, I believe, and, and spend a weekend with a couple and it was lovely. So cool.

On the flip side, if you were to be a tasker, would you have a gig? You learn so many things in Buenos Aires. Like I'm assuming tango lessons, like photography. I don't know. We did salsa, not tango, even though of course it's much more known for tango, but

Oh my gosh, lessons are what I would do. It's very sad because I don't actually think that I have the level of skills that our taskers have. Our taskers are so skilled. I just bought an Ikea, a whole wardrobe. It's called a pack system. So it has three closets. This is much more popular in Europe.

but I wanted to put this system in my daughter's bedroom. And there's no way I could have done that, but a tasker can come in and build the whole thing in record time. And so I sometimes think about what would I be doing? I can lift and shift things.

I can help people pack. I can organize. I can definitely clean. So there are some skills that I have that I would be willing to bet that 98% of our taskers on our platform would be able to do those tasks, let's say in a much more improved way.

You figured out any harder things in life than putting together an Ikea closet system. I'm sure you could do it. I definitely could do it. But you know what? It would likely take me hours and hours and hours and lots of frustrations and potentially having to...

Go back and change things. Yeah. Not quite the experience that we want our clients to have, I would say. I love TaskRabbit because it helps you buy back your most valuable asset, which is time. And so that's why I'm a huge fan. What are some of the weird gigs that you've seen people book on TaskRabbit? I've heard...

One tasker delivering birthday fish, another one picking up someone's belongings after a breakup, which I recently talked to a girlfriend about because she was dealing with this problem. When I was at Bloomberg, we hired a TaskRabbit to stand in line for the new iPhone and did a story about it.

Yeah. So there is always those kind of fun and unique tasks, but really 99% of our business is in our core categories, which is assembly and mounting and moving and cleaning and so on. And really that's what we want to continue to elevate. That doesn't mean that we don't have some fun tasks. Like the other day I was talking to one of my girlfriends and she said she had a wedding and

in Napa and she drove to Napa and realized she did not have her dress. And so a tasker came, went to her house, picked up her dress and drove it up to Napa. So there's all sorts of unique ways to really hire people on a platform to help you out. But by and large, majority of our tasks are really around helping people every day around their home, which is your day-to-day things that you have to do around the home.

For anyone thinking about becoming one, what are some of the highest paying gigs? So that really depends on which metro you're in, right? And then how much skill is needed. Someone who's doing TV mounting, it's actually quite a skill. I don't think I would be able to do it, but I tell you what, there are people who definitely just learn how to do it and learn to do it really, really, really well. And they just go from home to home, just mounting TVs.

And it's a really great opportunity because there is, you'd think that there aren't that many people who want to mount TVs, but it turns out that it's not just TVs. Then you have to understand how to mount photos and posters and curtains and so on. And some people are really good at that. And so I would say that's one of our highest paying categories, but I think it

Really matters which city and which metro, what time of the year, is it a Friday evening? Is it a Tuesday morning? So there's all sorts of components that go into how taskers price their jobs. AIA is a big topic of discussion. The explosion in the last year has a lot of people worried about job security and

At TaskRabbit, it seems like taskers are AI-proof, like you physically have to go and mount the TV. How much do you think? I still believe that, that you still physically will have to go and move your boxes out of your house into a truck, into a new house, that you will have to come mow your lawn. And we don't see that changing in this space that much. Of course, over time, people talk about robots and all sorts of things, but that still seems quasi...

quite far away and we don't hear concerns from taskers at all.

I know some companies in the gig economy are struggling with too many workers on the platform, as we mentioned, that sometimes, you know, on other platforms that don't have this dynamic pricing, too many workers means they might not get paid. So you see other companies like DoorDash putting applicants on the wait list. Do you have to deal with that at TaskRabbit or is everybody welcome to post? So everyone is welcome to sign up, but it may be...

more challenging in some cities with some categories, right? Because there may be already an established set of taskers. All that said, though, we continue to grow. So our job as TaskRabbit is to continue to think about the health of the platform. And that means growing both sides of the marketplace, right?

at similar pace. Because what you don't want is to have too many people who want a cleaner on a Friday night before a Saturday brunch. And we just don't have that many because all our cleaners end at five. So there is always opportunities to continue getting new tasks done

at a different price in a different geography, our job is to make sure that we continually provide opportunities to our taskers and also that our clients feel like they are able to get their jobs fulfilled when they need them at the price that they need them in the location that they are. So there's a lot of variability and a lot of opportunity as a result of that.

And you know, we end our episodes by asking our guests for a tip that listeners can take straight to the bank. Do you have one for us? It can be anything tips on saving money, taking a gap year, investing, using business tools. I don't know if you and your husband do like at home for home stuff, Asana, we've seen other couples, power couples do stuff like that, but anything. Yeah. So I think we're crazy. We're not yet at Asana stage, but

But I totally get that and I totally support that. I think a lot about just tips or thinking about your career growth because a lot of times people ask me, what can I do to grow my career? Or how do I get ahead? Or how do I get promoted? And my number one answer to that is always,

do a really good job at your current job. And that sounds so simple, but it really, when you take a step back, what does that mean? That means doing things on time. It means thinking ahead about what your manager may need and being proactive about suggesting that. That means not only coming up with the

problems and there was always infinite number, but thinking about owning solutions overall, thinking about ownership, it means teamwork. It means that people love to work with you. It means having empathy. It means so many things do a really, really good job. Think about what your strengths are, lean into those and the rest will happen. And I think people get so excited about I'm doing my job. I've been here for two years. I need to get promoted. Um,

People are constantly looking for talent to grow their organizations. And so if you are doing a really good job, that comes through. Yeah, I always say, would you promote yourself? Be really honest. Great question. If you weren't the CEO of TaskRabbit, what would you be doing?

Oh my gosh. So my husband and I have been talking about this. I usually talk about the fact that I'd love to be a journalist because I think it's really fun to ask questions. Let's do a job swap for a day. We should do that. And sometimes my husband's like, oh my God, can you please stop asking questions? Because I start like, it feels a little bit like I'm interrogating, but I'm honestly just very curious about people's stories and their lives and what motivates them. So I think that's really fun. But

on a more fun side, I've started dreaming lately about opening up an ice cream store, an ice cream shop, like gelato, but really nice and fun, like an anchor in a neighborhood. It's like a fun dream to have when I'm going to bed if I can't fall asleep. Yes, I love that. I love ice cream dreams. I'm very bullish.

Money Rehab is a production of Money News Network. I'm your host, Nicole Lappin. Money Rehab's executive producer is Morgan Lavoie. Our researcher is Emily Holmes.

Do you need some money rehab? And let's be honest, we all do. So email us your money questions, moneyrehab at moneynewsnetwork.com to potentially have your questions answered on the show or even have a one-on-one intervention with me. And follow us on Instagram at Money News and TikTok at Money News Network for exclusive video content. And lastly, thank you. No, seriously, thank you. Thank you for listening and for investing in yourself, which is the most important investment you can make.