London Daily

Focus on the big picture.
Saturday, Dec 20, 2025

I’m a 23-year-old nanny for a wealthy family in Nantucket. I get to fly on private jets and document my daily adventures on TikTok.

I’m a 23-year-old nanny for a wealthy family in Nantucket. I get to fly on private jets and document my daily adventures on TikTok.

Evellyn Singleton landed a full-time nannying gig on Care.com. After posting about the boy she watches, brands started reaching out for partnerships.

Baptism by fire is the best way to describe my early days as a full-time nanny.

When I received a message on Care.com last September from the woman who would become my employer, I had never met her, her husband, or Jacob, the adorable toddler I'd grow to love.

Jacob's mom told me she was initially drawn to my profile because it really focused on who I was as a person rather than just listing my nanny experience. When you invite someone into your home who's going to care for your child, you want it to be the type of person you can trust to serve as a role model, so it was important for me to go beyond simply listing my previous work experience and share my interests and passions.

After we connected on the website, we set up an hour-long phone call. It was clear the family was looking for someone willing to play an active role in the boy's life and not just "watch him." I was asked what developmental activities I would plan and how I would track his developmental milestones. That initial call was followed by a FaceTime session, which led to a job offer.

The family was living in Nantucket, Massachusetts, for the month, but they're based in Nashville during the rest of the year. After I'd graduated from the University of South Carolina in 2021, I'd moved to Nashville for a sales job at a Fortune 50 company and learned I wasn't cut out for corporate life — at least not the role I was in — so I resigned after six months.


I'd nannied during my summers, but this was my first live-in position, and it would be on an island I'd never even set foot on


But since I had nothing keeping me in Nashville, I jumped on the nanny position when it was offered to me.

Per our arrangement, I would care for Jacob on weekdays from 9 a.m. to 5 p.m. with an additional five hours of flex time per week to be used for things like date nights.

My duties would include caring for him, cooking for him, and doing his laundry, and I was to be paid by the hour with time-and-a-half for overtime.

I was excited about the opportunity but also nervous. Despite my poking around the internet to learn more about the family, they were strangers, and I wasn't certain we would mesh. In the end, I figured if things didn't go well, I could always resign, get on a plane, and return to Nashville.


Two weeks after receiving the offer, I flew to Nantucket, met Jacob's mom at the airport, and drove to their vacation home


I was given my own bedroom outfitted with a queen-size bed, a full bath, and my own walk-in closet. In addition to that, all of my grocery and personal-care items were taken care of.

Jacob's parents have always had a "What's ours is yours" attitude, granting me access to their cars and bicycles and even extending an open invitation to join them for meals and activities on my days off. There's never any pressure to join them, but I often do because we genuinely get along with each other and enjoy one another's company.

When we first got to Nantucket, it was just me, Jacob, and his mom. Jacob's dad was still wrapping up work in Dallas, where they lived prior to moving to Nashville. Each night after Jacob went to bed, his mom and I would sit down and watch TV together. We bonded over episodes of "The Bachelor" and "The Bachelorette" series.


When you live under the same roof as your employers, there's the constant challenge of balancing the personal and the professional 
Singleton and Jacob in Park City, Utah.


We've been very fortunate to have gotten along since the start. Knowing your worth and sharing a mutual respect for one another is a key part of making things work. Another key element to ensuring a smooth working relationship is maintaining a strict set schedule, something Jacob's mom and I are both fond of, especially in a live-in situation.

Jacob is a good sleeper and often sleeps 12 hours a night, waking around 7 a.m. Although I don't officially start work until 9 a.m., I normally have breakfast with him and his family around 8 a.m.

Jacob's mom gives me complete freedom in terms of how Jacob and I spend our time, and I keep an extensive list in the notes app on my phone of fun activities we can do.


Every day, we do one activity before lunch and another in the afternoon after his nap


Sometimes we head to the beach or go to a local driving range and hit golf balls, while other days we might visit an animal shelter and play with the dogs there or go to a museum.

Flying is definitely part of the job, as Jacob's family enjoys travel. On several occasions, we've flown private planes and jets chartered for the day. One of my favorite memories was when we chartered a plane to fly us from West Palm Beach to Key West for lunch and then returned back in time for dinner at The Breakers, a luxury resort.

Singleton on a chartered flight with the family.


In Nantucket, on weekends when I was off, some days I'd head to the beach, take the car and go shopping, or meet up with new friends I made from social media.


One rainy day while sitting around the house with the family, Jacob's dad suggested I post about my adventures with Jacob on social media


He joked that Jacob was such a cute baby, we should make him famous. I also think Jacob's dad sensed I was yearning for something to do in addition to nannying and needed to find another outlet for my energy. His idea hooked me immediately.

I love social media, and I'd already made a habit of regularly documenting our time together and sending photos to Jacob's parents, so posting content online was a natural extension of that.


I suggested creating TikTok videos set to music


We laid the groundwork in terms of what was off-limits, like addresses, certain names, license plates, or anything related to Jacob's dad or his career. Before I post anything, I always send them a draft to ensure they're comfortable with the content. There's never been an issue.

My posts have garnered more than 82,000 likes on TikTok, and I recently created an Instagram account for Jacob that I run as well.

Since I started posting videos of us, I've had people roll down their car window when they passed us by on the road in Nantucket and say, "Hey, aren't you the nanny on TikTok?" which always blows my mind. We've also had kids brands reach out about doing potential partnerships. Right now, we're in the early stages of partnering with a STEM activity brand for children on TikTok, which is exciting.

We're still hammering out the details, but a percentage of any profits earned from endorsements will be set aside for a nest egg for Jacob's future. I'll receive a percentage, too. Maybe Jacob will want to explore his own business venture one day and will be able to use this reserve to do it.


As for my own future, it was never my intention to be a career nanny


I watch Jacob in Nashville now that we've returned from Nantucket, but since he's started preschool, I've decided to transition to caring for him part-time so I can begin putting my feelers out for my next opportunity.

Jacob is also going to become a big brother soon, and we're ready and waiting for his sibling's arrival. I've already created a second Instagram account for the baby.

Newsletter

Related Articles

0:00
0:00
Close
Women in Partial Nudity — and Bill Clinton in a Dress and Heels: The Images Revealed in the “Epstein Files”
US Envoy Witkoff to Convene Security Advisers from Ukraine, UK, France and Germany in Miami as Peace Efforts Intensify
UK Retailers Report Sharp Pre-Christmas Sales Decline and Weak Outlook, CBI Survey Shows
UK Government Rejects Use of Frozen Russian Assets to Fund Aid for Ukraine
UK Financial Conduct Authority Opens Formal Investigation into WH Smith After Accounting Errors
UK Issues Final Ultimatum to Roman Abramovich Over £2.5bn Chelsea Sale Funds for Ukraine
Rare Pink Fog Sweeps Across Parts of the UK as Met Office Warns of Poor Visibility
UK Police Pledge ‘More Assertive’ Enforcement to Tackle Antisemitism at Protests
UK Police Warn They Will Arrest Protesters Chanting ‘Globalise the Intifada’
Trump Files $10 Billion Defamation Lawsuit Against BBC as Broadcaster Pledges Legal Defence
UK Says U.S. Tech Deal Talks Still Active Despite Washington’s Suspension of Prosperity Pact
UK Mortgage Rules to Give Greater Flexibility to Borrowers With Irregular Incomes
UK Treasury Moves to Position Britain as Leading Global Hub for Crypto Firms
U.S. Freezes £31 Billion Tech Prosperity Deal With Britain Amid Trade Dispute
Prince Harry and Meghan’s Potential UK Return Gains New Momentum Amid Security Review and Royal Dialogue
Zelensky Opens High-Stakes Peace Talks in Berlin with Trump Envoy and European Leaders
Historical Reflections on Press Freedom Emerge Amid Debate Over Trump’s Media Policies
UK Boosts Protection for Jewish Communities After Sydney Hanukkah Attack
UK Government Declines to Comment After ICC Prosecutor Alleges Britain Threatened to Defund Court Over Israel Arrest Warrant
Apple Shutters All Retail Stores in the United Kingdom Under New National COVID-19 Lockdown
US–UK Technology Partnership Strains as Key Trade Disagreements Emerge
UK Police Confirm No Further Action Over Allegation That Andrew Asked Bodyguard to Investigate Virginia Giuffre
Giuffre Family Expresses Deep Disappointment as UK Police Decline New Inquiry Into Andrew Mountbatten-Windsor Claims
Transatlantic Trade Ambitions Hit a Snag as UK–US Deal Faces Emerging Challenges
Ex-ICC Prosecutor Alleges UK Threatened to Withdraw Funding Over Netanyahu Arrest Warrant Bid
UK Disciplinary Tribunal Clears Carter-Ruck Lawyer of Misconduct in OneCoin Case
‘Pink Ladies’ Emerge as Prominent Face of UK Anti-Immigration Protests
Nigel Farage Says Reform UK Has Become Britain’s Largest Party as Labour Membership Falls Sharply
Google DeepMind and UK Government Launch First Automated AI Lab to Accelerate Scientific Discovery
UK Economy Falters Ahead of Budget as Growth Contracts and Confidence Wanes
Australia Approves Increased Foreign Stake in Strategic Defence Shipbuilder
Former UK Prime Minister Boris Johnson proclaims, “For Ukraine, surrendering their land would be a nightmare.”
Microsoft Challenges £2.1 Billion UK Cloud Licensing Lawsuit at Competition Tribunal
Fake Doctor in Uttar Pradesh Accused of Killing Woman After Performing YouTube-Based Surgery
Hackers Are Hiding Malware in Open-Source Tools and IDE Extensions
Traveling to USA? Homeland Security moving toward requiring foreign travelers to share social media history
UK Officials Push Back at Trump Saying European Leaders ‘Talk Too Much’ About Ukraine
UK Warns of Escalating Cyber Assault Linked to Putin’s State-Backed Operations
UK Consumer Spending Falters in November as Households Hold Back Ahead of Budget
UK Orders Fresh Review of Prince Harry’s Security Status After Formal Request
U.S. Authorises Nvidia to Sell H200 AI Chips to China Under Security Controls
Trump in Direct Assault: European Leaders Are Weak, Immigration a Disaster. Russia Is Strong and Big — and Will Win
"App recommendation" or disguised advertisement? ChatGPT Premium users are furious
"The Great Filtering": Australia Blocks Hundreds of Thousands of Minors From Social Networks
Mark Zuckerberg Pulls Back From Metaverse After $70 Billion Loss as Meta Shifts Priorities to AI
Nvidia CEO Says U.S. Data-Center Builds Take Years while China ‘Builds a Hospital in a Weekend’
Indian Airports in Turmoil as IndiGo Cancels Over a Thousand Flights, Stranding Thousands
Hollywood Industry on Edge as Netflix Secures Near-$60 Bln Loan for Warner Bros Takeover
Drugs and Assassinations: The Connection Between the Italian Mafia and Football Ultras
Hollywood megadeal: Netflix acquires Warner Bros. Discovery for 83 billion dollars
×