Olivia Ferney is a 25 year old Canadian who went from posting reenactments of client calls online to becoming chief marketing officer of Top Tier Travel, a luxury travel company that caters to celebrities, executives, and the ultra wealthy. Her TravelWithLivii videos have gathered a combined following of around 2 million across Instagram and TikTok, earned her a spot on the 2026 TIME100 Creators List, and landed her coverage in the New York Times. On episode 78 of the Jack Neel Podcast, titled “Stop The Rain! Luxury Travel Agent Reveals Insane Requests From The Ultra Wealthy,” she sat down for a nearly two hour conversation about what billionaire clients actually ask for. The episode has pulled in around 106,000 views, and here are the nine wildest takeaways.
1. The title request: stop the rain
The episode is named for one of the most outrageous asks Ferney has fielded on the job. When a billionaire client wants perfect weather, the expectation is not a backup plan or a refund. It is that the travel agent will do something about the sky. That anecdote sets the tone for the whole interview: at this level of wealth, “no” is not a word the client hears often, and the agent’s job is to move mountains instead.
2. A million dollars at the Superbowl
One of the episode’s early chapters is literally titled “What Does a Million Dollars Get You at the Superbowl?” Ferney breaks down how the ultra wealthy experience the biggest events on the calendar. This is not about nosebleed seats. It is about private suites, backstage access, chartered aircraft, and an entourage of dozens, all arranged on short notice. The segment is a reminder that for this clientele, the ticket is the smallest line item on the invoice.
3. Her clients pay a $100,000 retainer just to stay on the roster
Ferney revealed that Top Tier Travel now asks each Concierge Plus client to pay $100,000 a year up front, and to spend at least another $1 million on trips to keep their seat. It is a filter, not just a fee. She has said publicly that billionaires are her easiest customers, while millionaires are the difficult ones, so the retainer selects for the clients she actually wants: people for whom a six figure service fee is a rounding error. If your idea of luxury travel includes a travel agent, theirs starts with the difference between private aviation and first class as a baseline assumption.
4. Flying across the world just for lunch
Another chapter is titled “How Billionaires Sometimes Travel Across the World Just For Lunch.” Ferney describes clients who will charter a jet across continents for a single meal, then fly home the same day. There is no loyalty points strategy, no fare sale alert, no two week advance purchase. The food is the destination, and the jet is a taxi with wings.
5. Spring water shipped to the Caribbean
Among the requests Ferney has discussed publicly is a client who had her ship spring water to the Caribbean, along with a quest to procure the world’s largest croissant. The details sound absurd until you hear the throughline: these clients do not travel to discover new things, they travel to have their exact life replicated in a new location. Same water, same routines, same standards, just a different ocean outside the window. Compare that with a normal luxury escape like the Maldives water villa experience, where most travelers are happy to let the destination surprise them.
6. She has turned down requests for ethical reasons
The chapter “What is the Most Unethical Request You’ve Turned Down” confirms there is a line, and Ferney has had to draw it. She discusses the moments where a client’s ask crossed from outrageous into something she would not do, and how saying no to a billionaire works when your whole business is built on yes. It is one of the most revealing parts of the interview, because it shows the job is not just logistics. It is judgment.
7. Spoiled children and mistresses
Ferney devotes a full segment to “Dealing with Spoiled Children and Mistresses From the Ultra Wealthy.” When a family travels at this level, the travel agent often becomes the diplomat, arranging separate itineraries, managing relationships the publicist never sees, and keeping every party happy without letting the details leak. It is part concierge, part crisis management, and Ferney treats it as routine.
8. The pets fly better than most humans
There is a chapter titled “What’s the Most Amount of Money a Billionaire Has Spent on Their Pets While Traveling.” Ferney explains that for her clients, the dog is a family member with a passport, and pet logistics can rival the human itinerary in cost and complexity. Private cabin space, dedicated handlers, and door to door ground transport are all on the table. When she talks about the best luxury hotels in Los Angeles style properties, the unspoken question from her clients is always whether the pet suite is up to standard too.
9. Where billionaires actually go, and how they get there
The back half of the interview maps the billionaire travel universe: where most billionaires usually vacation, her favorite vacation spots in the world, the hardest restaurants to get reservations at, why most billionaires go to Davos, and the way the ultra wealthy experience airports. Private terminals, discreet transfers, and boarding that never involves a gate area. Her verdict on cruises is its own chapter, “Why Most Cruises Are the Worst Vacation Spots,” which will not surprise anyone who has seen how this crowd vacations. For them, the perfect romantic vacation is priced in the episode at $500,000, and that number is presented as normal, not shocking.
Ferney’s core point, repeated throughout the interview, is that money does not make these travelers easier to please. It makes their expectations absolute. Watch the full episode below to hear every story in her own words.
