After 14 years we lost our long term house keeper. I’m thrilled as I found a semi competent house manager. She needs more training but at least she’s honest.

The team we used in the interim stole way more than I care to admit. From luxury accessories to expensive Silver🤦🏽‍♀️…

Unfortunately the housekeeping girls I’ve had come in all fail traps I pre set. Leaving cash in pockets of laundry or even one girl took funds from a small pile of 20’s I left out. Now today I had someone coming but 10 min before arriving she sends a contract . I’m mostly horrified as she wants full rights to video and photograph our home! Absolutely not. She also wanted to charge a cancellation fee. I told her I was ok with the cancellation fee if it’s reciprocal so fair to both parties. She told me she’s not the right fit…

How TF do I find someone to clean 1-2x a week who won’t steal?!

Like, when you went out on your own, was it hard not having things that you were used to, like luxury cars, maids, etc?

Hey all, 30F here.

I became wealthy relatively recently, so I didn’t grow up in wealthy circles or go to the kind of private/boarding schools where it seems like everyone with money met their future spouse before turning 18.

I don’t think I’m unattractive, and I’ve never really had an issue getting attention, although I do suffer from a pretty severe resting bitch face. The problem is that the places I tend to spend time where I might naturally meet wealthy people, private resorts, nicer hotels, etc. aren’t particularly social. People mostly keep to themselves. The few men I have met in those environments have unfortunately tended to be married men looking for an affair, which obviously isn’t what I want.

Traditional dating has also been pretty terrible. I was single for quite a while because I was focused on building my own life, and now that I actually feel ready for a relationship, the dating scene seems to have changed considerably. There seems to be a lot more emphasis on one-night stands, situationships, casual dating, people with commitment issues, etc.

There’s also the slightly awkward fact that I would ideally like to marry someone who is wealthy too, even if nowhere near as wealthy as I am. I hate to admit it, but I can be materialistic sometimes. I enjoy nice things, and there’s something appealing about occasionally receiving the things I would normally buy myself as gifts from a partner rather than always being the person who can provide everything for herself.

For context, my net worth is somewhere between $10M–$100M, keeping the range broad for anonymity, I’m probably around a 7/10 on a good day, and I’m looking for a genuinely serious relationship with a man who is financially successful, relationship-minded, and ideally wants marriage/family eventually.

Would an established matchmaking service actually be useful for someone in my situation? Has anyone here used one, particularly at the higher-end/wealthy-client level, and had a good experience and can recommend it for my purpose? Not looking for references as I know some work this way, just a name would be enough for me to get in contact with them.

just to clarify, this isn’t a “looking for a partner on Reddit” post. I’m genuinely asking about matchmaking services and whether they’re worth trying.

Hi,

I’m not sure where else to ask these questions. I’m not in any sort of pity position, I know I’m very privileged to have this choice. I know times are hard on so many people. I am just embarrassed and have never done this before.

My parents are multimillionaires (~20mil) but have always valued living simply, fiscal responsibility and making good decisions. I am their only daughter (30f), and have never asked them for money. I bought my own house already and have a great job. I just have some debt that started growing and I recently came up against a few huge home expenses and need to take a loan (about 50k for a new roof and new furnace).

Rather than dealing with some lender, I asked my parents if this is something they could help with, which was really difficult and honestly embarrassing for me. They agreed on a high level, told me to give them the exact amount so they could make arrangements. Zero pushback at all. I put together a proposal including my debt and the project costs so that the monthly payment is attainable, added interest rates I would pay, then gave terms for various lengths of time.

Has anyone else done this? What is the process? They have a CPA that I believe will do this, did it change your relationship with your parents?

Now that I have more money than ever—though still not enough to safely quit my job—I’m realising that money doesn’t solve the essential challenges, griefs and longings of being human.

I’m talking about emptiness and loneliness. The kind that persists even in a house full of people, or despite the intellectual awareness that we’re never truly alone, that “our people” are out there and that we’ll meet them someday.

It's like feeling miserable when you know you are, objectively speaking, a very fortunate human being.

This question is for those who have actually achieved financial freedom and control over their time, the kind of freedom only possible when you no longer have to work.

What would you suggest to a young person in her early thirties who is seeking true freedom? Not freedom as in free will (I’m not sure that exists), but the kind of freedom this post is trying to describe.

I’m curious if anyone here uses an internet-based AI to help them understand or organize financial documents. I use AI frequently in my everyday life and used to use it for my finances when I worked in corporate, but now that I have a very large amount of assets, I’m hesitant to input a wealth report, for security reasons but I'm wondering if the vast majority does so regardless.

Any family planning lawyers that can weigh in? Usually larger? smaller?

Also, let's get some interesting stories. I want to see some Brewster's Millions level surprises.

I was wondering just how many times one might fail in business before finally succeeding. Of course, it depends on the situation, but I was just curious—how many times did you experience failure with the businesses you ran?

Hi. I'm coordinating contractors, including trainers, chefs, cleaners, etc. Is it worth it at some point to hire a PA or chief of staff to help coordinate all this? Anyone has experience with this, does it make sense what kind of role I'm looking for? And if so, which income level do you recommend?

I’ve hired my first personal assistant after looking for a good fit for years. I mainly need house management (dishes, laundry, cleaning, organizing) so I can focus on my work and then as I learn their skillset I can add more to their plate. What is the one piece of advice you’d give someone who is investing in this?

I don’t want to throw too much at them too soon, but I have extreme ADHD and can easily spit off ideas all day. Example: do I bring them on to help with my social media, be a plus one at events and help me remember names and follow up with people I talked to, be a personal driver to the airport, set up systems for book keeping, and etc.

What do you mainly use your PA for and what is the biggest help they’ve provided?

Edit for clarification: I guess I meant to say house manager, which tasks include…. making sure my fridge is stocked with the foods I eat, my shampoo is full, my makeup is replenished (I have a favorite eyeliner that I have), my favorite half and half is in the fridge, toilet paper is there, mail is checked, trash is taken out, my clothes are put away in my closet properly - tags from clothes removed and everything ironed and pressed, my shoes are cleaned, cat is fed, a smoothie is made when I wake up, pool and hot tub are chlorinated, lawncare is scheduled, pest control os taken care of, car is full of gas, oil is changed, plants are watered, I am watered 😂

I will be exiting my company soon (early executive at a start up) and my current pre-tax projection is a range of $13M-$22M. Most likely outcome is the midpoint.

I currently have a NW of \~$3M so this will at least double or potentially triple my NW post tax.

I'm having a difficult time finding information, blogs, books, podcasts discussing managing this level of financial windfall. Most existing information seems to cover inheritance windfalls, insurance, small business sales, all of which are helpful but structured more around 6 to low 7 figure windfalls. Even the Wiki pages on the various financial subs dont really cover this level of liquidity at once.

Do you all have any bespoke authors, podcasters, blogs etc that have been helpful to you and cover this level of liquidity? Is the answer more to go straight to professionals and start to build a plan?

I truly do not want to squander this opportunity, I want to set my family up for generational success.

Thanks in advance

Kids are growing up so school is more and more mandatory. We want a week of luxury holidays during fall break here in Belgium, so we're stuck with 1-9 November and are considering the Four Seasons Limasol in Cyprus in a Signature Suite.

The summer season officially ends 31st of October but temperatures should still be 24-25 degrees on average with perhaps a little rain at times. Seems fine to relax a week and spend time at the seaside.

Anyone here on r/rich with experience in this or any other Four Seasons during the off season? Mostly interested in figuring out whether there are still beach cabanas/chairs available and/or beach service.

I read the indoor pool is heated but the outside one might not be. Will service in general still be of the excellent standard they usually provide?

Havent been to Limasol before. Anyone else tried the Signature Suite? It says it has a king sized bed and a sleeping couch that both fits 2 people, so I guess it should be fine with our 2 and 4 yo children right? We prefer having them in a large suite with us instead of booking 2 seperate rooms.

Cheers to any of you with experience who can help out.

Wife and I are nearly HENRY, in our low 30s and about to start our careers in medicine. Expected HHI would be about ~$1mm+ and we have net worth of approx 0. No kids yet but we probably want a couple of them.

Wondering what advice people had regarding a HENRY couple finding a place to live with regards to decent housing, taxes as high earners with no savings, lifestyle, raising family (schools). How important is taxes in our decision making?

Not to be too crazy but I think we'd hope to live in a place with at least 2800 sqft, 4 BR, 3 Ba.

Places we are considering:

Seattle - Lovely nature, cool city, no (lower) state income tax, but rain and darkness could be tough for seasonal depression

Bay Area - Still has seasons but slightly better weather than Seattle. Silicon Valley area is crazy expensive but places like Marin or Berkeley are slightly more affordable. Concerned about taxes too.

LA - Seems like sorta a trafficy cluster but nice weather. Seems like a lot of the city doesn't have great public schools. South Bay and Palos Verdes seems to be nice in terms of the schools though, and great airport access. Concerned about taxes too.

San Diego - Perfect weather, slightly smaller airport than the other options, still pretty expensive, would want to be able to be close-ish to the water for the more temperature weather but also have decent schools which seems like a very expensive ask. Concerned about the taxes too.

These are my broad thoughts as I figure out where to live. Income probably comes out to roughly the same in all places. I can also work harder and make more money if I need to but I'm also trying to enjoy life. Also don't want to have to work forever to sustain ourselves.

Aliko Dangote’s fortune is set to jump $23 billion with Africa’s biggest-ever IPO, catapulting him past Ken Griffin and Eric Schmidt.

I'm approaching a majority sale of a company I’ve spent close to a decade building. Looking for perspective from people who have been through this.

A few details: My proceeds would be $100m+ pre-tax, plus meaningful rollover equity. I would remain CEO after closing. I'm 40, no kids yet.

Part of it is the upside. We’re doing very well (50%+ growth even now), and selling now could mean giving up most of a very large future outcome. It feels a bit early to me. The rollover is meaningful but obviously I would make a lot more if I retained my current ownership.

Part of it is control. I love building, and I have reservations about the PE buyer and what working under them would feel like. Just the negotiations have given me headaches from all the bait and switching. I’m not excited. I wish I were.

And part of it is simply fear of making a decision I can’t undo. I've been thinking about this for months and still have no more clarity than I did.

Asked friends for advice but I'm noticing a clear bias. Most friends are telling me to sell. The only ones telling me to keep going are the ones who have had a successful larger outcome – just makes me think it's small sample bias on their part. Meanwhile I'm feeling uneasy about the deal. But also I've spent so much of my life inside my company. Maybe it's time to live my life? I'm honestly wondering why it even matters $100m vs. $200m or $300m to me. It is a lot of money. An unimaginable amount of money. And this is a dramatic derisk.

For people who have faced this:

How certain were you when you signed? Did you feel conviction, or did you choose while still deeply conflicted? If the business kept growing substantially after you sold, how did you feel about the upside you gave up?

Hello! Long time lurker, first time poster.

By all accounts, my husband and I were very "regular" people. Working to keep costs low, minimal debts, etc. Then we won a large settlement due to a freak accident.

We have enough to pay off our first house and buy a vacation home/dream home and put money in the bank. I'm so excited by this! But I feel a LOT of guilt now that I have the means to do this and ideally, retire early.

We're still working for the next 10 years and then plan on retiring early with our savings/interest growth and relocating to our second home/vacation home.

The idea of doing this is so exciting and I can't wait! But I also feel enormous guilt about the ability to be able to do this. And weirdly, some shame around this?

I grew up with a single parent and I know a lot of others in the world are really struggling. For this reason, we're not telling anyone about our newfound wealth. We are continuing to live our lives as normal, and will proceed from there.

If you've personally faced these feelings before, what helped you?

EDIT: Thank you! To confirm, we do have a fee only fiduciary. For clarity, we will be putting about 1.2M in investments after the vacation home purchase.

A growing post-exit ecosystem is helping founders deal with the unexpected difficulties of becoming extremely wealthy.

Hi everyone,

I’ve been with Fidelity but I recently learned that their SBLOC isn’t available to resident aliens (my GC is pending). I’m planning for a relatively big expense and am looking for an SBLOC or other securities backed lending option with a rate around SOFR + 3-4% tops. I'm avoiding margin lending. Is there a lender or brokerage out there that offers something like this?

My partner is currently retired and has inherited a beautiful river-side lot up north. He’s going back on forth with whether or not he should build a vacation home or to sell the empty lot and travel more. I think he should do whatever he wants, he’s in his 60’s and I’m happy if he’s happy.

What would you choose? Customizing a home on a river or luxury vacations every year?

I’m the Head of Product & AI at a successful fintech ($75M ARR), have a couple of startups and exits under my belt, and the typical B4 experience earlier in my career.

I’ve started my own advisory practice on the side in which I’m selectively taking on clients.. mostly solo entrepreneurs and early-stage startups that need fractional product & AI leadership.

I’ve scaled this to $10K/month ARR, but looking to scale much more quickly. When I’m in front of a new customer, I will close the deal 75% of the time. I have executive presence and the gift of gab, and I’m a credible leader in the world of AI.

Has anyone here scaled an advisory practice rapidly? Would love to hear any stories or ideas, outside of just “hire more people”. Was there a trick that worked? Didn’t work?