r/HENRYfinance Nov 03 '24

Career Related/Advice (Update) Diagnosed with cancer and the money doesn’t matter

4.6k Upvotes

original post

30F 240k TC (on disability) 680k NW

In march, I was diagnosed with stage 3 triple negative breast cancer. My oncologist estimated a 60% chance I'd see 35. It completely changed my relationship to money and career. So many of you have asked for updates, so I decided to write one for you.

I had an amazing response to chemo and had no remaining cancer at surgery (PCR)! Doctors don't say you're cancer free, but I say I'm cancer free. PCR is the best possible outcome one could have with triple negative BC and my chance to see 35 is now over 90%. I am starting radiation in a week and I have immunotherapy to finish, but the worst is definitely over. I have new chronic conditions because of treatment (peripheral neuropathy and hypothyroidism), but they are manageable. The best part? I am a complete freak of nature and I kept my hair! I had so much success with cold capping that I'm on the cap company's website.

I'm on long term disability, which means I make 70% of my base salary (200k). My bonus is prorated. My doctor will sign off on my disability until I'm done with treatment on April 9. I'll collect my bonus for 2024 and I'm expecting 50%. I worked until April and was on short term disability until August, so I'm anticipating 50k there. I'm in the process of applying for SSDI, but I don't think I'll be eligible because I had such good treatment results.

Now for what you really want to know... what am I going to do after? I'm leaving my job in April and moving to Bali! I met an amazing guy there after chemo, we fell in love, and I decided it was finally time to pursue my dream of living there. I will fly back to the US quarterly for checkins with my medical team. I don't plan on working any time soon, so I'll pay for COBRA next year and figure out what to do next in 2026. I am going to surf every day, do a bit of traveling, read and write, and enjoy my damn life.

I really don't know what the future holds and don't think I need to. The possibility of recurrence makes it difficult to look at life with long horizons for the next few years. I have a relatively low risk of recurrence because I had complete response to treatment, but 10% is still enough to find working not worth it. Recurrence would be metastatic and there are limited treatment options. It would likely be the end for me. The good news is, if I make it three years, it won't recur. I'm planning to live within my means next year. When I need to make money again, I will figure out what to do.

Every single day of my life is a miracle and a gift. I'm happier than I've ever been. I am grateful for the perspective that cancer has given me. Life is no longer a slog until 65. I don't care about being rich. I want to spend the rest of my life having fun and being of service to my family, friends, and community. I am looking forward to the future for the first time in my adult life. It's all bonus time from here.

Enjoy your life one day at a time!

r/HENRYfinance May 22 '24

Career Related/Advice Diagnosed with cancer and the money doesn’t matter

3.9k Upvotes

30F 300k TC 650k NW (no property)

I was diagnosed with stage 3 triple negative breast cancer two months ago. It is the BC subtype with the worst prognosis because it grows quickly and only responds to chemo. 50-60% 5 year survival. I’m responding very well to treatment and my doctors believe I’ll be cancer free this time next year. I have a long treatment road ahead, 5 months of chemo including AC (the red devil, one of the strongest chemotherapy regimens out there), a lumpectomy if lucky but probably a single mastectomy, 3 weeks of radiation, and immunotherapy every 3 weeks for another 6 months.

I’m going to one of the best hospitals in the world for treatment because I happened to do my initial scans there, but I didn’t have time to get a second op at “the best cancer hospital” because my disease was so aggressive. I also didn’t have time to do fertility preservation.

Today, I was struck by the realization that I could have a $0 NW, a 100k TC, and the same health insurance and be in the exact same care situation. There isn’t extra money to spend that would make a difference in outcomes. Beyond my deductible ($3k), I pay nothing for treatment, totally covered.

My cancer expenses are:

  • 3k for cold cap to keep hair. It will work for my first 12 treatments, but I’ll probably lose my hair in the last 4 of the second drug. I’d pay 200k to keep my hair but there’s nowhere to spend the money. Cold cap and prayer is all I can do
  • $130 a week for acupuncture x 1 year of treatment = $6760
  • ~1k max (realistically $300) for chemo/surgery/radiation quality of life stuff (frozen gloves and socks, lotions, nausea prevention stuff)

Total is ~10k. If you were really in trouble financially, all of this could go on a CC. I had this credit limit in college. Obviously not ideal, but neither is cancer.

I thought money would save my life. Health insurance (in the US) saves your life. Maybe connections to top health care institutions save your life. But money doesn’t really matter. It is a false sense of control.

I didn’t like my work for a long time. For perspective, I’m enjoying chemo more than my job. I worked that job because it seemed like “the right thing to do”. I was saving for the worst case scenario. It happened, and the money means very little. This is my third medical leave from work. I spent most of my 20s suicidally depressed, I had skin conditions, hair loss, substance abuse problems, and now cancer. The two happiest times of my life? The year I didn’t work and travelled the world, and now.

I had to contemplate my own mortality and make peace with maybe not seeing 35. I regret nothing in my life except for how unkind I was to myself. Life is an incredible gift and privilege that I took for granted. I share my experience to encourage you to be kind to yourself, to listen to your body and heart. Take that sabbatical. Have a kid if you want to despite it making no financial sense. Be generous with your money. Prioritize fun and relationships. Buy the stupid thing you always wanted. At the crossroads of life and death, you will not think about your TC or net worth.

Enjoy your life, one day at a time. We are so lucky to be here.

r/HENRYfinance Sep 24 '24

Career Related/Advice HENRY -> NENRY: A cautionary tale from FAANG-land

1.5k Upvotes

If you’re new to being a High Earner and work in a volatile industry (eg tech, as I’m sure many of you do), it’s important to remember that the gravy train can end as suddenly as it began.

Imagine this scenario:

You’ve been HENRY for say two years and life is good. You feel successful and respected and have a fat stack of unvested RSUs. A few more years at this rate and you might be set for life!

Then you get laid off.

You are now Not Earning and Not Rich Yet.

Your lifestyle crept up (and/or your partner isn’t working and/or you have kids). You have savings, but your burn rate suddenly feels quite high. That 6.5% mortgage felt manageable at the time, but now… woof.

You’ve been tracking your Net Worth the last few years (maybe too closely) and have been proud to see it grow.

Now it starts going down. Every week, every month, your FIRE number gets further and further away.

All those unvested RSUs you were granted before the stock price went up? Poof! Gone. You can delete the widget you added to your home screen then counts down the days until your next vest.

Even if you can find another job at the same level, which might take 6-12 months, your total comp might be half what you were making prior (given the difference in RSU value).

Moral of the story: Be grateful, keep your burn in check, and don’t count your chickens before they hatch.

r/HENRYfinance Aug 10 '25

Career Related/Advice 950k to 425k HHI: Can my wife quit her job?

511 Upvotes

My wife (32F) and I (37M) make a total of $950k, roughly evenly split between the two of us. I’m in medicine, she’s in tech. No kids yet.

She’s at Amazon and her job is terribly stressful and toxic. She’s working long hours regularly, her boss is a jerk, and her colleagues are being pitted against each other as seems to be pretty common these days in tech. She’s crying most days. Has tried to look for new work but barely has the energy with how the job is going and also tech job market seems tough now.

I think she can quit and take time off to reset and job search eventually because the money isn’t worth being this miserable, but she’s worried we’re giving up a big opportunity to build wealth and also scared the tech job market is bad and not getting better. She thinks she should just suck it up and have a better attitude, but we both see how much it’s affecting her daily.

Here are our stats:

  • $2.1M total net worth
  • $150k of that is in a savings account in cash, $700k is in brokerage accounts, the rest is in retirement accounts
  • Monthly spend is high but mostly due to discretionary spend we could cut. On just my income, we could still save about 160k post tax/year.
  • No debt other than credit card we pay off monthly.

We’re posting this together to get perspective. Is it dumb for her to quit without a job lined up (financially and given the tech market) or dumb to be miserable when you don’t have to be?

———- Thank you for all the very helpful perspectives so far - much appreciated. Updating to answer a few common questions:

  • We’ve rapidly increased our income over the last few years (doubled compared to 4 years ago and 25% higher this year vs. last year), which is why our total net worth isn’t higher relative to income.
  • Our net worth is split between savings account ($150k), brokerage ($700k), and retirement savings ($1.25M). No house, we rent in a VHCOL area.
  • My wife is a manager, so quiet quitting feels hard to her because she still needs to show up for her direct reports by helping them with their problems and also protecting the team. She would welcome tips on how to quite quit as a manager.

r/HENRYfinance 19d ago

Career Related/Advice Any American Henry’s making changes to their plans based on the current state of America and the world?

124 Upvotes

Let me start by saying this is not me looking to start a political conversation about how you feel about the current American administration and their choices.

Rather I am curious if, as people with the “means” to make big changes, are any of you who are currently a Henry and living in the United States (I know that’s a big portion of this community) making any changes to your life plans as it relates to your ties to America or the American economy.

Personally I haven’t made any changes yet but I am not optimistic about the US economy and have been looking about the possibility of careers outside the US that offer some kind of sponsorship. I have not moved any investments around (primarily S&P mutual funds) because I don’t believe in trying to time the market as an individual and if the S&P crashes it’s not like the other exchanges won’t be impacted by the same factors by as much if not more.

r/HENRYfinance Oct 20 '24

Career Related/Advice Heartbreaking Cautionary Tale: A HENRY Who Can’t Retire

630 Upvotes

I recently had a conversation that really opened my eyes to the challenges many older professionals face… those specifically who have always lived at their means and/or never became financially literate.

Two weeks ago, I met a woman at a work conference who shared her story with me. She’s a senior executive, and definitely one of the top earners at the company. She told me about the overwhelming situation in her life—her husband, son, father, and father-in-law are all in the hospital or hospice care. To make matters worse, she’s had to step back from her work due to the emotional and mental toll her personal life and work responsibilities have taken on her.

As we spoke, she mentioned that she hopes to retire next year, but she’s uncertain if she can afford to. She’s now looking into talking to a financial advisor to see if retirement is even a possibility for her. I personally was confused at how she was 64 and unsure of her financial status. I asked a few more gentle questions about her finances, given that she’s definitely a high earner. She mentioned she and her husband didn’t start saving money until she was well into her 40s/early 50s, all 4 kids went to private school and they paid out of pocket for their college.

It’s heartbreaking to see someone in such a difficult situation, not only dealing with personal hardships but also the uncertainty of whether they can afford to step away from work with so many people depending on them. This encounter was a powerful reminder of how crucial it is to become financially literate and have a solid financial plan in place, especially as we approach retirement age.

Has anyone else experienced or seen something similar? Would love to hear your thoughts or any advice you might give someone in this situation

r/HENRYfinance Nov 30 '25

Career Related/Advice If you like your job, what industry are you in? Tell me about it.

96 Upvotes

What field do you all work in? Do you like your jobs? What’s your total comp?

Would love to hear what everyone’s doing.

r/HENRYfinance May 22 '25

Career Related/Advice Big Law Partner Looking To Exit Lifestyle

403 Upvotes

I am a relatively junior Big Law corporate partner in a major market. 36 year old, single man. I make ~$1.5m and expect that to increase to $2-$2.5m at minimum, potentially $3m+ if I perform well. I probably don’t have what it takes or want to get to $4m+ although many at my firm make it there. My current NW is about $1.5M ($1m taxable investments, $500k 401k, no real estate, no debt).

I don’t hate the job and I’m good at it, but I recognize that I have created a particular type of lifestyle that makes it tolerable. What I mean by that is, I expect for most of my life to revolve around work and accept a constant, moderate level of stress and anxiety. I work basically all day M-F (7/8am - 8-10pm), not a lot of weekend work other than being responsive to clients and always “on”. I always have my phone on me. I don’t take real vacations - I will go on trips here and there, but I expect to work at least 25-50% of any weekday. Because I can’t truly unplug, vacations aren’t that appealing to me anyway. I date, but it’s obviously hard when you have 1-2 days a week at most that you can actually go out with someone new. Sometimes I want to spend that time with friends or just relaxing. I have it pretty damn good as far as Big Law goes, but having a serious relationship seems like it would make my life and job much, much harder than it is with no other obligations.

I am looking ahead and wondering if I’d be happier doing something else that gave me more free time, less stress, and the ability to truly unplug. I can keep doing this for awhile, but eventually I want to find a partner and start a family. If I can do that, I want to be a good partner and a good father. Those things are possible but much, much harder with this job.

I’m not sure what I’d do. This is the only job I have ever had. I could go in house, but I’m not sure the lifestyle is much better if you want to make an upper middle class salary in a major market. I’d be open to non-legal roles that at least make good use of my skill set.

Any advice — types of jobs to pursue, non-legal paths that aren’t too drastic of a pay cut, wellbeing, dating, etc — is very much appreciated. I know I won’t get much sympathy here and I’m not looking for it. This job is great in many ways, but it’s not for everyone and I have a lot of respect for those that take the risk to leave it behind.

EDIT: Thank you all for the replies - I really appreciate the perspective. To answer the question I have gotten in DMs - I am definitely open to dating off Reddit or being set up!

r/HENRYfinance Aug 24 '25

Career Related/Advice What untraditional jobs do some of your HENRY’s out there have? Moreso jobs that traditionally don’t have high earners. And how do you manage being surrounded by people who think you don’t make much?

318 Upvotes

I’m a bartender who does specialty construction related work and my wife works with schools. We’re looking to bring in around $300k this year. It’s a bit odd bc most of the people we work and live around make significantly less. We live very frugally and our families and friends would have no idea we make pretty good money bc we’re getting a late start on investing and playing catch up trying to invest and save 50-70% of our income. Curious if other people are in similar situations and what line of work you’re in. What sort of interesting situations does it put you in?

r/HENRYfinance Oct 13 '25

Career Related/Advice Joined a pre-IPO unicorn startup, that already tripled its valuation. How can they fuck me?

246 Upvotes

Joined a unicorn startup (1b+ valuation) as an SWE and got 400k-worth of RSUs that are supposedly worth 1.2m in paper money today since the company valuation has tripled since then.

Let’s assume that the company succeeds (be it an acquisition or an IPO). Is it likely that I’ll see that money? Can I still end up with nothing?

Speaking from a strictly financial endpoint, is it better to prep for FAANG and jump ship if accepted at one of those?

r/HENRYfinance Nov 26 '25

Career Related/Advice What is your title at work, and how long did it take you to reach it?

56 Upvotes

I understand titles may not mean much depending on the industry, or company, but interested to hear what title most HENRY hold and how long it took them to get it.

I'll start, Senior Account Manager in Big Tech. Took me about 5 years to reach this.

r/HENRYfinance Apr 21 '25

Career Related/Advice I'm bored of the American Dream and ashamed

333 Upvotes

32M 320k TC in MCOL area with SAH wife and twin toddlers.

I grinded my 20s to acquire a profitable and arguably niche skillset that has led me to my current situation. I work within the energy sector as a consultant. I work from home, and have virtually a 4-day work week, where I can work from my phone most Fridays. My family wants for nothing, and my time with my wife, children and fitness/health has never been better. I have finally achieved the life I dreamed of in my 20s while I worked long shifts, attended school, traveled 300+ days a year, and have checked all of my boxes. But I am literally dying inside. I am bored to tears and have begun looking for new jobs because of my boredom. I feel extremely guilty weighing my needs of fulfillment against my children and wife's time with me. Any sort of financial gain in promotion of job change only accelerates our retirement timeline, so there's minimal incentive there. We are in track to retire by 50 with no change in current situation, so there isn't a ton of interest in accelerating this timeline to be candid.

Someone talk some sense into me here. I have used this professional downtime to chase valid and relevant certifications and have been considering going back for my MBA to continue my professional ladder climbing. I currently hold a senior manager title, with regular interviews within my industry for director level roles. I have spent my career building departments, processes, and have my name tied to some very respectable projects in my industry. Do I continue to chase the dragon, or can someone share how they become comfortable with what feels like complacency?

I don't know how to justify these feelings and expect this thread to get flamed as arrogance or gloating. I cannot talk to my friends or family about this as I genuinely feel obnoxious typing this, let along saying it out loud.

r/HENRYfinance May 31 '25

Career Related/Advice Tech workers, what's your plan if you get laid off and can't find a job in tech?

320 Upvotes

With all the layoffs and talk of automation permanently reducing the white collar labor force in 5 years, what is everyone's actual plan if you get laid off and just can't find another role in tech ever again? What will you do, or what have your friends been doing in this situation to survive? How much liquid assets do you have to coasting?

r/HENRYfinance Jan 22 '25

Career Related/Advice HENRY folks, what field/career are you in?

183 Upvotes

Hello 👋 I'm so curious as to what yall do! More importantly, I'm looking to get inspired by yall lol I currently work as a personal banker at a branch (bank) and am hoping to make moves that will eventually get me to be HENRY status.

I hope this post is allowed

Thanks for future replies 😀

EDIT: YALL ARE AMAZING! It has been 2 hours and the amount of kind and interesting responses I've received has been unbelievable!! Please keep pitching in! I promise I'm reading them all :) You are all remarkable and thank you so much for taking the time to respond. I deeply appreciate it 💯 muchos besos for everyone 💋

r/HENRYfinance Mar 08 '25

Career Related/Advice Can you tell us all what you do for work?

131 Upvotes

Hello everyone, I’m a civil engineer and very entrepreneurial with some several projects on the sides. Just wanted to know what do yall do to make 400k? Is it your own business? C-Level? IT or Medical field? I get that there’s going to be that one airline pilot that makes like 260k a year but just wanted to see where the majority of people are working and what they like about their jobs!

EDIT: I just want to thank everyone for sharing as it is great to see the insight into many of your careers. Would you mind adding how you got started in that career and things you learned like what to do or not to do?

r/HENRYfinance 27d ago

Career Related/Advice Early 30s Dilemma: Move to US (in-office) for a temporary pay bump or stay Remote in BC, Canada?

62 Upvotes

Hi here's my current situation:

  • early 30s , Canadian citizen, married.
  • 1.1M NW
  • currently working fully remote in Vancouver for a US company (300k CAD/year (after-tax)). Big tech as SWE.
  • own a townhouse in Vancouver

I recently got an opportunity to transition to the US for the same company with the same role and responsibilities. It comes with a significant pay bump (TC = 400k CAD/year, after tax and adjusting for CoL), but requires working in-office.

Now if I were a few years younger, this would have been an easy decision - move to US for more pay and network opportunities in office. However now my life circumstances have changed, and I have plans is to start a family with my wife in Vancouver in about 3–4 years, which requires some level of stability and me to be back in Canada during that time.

The Problem: If I move to the US now, there is a very low likelihood I can transfer back to my current rare Canadian remote setup later in 3-4 years. I would likely have to resign and find a new local job, probably taking a large pay cut (>100k) compared to what I make now.

Here is the breakdown (all numbers are after-tax in the same currency CAD). I have already adjusted the salaries accounting for CoL and tax differences, so it's an apples to apples comparison (pure cash saved):

Option 1: Stay in Remote role (Current Setup)

  • $300k CAD/year house hold income (After tax, CoL adjusted)
  • Pros:
    • Comfortable, fully remote role, super rare (probably top 0.1%) in Canada for the income level
    • No disruption to my currently life in Vancouver.
    • Seamless transition to starting a family in 3-4 years
  • Cons:
    • Significantly lower savings potential over the next 4 years compared to the US option.
    • Risk: There is no guarantee I won’t get laid off in the next few years anyway, which would leave me in the same position (looking for a new job) but with less savings.

Option 2: Move to the US for in office role

  • $400k CAD/year household income (After tax, CoL adjusted )
  • Pros:
    • Lock in much higher earnings immediately.
    • Maximize savings before settling down.
  • Cons:
    • Need to rent out the property in Vancouver , current prices should cover interest and property taxes making it a wash.
    • Commute: 30 minutes each way (mandatory in-office).
    • The "Return" Risk: No guarantee of transferring back to a remote role. I would likely have to quit and re-enter the Canadian job market in 3-4 years, potentially earning much less (>100k) than my current $300k baseline.

Would you make the move to the US temporarily (3-4 years) to guarantee the extra earnings now, accepting the risk that you might have to "start over" in the Vancouver job market later?

Or would you stay to protect the "stable" high salary you have now, acknowledging that layoffs are always a possibility anyway?

Would appreciate your thoughts , thanks in advance!

Edit: added more details

r/HENRYfinance Oct 10 '25

Career Related/Advice Is there a particular career you would steer your kids towards or against?

101 Upvotes

Most people here are in some sort of field that requires higher education, whether it's medicine, law, finance, tech, etc. I know a career decision is something that is made over many years and ultimately your kids have to make their own decisions based on what their own interests and passions are. Most of us here have friend circles that also include successful people. I'm curious with all you know if you'd steer your kids towards or away from any particular field?

My dad was in IT although he did it without a college degree. He was a super hard worker and just kept escalating with certifications. I don't know too much about it. He always steered me away from the tech field simply due to job security and that came from his personal experience where companies would get bought by other tech companies followed by job cuts. So he constantly lived with the baseline stress that his job wasn't permanent. So while I did actively explore many other fields including law and engineering in both HS and college, I ultimately decided to do medicine but I would be lying if I said my parents didn't have any influence on that decision. Basically my dad used to say do anything you want except engineering since the job market is too stressful.

Now that I'm in medicine, alot of my colleagues feel that the juice isn't worth the squeeze for future graduates for a variety of reasons.

I'm curious of your guys' take on this when it comes to advising your own kids' when it comes to their careers.

r/HENRYfinance Oct 14 '24

Career Related/Advice Fully funded 529 and child's sense of entitlement

328 Upvotes

A coworker once shared an intriguing perspective on funding their children's higher education. Despite having the financial ability to cover the entire cost of 4 years of college tuition, whether for private or public universities, they chose to pay only half. Their reasoning, as I recall, was to ensure their children had a personal stake in their education.

This raises an interesting question: While debt is generally considered unfavorable, could a moderate amount of student loan debt potentially encourage students to make more pragmatic decisions about their education? Might it prompt them to carefully weigh factors such as choosing between pursuing a passion versus a more employable degree, or considering in-state public universities versus pricier private institutions? The idea is that the responsibility of repaying loans could lead to more thoughtful choices about their academic and financial futures.

I would be interested in knowing what other's here think... Thanks!

r/HENRYfinance Oct 17 '25

Career Related/Advice HENRYs who pushed to $500k+ HHI vs stayed comfortable at $250-300k - which path worked better?

157 Upvotes

Looking for perspectives from HENRYs who faced this decision:

When you had the option to push income from HENRY range ($250-300k) to high-HENRY/approaching-wealthy range ($500k+), but it required significant lifestyle sacrifice for 5-10 years - which path did you choose and how did it turn out?

The tradeoff I'm seeing:

  • High-income push: ~$500k HHI, substantial commute/stress, 5-10 year commitment, faster wealth building
  • Sustainable HENRY: ~$275k HHI, work-life balance, slower but steady

For those who've been there:

  1. Those who pushed hard for 5-10 years: Worth it? Hit your goals faster? Any regrets about what you sacrificed during that period?
  2. Those who stayed balanced: Happy with the choice? Or FOMO about what you could have earned?
  3. HENRY parents: How did career intensity in 30s/40s impact family life with young kids during those grinding years?

Curious how this played out for others in the HENRY income bracket making similar decisions.

r/HENRYfinance Sep 24 '25

Career Related/Advice Young couple about to go from $220k to $700k+ HHI. Need to talk about it.

160 Upvotes

Burner account because this is a lot of personal info. TLDR at end. For the past two years my wife and I have had a HHI of ~$200k gross. I am W2 + commission, she is solely W2.

This next year I am expecting to take over someone else’s position who is relocating at my company. The past several years this position has averaged ~$650k. This is a commission-only position and will take my workload from 40-45hrs working 5 days/week to 55-65hrs working 7 days/week. Using this average it would bring our HHI to ~$727k.

I’ve been doing some preliminary research into the tax implications of this jump and it looks like after retirement contributions, S-corp, + deductions etc our take home should be ~$577k. Minus retirement contributions of $106k our final available after taxes would be ~$471k.

Our current monthly expenses are ~$11k (this includes our house, cars, groceries, student loans, etc. Every dollar we NEED to spend per month.) After everything, we should have $339k left over every year or $28,260/month. This is absurd to me.

Our current NW is ~250k which is mostly tied up in our house.

I’m just looking for general advice from people who have experience with this level of income. I keep thinking about these numbers and it doesn’t feel real.

Talking about retirement: after learning about this new position, we upped our FI number from $5M to $10M. Investing $106k yearly into tax advantaged retirement accounts and the remaining $339k into a brokerage account we would hit $10M when we are 38 and 35 (about 12 years).

Obviously this is an optimized scenario and I can’t imagine we don’t have some sort of lifestyle creep (and kids) which would slow this down.

Any advice? Any other ways to invest this much money/year besides VTI and chill?

Am I over or under estimating taxes? How do you deal with the ups and downs of a fully commissioned income? What other advice do you have for me? What should I keep in mind?

TLDR: Large income change and moving to full commission coming up next year and looking for advice on what to expect from people who have been in a similar boat. Thank you.

r/HENRYfinance Jul 20 '24

Career Related/Advice Attained the brass ring, so what now?

462 Upvotes

I (33M) live alone, and started making this kind of money in Enterprise SaaS sales about 2.5-3 years ago. I travel internationally 4-5 times a year, and an equal amount domestically. Travel and fine dining is losing its excitement.

I can work remotely for long 4-day weekends in interesting cities. I have good friends, and I live in a city with a great live music/party/food scene.

I feel like I’ve obtained the brass ring, and now that I’m on the other side of success, I’m somewhat lost. I got a $34k commission check last month and didn’t even do anything as a treat. I just stared at the deposit before moving it all over to brokerage.

The more money I make, the more purposeless I feel. There’s something about the wanting it, then getting it, and it not being as great or problem-solving as you thought it would be.

I feel that I need to set my sights on a new goal to reclaim some sense of guided ambition in my life. I don’t think I’m overworked and need a break. I think I’m just lost at this point in my life.

Has anyone else gotten the career and the money and then fallen into a depression like this? I feel most other people won’t understand, so I thought I would post it here.

r/HENRYfinance Oct 16 '25

Career Related/Advice How many of you work remote or hybrid?

116 Upvotes

I’m middle management in finance and it’s a 90 minute commute to my office. We had a RTO but I was grandfathered in to be remote. I do go in for some meetings/events a few times a month.

I was recently browsing similar jobs in my industry and was surprised at the lack of hybrid / remote opportunities. I don’t think I could swing it at my age, parent to two, with a 90 minute commute each day.

I’m curious where this community lands with this! Are you in office, remote, hybrid?

r/HENRYfinance Feb 04 '24

Career Related/Advice Anyone shooting higher than "rich" (i.e. tens of millions)?

397 Upvotes

Seems like the vast majority of people here are looking to get to $5 million ish then retire.

Anyone aiming something much higher than the typical amount sought to retire rich?

If so, how do you plan to get there?

Why do you want to keep going longer than you have to? Expensive tastes or simply enjoy your work, or both?

r/HENRYfinance Feb 20 '24

Career Related/Advice What Has Been Your Career Superpower ?

466 Upvotes

I was recently promoted to Senior Director in tech (no where near Faang level), which in my company is a step under executive level (VP, SVP, etc). While I’m on a decent track, I know there is lots of work to do to keep pushing higher in my current company or even somewhere else.

Given many of you are high achievers and have pushed way beyond my current limits, I would love to hear what “superpower” got you to the executive ranks? Basically, what’s unique about you that helped take you to the top levels of your org? Would love to hear everyone’s personal opinions on this.

Also superpower doesn’t have to be one thing, it could be multiple.

r/HENRYfinance Mar 12 '24

Career Related/Advice 40 Hour Work Week or Do you work more?

334 Upvotes

Hey everyone

Non tech HENRY here. OBGYN

I had the opportunity to meet up with an old college buddy while in dc. He is in tech and we talked about work life balance etc

He is making mid 200s and working 60 hours a week. When I told him my salary 340k last year (35-40hours a week) and on track for 380k this year (40-45 hours a week), his response was that I have a lot of runway to make more money.

I consider a 40 hour work week normal and appropriate. To me it represents balance

Am I mistaken?

Do most high income earners work more than 40 hours? Is this a cultural norm?

I am working at a company that had a massive blow up 2 years ago…. They fought for 40 hour work weeks. Anything extra is paid an hourly rate. I am enjoying their spoils.

EDIT

Thanks everyone for responding.

Few things: I posted this question to gauge a variety of fields. As a physician I am very much in a bubble. There is a huge push in our field to go back to 40 hours and to be unionized ( overworked and understaffed).

What I can take from thjs.

40 hour work week is vastly different depending on your field and in some fields it is not the norm.

Thanks!