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Started By
Message
Advice wanted- Sitting on a lot of cash from sale of business
Posted on 12/2/25 at 7:33 pm
Posted on 12/2/25 at 7:33 pm
You guys gave me great guidance and advice while I was navigating selling my healthcare business. Looking for an idea of next steps, and I realize this is an online message board and not financial advice, and even a recommendation of "get an advisor" is useful.
Background on me: 40 years old, 4 kids in private school (oldest is 11), already own my "dream home" at 2.8% mortgage, wife does not work. Drive newer vehicles, but nothing crazy, a Toyota Tacoma and Ford Expedition, both a few months from being paid off at low interest. No interest in vehicles, boats, toys, etc as I have a wonderful wife, 4 beautiful kids, and a generally really good life, not a guy who buys really expensive things.
So I recently sold my healthcare business, won't specify what discipline, but total sale price was $1,750,000 in two installments, 925k up front and 825k at 12 months on an earnout which I am on track to hit about 9-10 months into the deal, so should be a layup from here. Since I was self employed before, I had to close out old company Paychex/401k accounts.
Assets:
-Between an IRA that was recently moved, and company 401ks, I have about 360k in tax deferred accounts. These are in a cash position currently and all just got moved to Fidelity.
-About 650k cash sitting in a checking account from first half of the sale (leftover after winding down some company debt and have another 80-90k in debt to wind down.)
-Around 450-500k home equity on a $1.0-1.1 million dollar home. 600k mortgage remaining at 2.8%. This is our "forever home," no intention of messing with this by moving anytime soon.
-825k on second half of sale price set to be paid out in July/August 2026.
-100k retention bonus coming due to me in July/August 2026.
-Good salary, benefits, etc working for company who bought me out.
-Seperate healthcare staffing company that I am 51% owner of that provides me about an 90-100k income per year
Liabilities:
-Under 20k in auto debt, low interest.
-Home mortgage
-About 40k in remaining business debt on one account that needs to be wound down, and another 50k in another personal account that was taken for business purposes that needs to be wound down.
-Tax liability from first part of the sale, around 200k.
Barring any catastrophe, after winding down all the debt and taxes on everything, by July/August of 2026 I will have about 360k in tax advantaged accounts, $900,000-$1,000,000 in cash, and no debt other than my mortgage. I am trying to figure out two things:
1-Moving 360k in tax advantaged out of company accounts, where should this go? Couple index funds, dividend stocks? Lump sum (market seems expensive), or DCA? I have managed this money on my own for the most part over the last 18 months by day and swing trading and have returned about 31% over the last 18 months, beating the S&P by a few %, but don't really think it was anything I necessarily did, just a good market. Was considering taking 300k and sticking it in something slow and steady like VOO and playing with the other 60k.
2-What do I do with the 900k-1.0 million once I have the full amount? Taxable brokerage with a similar strategy as #1? Dividends? Commercial real estate? Something I haven't thought of?
TLDR, please give me ideas on how to manage my money that I can further research.
Thanks in advance, you guys are great.
Background on me: 40 years old, 4 kids in private school (oldest is 11), already own my "dream home" at 2.8% mortgage, wife does not work. Drive newer vehicles, but nothing crazy, a Toyota Tacoma and Ford Expedition, both a few months from being paid off at low interest. No interest in vehicles, boats, toys, etc as I have a wonderful wife, 4 beautiful kids, and a generally really good life, not a guy who buys really expensive things.
So I recently sold my healthcare business, won't specify what discipline, but total sale price was $1,750,000 in two installments, 925k up front and 825k at 12 months on an earnout which I am on track to hit about 9-10 months into the deal, so should be a layup from here. Since I was self employed before, I had to close out old company Paychex/401k accounts.
Assets:
-Between an IRA that was recently moved, and company 401ks, I have about 360k in tax deferred accounts. These are in a cash position currently and all just got moved to Fidelity.
-About 650k cash sitting in a checking account from first half of the sale (leftover after winding down some company debt and have another 80-90k in debt to wind down.)
-Around 450-500k home equity on a $1.0-1.1 million dollar home. 600k mortgage remaining at 2.8%. This is our "forever home," no intention of messing with this by moving anytime soon.
-825k on second half of sale price set to be paid out in July/August 2026.
-100k retention bonus coming due to me in July/August 2026.
-Good salary, benefits, etc working for company who bought me out.
-Seperate healthcare staffing company that I am 51% owner of that provides me about an 90-100k income per year
Liabilities:
-Under 20k in auto debt, low interest.
-Home mortgage
-About 40k in remaining business debt on one account that needs to be wound down, and another 50k in another personal account that was taken for business purposes that needs to be wound down.
-Tax liability from first part of the sale, around 200k.
Barring any catastrophe, after winding down all the debt and taxes on everything, by July/August of 2026 I will have about 360k in tax advantaged accounts, $900,000-$1,000,000 in cash, and no debt other than my mortgage. I am trying to figure out two things:
1-Moving 360k in tax advantaged out of company accounts, where should this go? Couple index funds, dividend stocks? Lump sum (market seems expensive), or DCA? I have managed this money on my own for the most part over the last 18 months by day and swing trading and have returned about 31% over the last 18 months, beating the S&P by a few %, but don't really think it was anything I necessarily did, just a good market. Was considering taking 300k and sticking it in something slow and steady like VOO and playing with the other 60k.
2-What do I do with the 900k-1.0 million once I have the full amount? Taxable brokerage with a similar strategy as #1? Dividends? Commercial real estate? Something I haven't thought of?
TLDR, please give me ideas on how to manage my money that I can further research.
Thanks in advance, you guys are great.
This post was edited on 12/2/25 at 7:55 pm
21
Posted on 12/2/25 at 7:41 pm to Saint5446
You have this much money and you are taking advice from a sports talk site???? Find a good financial advisor and let him/her put together a financial plan for you.
Posted on 12/2/25 at 7:53 pm to Fred439
That response is valuable. Got burned by a bad one in the past and somewhat distrustful of them, but thinking I may need to interview a few.
Posted on 12/2/25 at 8:01 pm to Saint5446
quote:you are already ahead of most investors then
but don't really think it was anything I necessarily did, just a good market.
congrats on the sale and the proceeds...be wary of "advisors" that see you as a cash machine for them. find someone you trust with no interest in transferring your dollars to his wallet, and make a plan. any plan with sound fundamentals will work
then start figuring out how to retire early, which should be your goal (it was certainly mine)
Posted on 12/2/25 at 8:02 pm to cgrand
BTW i just sold my business for similar sum, but i need that money to last the rest of my life, that will greatly direct where i put it
Posted on 12/2/25 at 8:10 pm to cgrand
Good to know. They are paying me well and not looking over my shoulder all day, so I intend to work for them for a while. Honestly it seems like I will have a similar income as an employee than I did as an owner, with some new challenges and responsibilities in a more regional role. So while I initially planned on running out after I collected all the bonuses, I am now thinking I am going to stick around through my 40s.
I have considered the idea of maybe trying to find a contractor and building a commercial building and lease to my new employer. We have had some discussions about expanding it into a bigger space. I would try to build enough space to house the expansion and maybe one other tenant.
I have considered the idea of maybe trying to find a contractor and building a commercial building and lease to my new employer. We have had some discussions about expanding it into a bigger space. I would try to build enough space to house the expansion and maybe one other tenant.
Posted on 12/2/25 at 8:19 pm to cgrand
You say you are in Hammond. Christian, at Burns, is a fiduciary and vv good at handling building wealth, etc. For an acct. with over $1 million, they charge 1%. It costs you nothing to talk with im, present your goals and assets that you are working with, and you will learn things as well. 
PS: I don't make anything from sending people their way.
PS: I don't make anything from sending people their way.
Posted on 12/2/25 at 8:20 pm to Saint5446
VOO-20%
VEA-10%
IEMG-5%
IWM-5%
USMV-5%
Gold-15%
Other metals-5%
Bitcoin-5%
Productive land-15%
CDs or short duration fixed income-15%
VEA-10%
IEMG-5%
IWM-5%
USMV-5%
Gold-15%
Other metals-5%
Bitcoin-5%
Productive land-15%
CDs or short duration fixed income-15%
Posted on 12/2/25 at 8:31 pm to Saint5446
My reply would be 100% ASTS $70 calls expiring Jan 2028, but that's not financially responsible, lol.
As far as the $1M, this would be my scenario and how I'm kind of setup to an extent.
$300K VOO
$200K VGT
$100K SCHD with dividends reinvesting
$100K ASTS
$50K KO
$50K MO
$50K NBIS or AMD or NVDA
$50K VDC (consumer staples)
$50K VHT (healthcare)
$50K VDE (energy)
Top heavy in VOO and VGT with exposure in different sectors for market downturns. Can play with KO/MO/SCHD if you want to use DRIP or cash for dividend payout. ASTS and NBIS are your speculative/lotto plays.
As far as the $1M, this would be my scenario and how I'm kind of setup to an extent.
$300K VOO
$200K VGT
$100K SCHD with dividends reinvesting
$100K ASTS
$50K KO
$50K MO
$50K NBIS or AMD or NVDA
$50K VDC (consumer staples)
$50K VHT (healthcare)
$50K VDE (energy)
Top heavy in VOO and VGT with exposure in different sectors for market downturns. Can play with KO/MO/SCHD if you want to use DRIP or cash for dividend payout. ASTS and NBIS are your speculative/lotto plays.
Posted on 12/2/25 at 9:00 pm to Saint5446
Take any personal information out of the details of this and throw it at any AI model. Tell it give you some scenarios.
Posted on 12/2/25 at 9:09 pm to Saint5446
quote:if that’s something you want to do I can help you with this
I have considered the idea of maybe trying to find a contractor and building a commercial building
Posted on 12/2/25 at 9:36 pm to Saint5446
Just a small piece of advice. Open a Roth IRA for both you and your wife, and put in the max contribution in both each year. If you are able to open an Health Savings Account (HSA) do that and contribute the max to it every year going forward. Invest within these accounts however you want (like in your #1 paraagraph).
These accounts will be very valuable to you when you retire and will give you flexibility in pulling money out during retirement and stay within certain tax brackets after age 59-1/2 or as early as the year you turn 55 if you meet the rule of 55. You may even decide to not pull from these accounts until later in your 60s, but having them gives you flexibility.
When you do eventually retire if you achieve as close as you can to 50% in taxable IRAs/401Ks vs. 50% in Roth IRAs, you will have the most flexibility while achieving the lowest risk of guessing wrong if taxes will be more or will be less during your retirement years.
If you are able to open an HSA account, it can even be used to pay Medicare premiums tax free in addition to all medical expenses tax free.
These accounts will be very valuable to you when you retire and will give you flexibility in pulling money out during retirement and stay within certain tax brackets after age 59-1/2 or as early as the year you turn 55 if you meet the rule of 55. You may even decide to not pull from these accounts until later in your 60s, but having them gives you flexibility.
When you do eventually retire if you achieve as close as you can to 50% in taxable IRAs/401Ks vs. 50% in Roth IRAs, you will have the most flexibility while achieving the lowest risk of guessing wrong if taxes will be more or will be less during your retirement years.
If you are able to open an HSA account, it can even be used to pay Medicare premiums tax free in addition to all medical expenses tax free.
This post was edited on 12/2/25 at 9:43 pm
Posted on 12/3/25 at 4:08 am to Saint5446
Congrats on the sale. Max out all tax Vehicles for the year. HSA, IRA, 529 for kids. Take one year living expenses and put into high yield savings account. Take the rest and put into an index fund VTSAX vanguard or the fidelity equivalent. STAY AWAY from financial advisors. Visit bogleheads.org. The forum has invaluable info for people trying build and preserve wealth. Good luck
Posted on 12/3/25 at 5:52 am to Saint5446
quote:
Lump sum (market seems expensive), or DCA?
Long term studies show lump sum does better.
Human nature, most of us are more comfortable with DCA.
Btw, I should be seeking your advice. You’ve done great!!
Posted on 12/3/25 at 5:59 am to Hangit
quote:
For an acct. with over $1 million, they charge 1%
That's expensive, btw.
OP, you don't need a financial advisor. Pick a fund like VTSAX and chill.
Posted on 12/3/25 at 6:20 am to 98eagle
Roth is a great idea but OP may make too much in this year. Future years, he and his wife can only contribute if they each have earned income.
If OP is considering having someone else manage the money, consider Facet. Flat fee of 6k a year, not 1%. Also includes trust and wills services if you don’t have that set up.
By all means, look at managing this yourself if you can but if you don’t want to, you’ll want an advisor.
If OP is considering having someone else manage the money, consider Facet. Flat fee of 6k a year, not 1%. Also includes trust and wills services if you don’t have that set up.
By all means, look at managing this yourself if you can but if you don’t want to, you’ll want an advisor.
Posted on 12/3/25 at 6:43 am to Saint5446
Dividend stocks and Dividend ETF's
Posted on 12/3/25 at 7:26 am to TheOcean
quote:YOLO’ing the entirety of your investable assets into the S&P is reckless. The S&P has gradually become an index that is more like the Nasdaq than the traditional, more diversified version of the S&P most of us used to know.
OP, you don't need a financial advisor. Pick a fund like VTSAX and chill.
The Nasdaq was down 50% in the 2000s.
Posted on 12/3/25 at 8:23 am to Fred439
quote:
You have this much money and you are taking advice from a sports talk site???? Find a good financial advisor and let him/her put together a financial plan for you.
The guy calling you a moron says give your money away so someone using ChatGPT
Posted on 12/3/25 at 8:45 am to Saint5446
Lump sum right back into the market. Dont fool yourself, converting to cash and sitting on sideline is market timing not true DCA.
I would stick to index funds for vast majority of portfolio and if taking any higher risk/reward do it in tax advantaged where you dont worry about tax consequences of trades.
I dont like dividend plays but if you must, avoid holding in taxable where they will suffer tax drag. No need to generate extra taxable dividend income you dont need.
If you are already competent self managing, 1% for an advisor is more than I'd want to spend. I'd try to find a fee only advisor to QC your plan occasionally and perhaps focus on tax optimized allocation, conversion and withdrawal strategies. You probably get more benefit from good tax professional in short term.
Diversification into other asset classes is probably good idea.
As for building out commercial real estate and active trading, be sure to weigh the value of your time. Even if you enjoy it now, it might be an unnecessary mental burden in a market downturn. Your time is likely better spent in your field of expertise.
I would stick to index funds for vast majority of portfolio and if taking any higher risk/reward do it in tax advantaged where you dont worry about tax consequences of trades.
I dont like dividend plays but if you must, avoid holding in taxable where they will suffer tax drag. No need to generate extra taxable dividend income you dont need.
If you are already competent self managing, 1% for an advisor is more than I'd want to spend. I'd try to find a fee only advisor to QC your plan occasionally and perhaps focus on tax optimized allocation, conversion and withdrawal strategies. You probably get more benefit from good tax professional in short term.
Diversification into other asset classes is probably good idea.
As for building out commercial real estate and active trading, be sure to weigh the value of your time. Even if you enjoy it now, it might be an unnecessary mental burden in a market downturn. Your time is likely better spent in your field of expertise.
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