Aside from being a college senior not yet making a salaried income (hoping to get into market consultancy with my BS Psych), the major financial problem that myself and my family face is that we are well invested, but with old money, tied into assets that are difficult to mobilize without reaping horrible capital gains taxes. The company I was mainly invested in was a dog which I inherited after it grew to modern prices from a very low price - as such, capital gains taxes take a huge chunk of the money selling it. I’ve recently reshuffled quite a bit of it into other stocks that have much better growth numbers (General Electric, Emerson Electric, Procter & Gamble, and so further) that are firm growth but still yield dividends. I also did very well recently on Nintendo.
The problem I face, however, is that while I have a lot of money invested, I don’t have any cash on hand, really. I receive dividends but those don’t make for much and won’t pay off any investment into the stock in the timeframe I’m looking at holding investments. The Nintendo is unfortunately tied up in an irrevocable trust, or I’d have sold the investment and let the profit ride.
My parents are in a slump where the business isn’t pulling enough money and they’ve been liquidating for years, which is something I am not planning to get into. What I’m looking for and what I haven’t yet found is a way to work cash profit out of invested stock without liquidation - I somehow doubt there is a way to do this but it’s always worth asking.
Beyond investing in companies with high dividend yields, (the company the family owns is already very good for this), is there a way to make short-term profit from investments without attempting to day-trade or trade short-term? I have not discussed short-term trading options with my broker, but I don’t have the cash capital to work with that anyways at the moment nor do I really have the time to do my research. I’m really just looking to float the next year of school before I get a salaried position and can leave the invested wealth aside to play on its own, so to speak. Anyone else in similar situations? If so, how did you/are you dealing with it?
Let me see if I got this straight.
You have stocks that have been held for years. You think that you cannot sell them without large capital gains taxes. But you don’t say how long you’ve held them. IIRC, capital gains tax decreases the longer you hold a stock.
But then you say that you’ve “reshuffled” your inheritance into other stocks. Doesn’t that trigger a taxable gain?
Next, you’d like to know if there’s a way to make passive income from a stock without selling it. Other than dividends or some crazy investment scheme, I believe the answer to be no.
Then you reveal your investment timeline to be one year. That’s a bit risky to bet your income on the dividend yield of the stocks you own.
Here’s a thought: Why haven’t you moved your stocks into DRIP accounts? It sounds like your not making a whole lot of money on the dividends, but a DRIP account would allow you to reinvest those dividends into additional shares. If you don’t really need that money and you’re planning on holding onto those shares, a DRIP account may be what you need to “let it ride”.
Selling “covered calls” would be an option for you. An investor pays you a premium for the ability to purchase your shares at a certain price for a period of time. If the stock goes up beyond the strike price, they will purchase them from you at that price [trigging long-term capital gains tax]. If the stock doesn’t go beyond the strike price, then you keep the stock and the premium [less your broker’s fee].
Another possibility is to borrow on margin with your equities as collateral. Your brokerage account gives you a loan at a certain number of basis points above the nominal lending rate. Some brokerage houses will only let you buy equities, whereas others will allow you to take that money out as cash [I believe charlesSchwab allows this]. The brokerage will use your stock as collateral, and if the price of the stock drops sufficiently, will force you to sell to cover your loan.
If you posses shares of a different company/mutual fund that have declined in value, you could sell those and harvest the tax loss against the gain. You could then re-buy those same shares after 31 days using the IRS’s “wash-sale-rule”. You come out ahead if the price of the devalued shares don’t increase greatly within the timeframe you didn’t own them.
Finally, if you do sell the appreciated shares, you may want to specify a tax “lot”. If you pick the shares with the highest cost basis, then you will owe the least amount of tax in the near-term.
All of these options are advanced techniques: covered calls are tricky, the wash-sale-rule must be obeyed explicitly and your broker will charge you for all of these transactions. There are also rules about the tax lots that I won’t go into here. You should do a lot of research before utilizing any of them.
I’m not making any recommendation on what you should do, just enumerating the possibilities. Other people can chime in with their preferences. Personally, I think it would be easier to get student loans and use your investments to cover those loans in the future. It won’t be fun worrying about your margin account or covered calls while studying for exams.