How to Amass the First $100,000 of Your Portfolio

How to Amass the First $100,000

Pile of Money
Pile of Money. Sharon Dominick Getty Images

No statement has better summed up the emotional and practical struggles confronting average people attempting to build a better life for themselves and their families than a saying that has been attributed to a very, very successful investor, now one of the wealthiest men in the world with a fortune estimated at more than $2 billion: “The first $100,000 is a bitch.” Pardon the language, but speaking from my own personal experience, I unequivocally agree and can attest to that fact. Part of this is the result of the tax code. Part of it is the very nature of compounding – simple math tells you that a 10% return on $1,000,000 is $100,000; with that kind of money, such a return is near effortless versus a teacher who would struggle to scrape together $10,000 or $20,000. The third part is experience. Imagine the time, effort, and heartache you could save yourself if you could go back and speak to yourself at fifteen or sixteen years old, passing on knowledge about not just money, but life in general.

In this step-by-step, part of The Complete Beginner's Guide to Saving Money, I’m going to give you some general outlines that will help you get started on the road to putting aside your first $100,000 in investment capital, free and clear. Of course, laws and customs vary by state, region, and country, so none of this constitutes investment, tax, or legal advice and you need to consult your appropriate professional to ensure that a particular strategy, structure or course of action is right for you. In the end, my hope is that it will make saving and investing just a little bit easier.

Know the Tax Code

Income of less than approximately $100,000 per annum is subject to payroll taxes, consisting of government programs such as social security and medicaid. This payroll tax of 15.3% is paid half by the employee and half by the employer (if you are self-employed, you are on the line for the full 15.3% on your own – that is, in addition to your regular income taxes, you are going to owe the Federal government $15,300 on that first $100,000 of income). The good news is that half of your payroll taxes are deductible from your income taxes, but the net effect is still that many American citizens pay far more than their stated income tax bracket would have them believe. As you get wealthier, the tax burden as a percentage of disposal income begins to decrease despite being higher in absolute dollars. In other words, if you make $800,000 and pay $300,000 in taxes, it’s not likely to hurt your standard of living but if you make $20,000 and pay $3,500 in taxes, it might mean you can’t keep the heat on during winter.

It is during this time in one's life – when they are struggling to pay bills and still subject to payroll taxes – that it is most difficult to build wealth. Congress has provided several ways to get ahead in the tax code, notably through Roth IRA, Traditional IRA, and 401k plans. In the case of the latter two, money paid in for investments is tax-deductible at the time it is invested. For example, if you contribute $5,000 to a 401k and you’re in the 25% bracket, you won’t have to pay $1,250 in Federal income taxes on that money because, for the time being, as far as the government is concerned, it never existed. That means that right out of the gate, you have $1,250 working for you. If you were to take that money in your paycheck to attempt to pay your bills, you would only end up with $0.75 on the $1 due to the income tax bite.

Go After Free Money

Likewise, if you are going to be in debt (which is not exactly ideal), make sure you go for the low-cost, tax-deductible, long-term, fixed-rate kind. Personal credit card interest isn’t tax deductible. Let’s say you have a $15,000 balance and your cards are charging you 23% interest per annum. You are going to have to come up with nearly $3,500 per year just to cover the interest payments – that’s not even paying down the principal! That money is not deductible on your income taxes or for your payroll taxes, meaning that for most Americans earning less than $100,000 per year, you are going to have to make $5,200 pre-tax to cover your interest costs! That’s $200 per pay period if you are paid bi-weekly (26 times per year), or $433 if you are paid monthly. Think about that - $433 per month of your income just to service interest costs, without reducing the principal balance. For someone working 40 hours per week, 52 weeks per year, that’s $2.50 per hour just to maintain their debt load. That’s devastating to someone making $8 or $10 per hour. Now, talk about trying to not only pay down the debt, but put money aside for a better life and it gets to be daunting.

If your employer offers 401k matching, take advantage of it. In the above example, if you were to get dollar-for-dollar matching on the first, say, 5% of your contributions and you made $30,000 per year, you would get $1,500 in a bonus match deposited into your account. You already know that you saved $1,250 in taxes, so now, by simply putting $5,000 in your 401k, you have a total of $6,250 capital working for you – or $2,750 more than you would have had if you just took your regular paycheck, paid the taxes, and tried to money into a brokerage account! That’s nearly 79% more money at work for you!

Create Cash Generators Just For Investments

One way to add more money is grow your income pie, not just try to cut more expenses from your existing lifestyle. If you have a talent or skill, maybe you could freelance on the side to pick up a couple hundred dollars per month, all of which can get dollar cost averaged into blue chip stocks. Perhaps you work in a factory; can you pick up extra hours? By bringing in more money, you’re funding your investments without touching your ordinary life. That’s very important because it’s more likely you’ll be willing to stay the course as you won’t feel deprived.

This may not seem like much, but if you can manage to put away an extra $10 per day from new business activities or projects, at 10% over 40 years, you’re talking about having $1.6+ million! People aren’t trained to think like that, and our education system certainly doesn’t seem to be giving them these tools. You cannot attempt to put aside huge sums – fortunes are built $1 or $3 at a time. That money compounds, grows, and builds. It’s just the nature of things. An acorn doesn’t become a mighty oak overnight, or even in a few years. It takes time.

Simplify Your Life

This may not seem intuitive, but trust me on this one. For most people, clutter is not only messy, but it has a financial cost. You spend time looking for things, space storing it, lose tax deductions because you don’t have your receipts cataloged or you can’t find the paperwork to mail-in a rebate, require more time for accountants and lawyers to sort out your affairs when something goes wrong, or miss your car warranty, making you pay for repairs costs out of pocket. There is an enormous financial cost to being disorganized.


  • Open a set of 26 hanging files, with a tab on each marked for each letter of the alphabet, A-Z.


  • Every time you spend money, fill out a cover sheet, staple it to a copy of the receipt along with the original, and file it by the vendor name in the appropriate file. If you spent $97.52 at Wal-Mart, you would highlight the tax deductible items on the copy (some thermal receipts will cause the lettering to disappear if you mark the document), and file it under “W”. At the end of the year, it becomes effortless to track your expenses and turn your files over for tax preparation.


  • Throw out the stuff you don’t use. Seriously. Your life will feel cleaner once it’s gone.


  • If you have sufficient assets for it to make financial sense, consider consolidating your entire financial life with a single firm. Many banks now have total-wealth services that include checking, saving, money market, brokerage, insurance, home mortgages and equity lines of credit, college funding, credit card, estate planning, and retirement services. At Wachovia, these are under the Command Asset program, at UBS (the United Bank of Switzerland), they are the Resource Management Account, at Wells Fargo they marketed as the Portfolio Management Account, just to name a few.


Learn to Manage the Liability Side of Your Balance Sheet

A common mistake investors often commit is to focus only on the asset side of their balance sheet. The liability side, where the debts are kept, is just as important. A question that we often get is, “Should I pay off my debt or invest?” and the answer is simple: It depends. Even if you have millions of dollars in wealth, if you are fortune enough to have core consolidated tax-deductible Federal Student loans locked in at 5% for the next twenty years, it would probably be a mistake to focus on paying those off due to the cost of capital. After factoring in inflation, the tax savings, and the opportunity cost of investing in attractive assets such as a collection of blue chip stocks, paying this debt off at the expense of investing could result in millions of dollars less wealth over long periods of time.

On the flip side of the Janus coin, it makes absolutely no sense to invest in a regular brokerage account if you are paying 20% on a credit card due to debts you have accumulated in the past. It amazes me to hear people talking about taking vacations, buying Christmas gifts, picking up a new shirt, or going out to dinner when they are swimming in a sea of high-cost debt.

It's Important That You Reinvest All Dividends

For those of you in the investment-know, this has been repeated ad naseum. The single most important factor in reducing long-term risk when you own a collection of high-quality, blue chip stocks is to reinvest the dividends. Professor Jeremy Siegal has shown in his work and books that this not only reduces the time it takes to gain back losses in down markets, but due to the dollar cost averaging effect, many investors experience better results as they are not tempted to time the market. As he pointed out in his book:

Between 1950 and 2003, IBM grew revenue at 12.19% per share, dividends at 9.19% per share, earnings per share 10.94%, and sector growth of 14.65%. At the same time, Standard Oil of New Jersey (now part of Exxon Mobile) had revenue per share growth of only 8.04%, dividend per share growth of 7.11%, earnings per share growth of 7.47%, and sector growth of negative 14.22%.

Knowing these facts, which of these two firms would you have rather owned? The answer may surprise you. A mere $1,000 invested in IBM would have grown to $961,000 while the same amount invested in Standard Oil would have amounted to $1,260,000 – or nearly $300,000 more - even though the oil company’s stock only increased by 120-fold during this time period and IBM, in contrast, increased by 300-fold, or nearly triple the profit per share. The performance differences come from those seemingly paltry dividends: Despite the much better per share results of IBM, the shareholders who bought Standard Oil and reinvested their cash dividends would have over 15-times the number of shares they started with while IBM stockholders had only 3-times their original amount. This also goes to prove Benjamin Graham’s assertion that although the operating performance of a business is important, Price is Paramount.

Keep Costs Low- and Consider Indexing

When you are starting small, you have a major disadvantage in that your economies of scale just aren’t present. You can’t afford to pay a $12 or $25 commission every time you have $500 to invest; it will devastate your principal meaning there is less money at work for you. That’s one of the reasons that it often makes much more sense for an average, small investor to simply dollar cost average into a rock-bottom cost index fund offered by an industry giant such as Vanguard or Fidelity.

Signing up for these plans can be done on each company’s web site and all you have to do is pick the fund in which you are interested (most advisers prefer low-cost index funds that mimic the S&P 500), and then link it to a checking or savings account so that automatic, regular withdrawals are made at predetermined dates. This takes the guesswork out of managing your portfolio as you are essentially buying “America Inc.”

For more information, read:

If You Can't Beat 'Em, Join 'Em - A Beginner's Strategy to Investing in Low-Cost Index Funds

How to Select Winning Mutual Funds: A 10 Part Guide for New Investors