Is it worth it to buy TurboTax Premier over Deluxe if I sold investments in a taxable account?
For tax year 2014, TurboTax Deluxe no longer supports Schedule D.*  TurboTax Premier is required if you need to use Schedule D. Alternatively, H&R Block Tax Software Deluxe will handle Schedule D at a fraction of the cost of TurboTax Premier. Update: Beginning with tax year 2015, TurboTax has reversed their disastrous decision and put the functionality back into Deluxe, making it once again an acceptable choice for the OP's situation. See this answer for more details. H&R Block Deluxe still handles this at less cost.   * Technically**, TurboTax Deluxe does include Schedule D and other schedules in what they call form mode; however, if you decide to use them, TurboTax Deluxe cripples itself, eliminating many of the features on this chart that you may have gotten used to, such as interview guidance and e-file.   ** See https://xkcd.com/1475/ Here are the lists for the tax forms that Deluxe and Premier include. I think you'll be fine with Deluxe because it sounds like all you need is the Schedule D/8949 forms. Deluxe actually includes most investment related forms. I have found that using the online version can help determine the correct product.  Try Deluxe online, you can upload the data from last year. When you get to the key forms see what happens if you don't switch.  Then switch to Premiere. Compare the results. I have used turbo tax for years.  Apart from the snafu in 2014, I have had no problem using deluxe, and I have lots of asset sales to report.  I prefer form mode anyway.  I can import the data from my broker, and I can e-file with no problem.  So the only thing I'm missing is the support. I can usually find answers to questions on the web, anyway.
First, you need to understand the difference in discussing types of investments and types of accounts. Certificate of Deposits (CDs), money market accounts, mutual funds, and stocks are all examples of types of investments. 401(k), IRA, Roth IRA, and taxable accounts are all examples of types of accounts. In general, those are separate decisions to make.  You can invest in any type of investment inside any type of account.  So your question really has two different parts:   Tax-advantaged retirement accounts vs. Standard taxable accounts FDIC-insured CDs vs. at-risk investments (such as stock mutual funds) Retirement accounts are special accounts allowed by the federal government that allow you to delay (or, in some cases, completely avoid) paying taxes on your investment.  The trade-off for these accounts is that, in general, you cannot access any of the money that you put into these accounts until you get to retirement age without paying a steep penalty.  These accounts exist to encourage citizens to save for their own retirement.  Examples of retirement accounts include 401(k) and IRAs. Standard taxable accounts have no tax advantages, but no restrictions, either.  You can put money in and take money out whenever you like.  However, anything that your investment earns is taxable each year. Inside any of these accounts, you can invest in FDIC-insured bank accounts, such as savings accounts or CDs, or you can invest in any number of non-insured investments, including money market accounts, bonds, mutual funds, stocks, precious metals, etc. Something you need to understand about investing in general is that your potential returns are directly related to the amount of risk that you take on.  Investing in an insured investment, which is guaranteed by the government to never lose its value, will result in the lowest potential investment returns that you can get. Interest-bearing savings accounts are currently paying less than 1% interest.  A CD will get you a slightly higher interest rate in exchange for you agreeing not to withdraw your money for a period of time. However, it takes a long time for your investments to grow with these investments.  If you are earning 1%, it takes 72 years for your investment to double. If you are willing to take some risk, you can earn much more with your investments.  Bonds are often considered quite safe; with a bond, you loan money to a government or corporation, and they pay you back with interest.  The risk comes from the possibility that the government or corporation won't pay you back, so it is important to choose a bond from an entity that you trust. Stocks are shares in for-profit companies.  Your potential investment gain is unlimited, but it is risky, as stocks can go down in value, and companies can close.  However, it is important to note that if you take the largest 500 stocks together (S&P 500), the average value has consistently gone up over the long term.  In the last 35 years, this average value has gone up about 11%.  At this rate, your investment would double in less than 7 years. To avoid the risk of picking a losing stock, you can invest in a mutual fund, which is a collection of stocks, bonds, or other investments.  The idea is that you can, with one investment, invest in many stocks, essentially earning the average performance of all the stocks.  There is still risk, as the market can be down as a whole, but you are insulated from any one stock being bad because you are diversified. If you are investing for something in the long-term future, such as retirement, stock mutual funds provide a good rate of return at an acceptably-low level of risk, in my opinion. The 401(k) has the advantage that you don't pay any tax until you take it out. That lets the gains multiple. Two examples: If any of your stocks pay dividends, these are directly taxable if you don't have a 401(k). In the 401(k), the full dividends accumulate and are reinvested. If you sell any stocks and get capital gains, they are also directly taxable in a normal account. Having said that, if you don't get any match, I would consider doing a 50/50; put half of your money in the 401(k), in something simple like an index fund, and invest the rest. That's assuming you have an index fund available in your 401(k). Given you other question and your resulting marginal tax rate, you may want to optimize where you hold each type of security.  If you still plan to have a regular investment account, it's hard to beat the low tax rate of Canadian dividends. In a TFSA, you won't pay tax on the dividend income, and you won't get a dividend tax credit either.  For some people in BC this actually costs them money as they have negative marginal dividend tax rates.  For you it seems to be 6%. Contrast this with any other holding in your regular account, interest at full marginal rates, and cap gains at half that.  Dividends still win in a regular account. The math works out so that the 401k is still a better deal in the long term over a taxable account because of the tax-deferred growth. Let's assume you invest in an S&P 500 index fund in either a taxable investment account or a 401k and the difference in fees is .5%. I used an online calculator and a hypothetical 1k/year investment over 30 years with 4.5% tax-deferred growth vs 5% taxable and a 25% tax bracket. After 30 years the tax-deferred 401k account will have $67k and the taxable account will have $58k. The math isn't perfect -- I'm sure I'm missing some intricacies with dividends/capital gains distributions and that you'll then pay income tax on the 401k upon retirement as you drawn down, but it still seems pretty clear that the 401k will win in the long run, especially if you invest more than the 1k/year used in my example. But yeah, .84% expenses on an index fund is robbery. Can you bring that to the attention of the HR department? Maybe they'll want to look for a lower-fee provider and it's in their best interest too, if they also participate. Lots of good answers.  I'll try and improve by being more brief.  For each option you will pay different taxes: Index Fund:   Traditional IRA Roth IRA You can see that the Roth IRA is obviously better than investing in a taxable account.  It may not be as obvious that the traditional IRA is better as well.  The reason is that in the traditional account you can earn returns on the money that otherwise would have gone to the government today.  The government taxes that money at the end, but they don't take all of it. In fact, for a given investment amount X and returns R, the decision of Roth vs Traditional depends only on your tax rate now vs at retirement because X(1-tax)(1+R_1)(1+R_2)...(1+R_n) = X(1+R_1)(1+R_2)...(1+R_n)(1-tax) The left hand side is what you will have at retirement if you do a Roth and the right hand side is what you will have at retirement if you do traditional.  Only the tax rate differences between now and retirment matter here.  An index fund investment is like the left hand side but has some additional tax terms on your capital gains.  It's clearly worse than either. It is not a dump question because it concerns your most important invisible financial partner:the taxman. The answer depends of the legal status of this account. If your account is 401(k) in USA or RRSP in Canada, the answer is no. No capital gain taxes if your money is registered for retirement. You'll pay later on, as taxes are like death, unavoidable. Yes capital gain if your money is not in an retirement account. As soon as you realize a capital gain, it becomes taxable in that fiscal year. You don't seem to have any particular question to be answered. Your understanding of RRSPs seems to be very good.  Have you considered whether you might be better off putting your retirement savings into a TFSA instead? Both types can protect your growth from taxation (provided you reinvest the refund from the RRSP). The main way in which the RRSP is better than TFSA is that you can pay the tax on the contribution at a time when your income is lower, and thus have a lower marginal tax rate. Most people retire with a lower income than during their earning years, but it's a matter of tax brackets. If you think you'll be in the same bracket (same marginal tax rate) when you retire, then the TFSA and RRSP work out even in that regard. So in your case, the question you want to ask yourself is: when I retire, will I have an income (including CPP, OAS, pension payments, etc) that exceeds $45,282 worth of today's dollars? If so, your RRSP holds no advantage over the TFSA. In fact, the RRSP may even be worse, since the withdrawals count as income and reduce the amount of OAS and perhaps GIS payments that the government gives you - at least under current regulations. If you're unsure, I suggest you try this calculator from taxtips.ca that runs both scenarios and helps you see which one is more beneficial. It even factors in the OAS/GIS clawbacks. I'm not sure where people keep getting this idea, but I see it come up a lot. Anyway, you pay capital gains taxes when you sell an investment that has appreciated. It makes no difference when/if you reinvest the money or what you invest it in. If you are afraid of the tax burden you can minimize it by: 1) Selling a stock that you have held longer than a year to get the lower long-term rate. 2) Sell a stock that hasn't appreciated that much and therefore doesn't have a lot of gains to tax. 3) Sell a stock that's below purchase price (i.e. at a loss) to offset any short term gains. "Are you sure that TurboTax Deluxe won't be able to handle your capital gains? When TurboTax removed this functionality from their Deluxe product in 2015 (for tax year 2014), sales plummeted, and they realized that the enormous effective price increase was a colossal mistake.  The following year, I understand that they put back all the functionality back into Deluxe, and as far as I know it is still there today. Deluxe should be able to handle capital gains and Schedule D.  Premier offers additional guidance, but if you already know what you want to do, Deluxe should be able to handle everything. Full disclosure: I was one of the people angered by the TurboTax money grab.  I returned my copy of TurboTax that year and purchased H&R Block software instead, which did everything that TurboTax used to do at a lower cost.  I still use H&R Block software, and have no desire to go back to TurboTax.  It wasn't simply ""marketing folk trying to differentiate the 3 (main) levels of product"" as @JoeTaxpayer said in a comment, it was the management trying to take advantage of their high market share by steeply raising the prices.  They underestimated their customers. You mention not wanting to lose the value of the $30 you spent on a feature with TurboTax.  I'm not sure which feature/add-on you are talking about, but does it make sense to overpay for something annually just to avoid losing $30 in the past?" With a tax-sheltered account like an IRA, timing is irrelevant with respect to taxes. So enjoy your vacation. When you get back, don't invest in one lump sum -- break up your purchases over a period of weeks if possible. If you are investing in ETFs for your index funds, many brokers have no transaction fee ETF options now. Taxes  Based on the numbers you quoted (-$360) it doesn't appear that you would have a taxable event if you sell all the shares in the account.  If you only sell some of the shares, to fund the new account, you should specify which shares you want to sell. If you sell only the shares that you bought when share prices were high, then every share you sell could be considered a loss. This will increase your losses. These losses can be deducted from your taxes, though there are limits. Fees Make sure that you understand the fee structure. Some fund families look at the balance of all your accounts to determine your fee level, others treat each fund separately.  Procedure If you were able to get the 10K into the new account in the next few months I would advise not selling the shares. Because it will be 6 to 18 months before you are able to contribute the new funds then rebalancing by selling shares makes more sense. It gets you to your goal quicker.  All the funds you mentioned have low expense ratios, I wouldn't move funds just to chase a the lowest expense ratio. I would look at the steps necessary to get the mix you want in the next few weeks, and then what will be needed moving forward. If the 60/40 or 40/60 split makes you comfortable pick one of them. If you want to be able to control the balance via rebalancing or changing your contribution percentage, then go with two funds. "As other people have indicated, traditional IRAs are tax deductable for a particular year. Please note, though, that traditional IRAs are tax deferred (not tax-free) accounts, meaning that you'll have to pay taxes on any money you take out later regardless of why you're making the withdrawal. (A lot of people mistakenly call them tax free, which they're not). There is no such thing as a ""tax-free"" retirement account. Really, in terms of Roth vs. Traditional IRAs, it's ""pay now or pay later."" With the exception of special circumstances like this, I recommend investing exclusively in Roth IRAs for money that you expect to grow much (or that you expect to produce substantial income over time). Just to add a few thoughts on what to actually invest in once you open your IRA, I strongly agree with the advice that you invest mostly in low-cost mutual funds or index funds. The advantage of an open-ended mutual fund is that it's easier to purchase them in odd increments and you may be able to avoid at least some purchase fees, whereas with an ETF you have to buy in multiples of that day's asking price. For example, if you were investing $500 and the ETF costs $200 per share, you could only purchase 2 shares, leaving $100 uninvested (minus whatever fee your broker charged for the purchase). The advantage of an ETF is that it's easy to buy or sell quickly. Usually, when you add money to a mutual fund, it'll take a few days for it to hit your account, and when you want to sell it'll similarly take a few days for you to get your money; when I buy an ETF the transaction can occur almost instantly. The fees can also be lower (if the ETF is just a passive index fund). Also, there's a risk with open-ended mutual funds that if too many people pull money out at once the managers could be forced to sell stocks at an unfavorable price." "Your premise is false.  When you withdraw money from a Tax Free Savings Account (TFSA), there is no tax due.  Yes, you can read that again:  withdrawals from a TFSA are tax free.  They are labeled ""tax free"" for a good reason!  After-tax money is deposited, and then from that point forward, no tax, no tax, no tax.  :-) On a ""normal"", non-registered investment or savings account with no special treatment, your investment earnings will be taxed whenever gains are realized or income received (e.g. dividends or interest).  You will necessarily have less in a normal non-registered investment or savings account compared to a TFSA, as long as the rate of return was positive, i.e. growing. Perhaps you were thinking not of comparing a regular investment account to a TFSA, but rather to a Registered Retirement Savings Plan (RRSP)? In the case of an RRSP, there is an up-front tax deduction, then earnings grow tax-deferred, and then on withdrawal, income tax is paid at regular rates.  Even then, with RRSPs, if your marginal tax rate remains the same over time (not necessarily a reasonable assumption, but let's go with it) then you should still realize more after-tax income from your RRSP than from a normal non-registered investment or savings account.  (Though, there's likely an exception case when most income came as qualified dividends and the capital itself hasn't appreciated.)" I agree that best is subjective and will not give investment advice. However, the tax deductible part can be dealt with quite swiftly. If you need tax deductibility right now, at the expense of later, put it into an RSP account. If you don't need tax deductibility right now, put it into a TFSA. Assuming you have room in either of these vehicles, I would suggest using just an RSP or TFSA cash savings account for now at ING Direct. Three reasons: You get the immediate benefit of having put it somewhere, and in the case of the RSP, an immediate tax deductibility. You don't have to worry about rushing into a specific investment and can give yourself time to figure out your goals and portfolio composition. (Read about the Couch Potato portfolio for a starting point.) You can transfer your money from them for free and still keep it registered in whichever plan it is in. The last point is the most important for my suggestion. The ability to quickly park the cash in a registered account and to move it for free using the appropriate form at a later date. Most places have a sneaky transfer-out fee. ING may not be the only place that doesn't, but I haven't looked into many other places about this. You might find something else that works the same way. And please, don't ever use GIC and high return in the same sentence. I agree with mhoran_psprep's answer, but would like to add a few additional points to consider.   TurboTax and the professional it will send to represent you in case of a tax audit  have no more information about your tax return than what you entered into the program.  Now, there are three (or four) different kinds of audits.   The correspondence audit is the most common kind where IRS sends a letter requesting copies of documents supporting a deduction or tax credit that you have claimed. Representation is hardly necessary in this case.   The office audit is more serious where you have to make an appointment and go to the local IRS office with paperwork that the examining agent needs to see physically, and to answer questions, etc.  It would be better to be accompanied by a representative at these meetings. But, office audits are not as common as correspondence audits, and, because they are expensive for the IRS, usually occur when the IRS is fairly sure of recovering a substantial sum of money.  If you have been cutting corners and pushing the envelope in taking large enough deductions to make it worthwhile for the IRS to go after you, you probably should not have been using TurboTax to file your income tax return  but should have been using an accountant or tax preparer, who would be  representing you in case of an audit. If the reason that you used TurboTax  is that no accountant was willing to prepare a tax return with the deductions  that you wished to claim, I doubt that having TurboTax's representative with you when you go to the IRS office will help you all that much. An example of a field audit is when the IRS agent comes to your home to see if you actually have a space set aside to use exclusively as your home office as you claimed you did etc. A Taxpayer Compliance Measurement Program (TCMP) audit is where the  IRS randomly chooses returns for statistical checks that taxpayers are complying with the regulations. The taxpayer has to prove every line of the return. You claim to be filing as Married Filing Jointly? Bring in your marriage certificate.  Submit birth certificates and Social Security cards of your dependent children. And so on.  Yes, having TurboTax represent you for only $49.95 will help, but not if you are not married and cannot provide the IRS with a marriage certificate etc. So, pay the fee for peace of mind if you like, and as insurance as littleadv suggests.  But be sure you understand what you might be getting for the  money.  Most tax returns selected for audit are selected for what the IRS believes are good reasons, not at random.  If what you said If my tax return is randomly selected for audit they will represent me.  is interpreted literally, TurboTax will represent you only if your return is selected for examination under the TCMP program, not if it is selected for audit because the IRS believes that something is fishy about your return.  And as always, you get what you pay for.