Ten lost tax and estate planning opportunities for entrepreneurs – Part TWO

Entrepreneurs are often so focused on their expertise and wares that they fail to adequately plan how to structure the business itself.  In particular, a failure to make use of a corporation and to careful monitor its operation can lead to significant forgone benefits and potential liabilities.

This is the continuation of the list of the most important tax and estate issues most entrepreneurs may face.  Here are the first five items addressed in the prior column, and the list continues below:

  1. Failure to incorporate – Slowing business growth
  2. Failure to incorporate – Losing tax-free capital gains value
  3. Failure to incorporate – Exposure to creditors
  4. Holding investment money in a small business corporation
  5. Paying personal expenses out of a corporation

Continuing on …

6. Not protecting wealth using one’s spouse

While a couple may consider themselves as one family unit, every person is a separate legal entity.  This is particularly important when one considers exposure to creditors

Entrepreneurs can take the simple step of transferring assets into the name of a spouse in order to distance those assets from creditors.  As long as this is not done in an attempt to defraud creditors or as they are otherwise standing at the door, the exercise will have its intended effect.

Should there be a later marriage breakdown, the fact of the assets being in one or the other spouse’s name does not affect one’s entitlement to the value of those assets, at least in principle.  Not surprisingly those going through such a breakdown are not always so co-operative, meaning that these steps should only be taken with the benefit of informed professional guidance.

7. Failure to protect against the loss of a business to taxes at an owner’s death

The shares of a corporation are capital property to a shareholder, and at that shareholder’s death those shares will be deemed disposed for tax purposes.  If the shareholder’s children are the beneficiaries of the shares, the tax liability may be sufficiently onerous that the business itself will have to be sold or mortgaged to pay the taxes.

Where there is a spouse, those shares can be rolled over to defer taxation.  As a practical matter however, the spouse is often unable to continue the business, and therefore it may have to be sold anyway, then giving rise to the taxation.  The problem is exacerbated where the spouse may need to sell quickly and therefore may not get the best price for the business.

The simplest strategy to assure that the tax liability does not either force sale or impose a heavy debt burden is for insurance to be carried on the life of the shareholder.

8. Having no exit strategy from a business

Few people build a business for the sake of the business itself – generally it is a means for building and holding wealth to benefit oneself and one’s family.

Where there are multiple owners of a corporation, the usual expectation is that when an owner departs or dies, one or more of the others will buyout that interest.  To be assured that this will be carried out, the owners would be well advised to execute a buy-sell agreement detailing what is to occur

Beyond the execution of the agreement, it is critical that there be sufficient funding to carry out the commitments at the appropriate time, especially for the sake of the spouse & family of a deceased shareholder.  In that respect, life insurance is the simplest and generally the most cost-effective means to put the funding in place in the exact amount and at the exact time when it is needed.  

9. Paying for business needs insurance personally rather than corporately

Where insurance is needed to pay for taxes at a shareholder’s death and/or to fund the transfer of the shares of that deceased shareholder, such insurance may be held personally or corporately.

While there may be factors encouraging one to own insurance personally, for premium cost reasons the insurance is often held corporately.

A corporation cannot deduct the cost of insurance premiums so it is using its own after-tax dollars to pay premiums.  Alternatively, shareholders could receive taxable dividends out of the corporation in order to pay the premiums personally.  Thus no matter how small the dividend tax (which can be over 30%), less insurance would be able to purchased personally than corporately.

Of course the difference in cost would be for naught if the eventual insurance proceeds were worth different value.  In fact there is a corporation mechanism called the capital dividend account which can be used to preserve the tax-free status of insurance proceeds to flow out to a spouse and other estate beneficiaries.  

10. Double taxation of capital assets

The shares of a corporation are capital property to a shareholder.  In turn, the corporation may itself own capital property, and the value of the shares held by the shareholder will in part relate to the value of those underlying assets.  Tax will be payable on the capital gain on share value when the shareholder disposes of the shares or when there is a deemed disposition such as at death.

At death then, the shares will flow to the deceased shareholder’s estate.  When the estate later causes the corporation to sell the underlying capital assets (to wind up the business and distribute the estate), the corporation will pay tax on those same capital gains that the deceased paid indirectly on the share value increase.

All is not lost here – Steps can be taken in advance to plan against this result, and estate elections may also be possible post-mortem to minimize the damage.  

Ten lost tax and estate planning opportunities for entrepreneurs – Part ONE

Entrepreneurs are often so focused on their expertise and wares that they fail to adequately plan how to structure the business itself.  In particular, a failure to make use of a corporation and to careful monitor its operation can lead to significant forgone benefits and potential liabilities.

Though not exhaustive, this list covers the bulk of the most important tax and estate issues most entrepreneurs may face.  Five items are presented below, with a further five in next month’s column.

1. Failure to incorporate – Slowing business growth

If a business is run as a sole proprietorship, the owner of the business will be personally taxed on the income, ranging from 39% to over 50% at top bracket depending on province.  After-tax, this means that the amount available for reinvestment in the business annually is almost half or less than what was originally earned. 

By comparison, a small business corporation is entitled to a flat rate of tax below 20% on its first $500,000 of active business income. (The provincial tax threshold is only $400,000 in Manitoba and Nova Scotia.)  When the accumulated income (the retained earnings) is reinvested in the business, each dollar the business earns will generate in excess of 80 cents in useable capital.

2. Failure to incorporate – Losing tax-free capital gains value

A business earns income from year to year, and it also grows in value itself to the extent that earnings are retained within it.  If the business is run as a sole proprietorship, upon sale the owner will have to pay tax on the growth in the business’s value, which is the capital gain.

By comparison, every person is entitled to a $750,000 exemption from tax on the capital gains associated with small business corporation shares. (Heading up to $800,000 in 2014, and indexed annually thereafter.)  Accordingly, if the same business is run as a qualifying small business corporation, the owner can save in the area of $150,000 or more in tax on the disposition/sale, including a deemed disposition on death.

3. Failure to incorporate – Exposure to creditors

Launching a business is often a risky endeavour in at least two respects: 

  • Exposure to banking and trade creditors who have provided financial backing to the enterprise
  • Exposure to liability claims under contract and tort (eg., negligence) in the normal course of business operations

If a person runs a business as a sole proprietor, both of these liabilities will be imposed directly upon that person, and his/her assets will be subject to claim by such creditors. 

A corporation is a separate legal entity from the shareholders who own it, and therefore liabilities that arise within the corporation do not flow up to the owners of the corporation, with some fairly rare exceptions.  Unless the shareholder has executed personal guarantees on behalf of the corporation or has otherwise personally acted in a way to attract liability, the only personal asset at risk for the shareholder will be the investment in the corporation itself. 

4. Holding investment money in a small business corporation

The small business tax rate is only available on a corporation’s active business income, being earnings generated from its actual commercial activities.  By contrast, passive income arises out of excess corporate cash being placed in portfolio investments, including bank interest, GICs or marketable securities.  

Passive income is taxed at the regular corporate rate, and it is also charged an additional refundable tax that results in a total immediate tax payment close to 50%.  Rather than face these complications, a shareholder may be content to dividend that excess cash, pay the tax on the dividend, and invest the net funds personally.  

Alternatively if the owner would prefer to defer making those dividends, careful attention should be paid to the type of returns generated on those continuing corporate-held investments.  Generally this means an inclination toward tax-deferred returns such as unrealized capital gains, or making use of the sheltering capacity of exempt life insurance in qualified circumstances.

5. Paying personal expenses out of a corporation

A corporation is a separate legal entity from the shareholders who own it.

A small business owner who ignores this fact and pays expenses with corporate money is in for a rude awakening.  Such payments will likely be deemed as shareholder benefits, and be taxed at the shareholder’s marginal tax rate.

The proper procedure would be to dividend the money from the corporation to the individual.  The net effect of the gross-up and tax credit procedure is an effective tax rate about a third less at top bracket, and significantly lower at more modest bracket levels.

Here is what is coming in Part TWO:

6. Not protecting wealth using one’s spouse

7. Failure to protect against the loss of a business to taxes at an owner’s death

8. Having no exit strategy from a business

9. Paying for business needs insurance personally rather than corporately

10. Double taxation of capital assets

EstateWISE – The estate freeze

Along the lines of “a penny saved is a penny earned”, a guiding principle in estate planning is that “tax delayed is money earned”.  A prime application of this principle is an estate freeze.

What exactly is being frozen in an estate freeze?

  • Taxes — If you could pay today’s taxes at your death, you and your family will presumably have more to work with while you are living
  • While these taxes may not be entirely avoidable, it may be possible to put a freeze on some of them
  • In a sense, an estate freeze allows an individual to tell the government how much tax that person will pay, and when the person intends to pay the tax

Who might be interested in an estate freeze?

  • Likely it is someone who has accumulated a fair amount of wealth, but not necessarily — it may simply be someone who is expecting growth 
  • Some examples may be a cottage, an investment portfolio, or a small business corporation
  • The focus is on isolating the capital gains tax liability that a person has presently, and shifting the future tax liability to others — ideally one or two generations out in time

What does an estate freeze look like?

  • There are innumerable variations on how an estate freeze might be carried out
  •  It may involve trusts, corporations, existing share re-structuring, sales or a combination of these 
  • The common characteristic is that beneficial ownership is being rearranged so that asset growth is being shifted to be taxed in later generations
  • As well, usually life insurance is put in place to pay the frozen tax at the benefactor’s death

Are there any drawbacks to an estate freeze?

  • If the values do not increase, or in fact go down, the exercise will have been a waste of time or may even cause more cost than if it had all been left alone
  • As well, the transactions in the strategy have to be bona fides, which means that the property owner has to give up a degree of control — sometimes complete ownership transfer

What if a person changes his/her mind in future?

  • A well-structured freeze will have exit strategies which also have cutesy names like “thaw”, “gel”, “unfreeze”, “re-freeze” — but nothing is foolproof
  • Obviously, professional advice is a must before undertaking any estate freeze steps