Planning for Closely Held Business Owners Flashcards

1
Q

Angel Investors

A
  • Angel investors typically form groups to provide equity financing to start-up companies. Angels should be considered if the new business owner(s) cannot qualify for adequate bank financing, but still require outside financing. Because angels can set their own terms, care should be taken when negotiating this financing.
  • Most angels will want to assist with advising the business; however, they do not seek control.
  • They may also set certain contingent guidelines and goals for the business.
  • Angel investors generally hope to achieve a return of three to five times their original investment.
  • Two types of financing may also seem similar. With debt, the corporation has a formal obligation to make regular interest payments. With equity, the corporation has an informal obligation to pay dividends to its shareholders
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2
Q

Venture Capital

A

VCs provide financing for high growth companies in exchange for significant equity. VCs are generally funded by risk-tolerant private investors who seek high returns within a short period of time. VCs typically strive for annual returns of at least 20 percent to 40 percent with investment periods ranging from three to seven years.

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3
Q

Mezzanine Financing

A
  • Mezzanine financing may be characterized by a hybrid types of security, junior to venture capital and senior debt, often requires little to no collateral, equity conversion feature in case of default.
  • Mezzanine capital. These are typically structured as either a subordinate debt or preferred stock investment with claims below that of the other debt issued by the entity but above that of the common stockholders. Entities that obtain financing in this manner must pay a higher cost due to the investor’s junior position.
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4
Q

Leveraged Buyouts

A

At its most basic level, an LBO is a method of acquiring a company with money that is nearly all borrowed. This allows investors to make a large acquisition without committing a lot of capital. The acquirers of the target company often attempt to sell or take the target company public after five or ten years in the hopes of making sizable profits. Doing an LBO can be expensive and complex, but if successful can provide considerable returns.

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5
Q

Distressed Debt

A

Since this area focuses on investing in entities that are in default, under bankruptcy protection, or headed in that direction, investors must evaluate not only the ability for the entity to make a comeback but also which class of securities might be more beneficial to hold during a restructuring process.

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6
Q

Restructuring

A

Restructuring includes mergers, acquisitions, divestitures, recapitalizations, leveraged buy-outs, reorganizations, downsizings, and other types of restructuring of a corporation.

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7
Q

C-Corporations

A
  • A corporation is a unique entity that is separate and distinct from its shareholders. A corporate shareholder is only liable for corporate debts and liabilities to the extent of his or her investment in the corporation.
  • The death, insolvency, or bankruptcy of a shareholder does not terminate the existence of a corporation. Unlike a partnership, LLC, or LLP, a corporation can have an unlimited life span.
  • The corporate structure, although initially cumbersome and complex, may be ideal for companies with expansive growth plans.
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8
Q

S-Corp

A
  • Generally not an income tax-paying entity. It is treated as a “flow-through” entity and its shareholders are currently taxed on corporate income in a manner similar to partnership taxation.
  • Items of income, loss, deduction, and credit will be passed through to shareholders and included on the shareholders’ returns, in the form received, paid, or incurred by the corporation.
  • This is often an ideal structure for the closely held business because it provides the legal protection of a corporation with a single-level tax structure similar to a partnership. The S corporation can actually be more advantageous than a partnership because dividend distributions are not subject to self-employment tax.
  • 100 or fewer shareholders and all shareholders must generally be either individuals who are U.S. citizens
  • The S corporation structure is the ideal structure for a business desiring liability protection, corporate format, and flow-through taxation.
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9
Q

S-Corp Considerations

A
  1. Shareholder-employees must be compensated with wages, subject to withholding.
  2. Distributions, or dividends, must always be proportional to stock ownership.
  3. Only one class of stock is allowed. Thus, the corporation cannot have preferred stock or any other class of stock that differs from another in any aspect other than voting rights.
  4. Non-U.S. persons cannot be added as shareholders nor can a current “community property” shareholder marry a non-U.S. person.
  5. Reasonable compensation must be paid to shareholder-employees.
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10
Q

Limited Liability Companies (LLC)

A
  • Generally has the flexibility of a partnership with the limited liability of a corporation. An LLC member’s personal liability is normally limited to the amount of his or her investment.
  • LLC income flows through to each member’s individual income tax return
  • Single-member LLC is treated as a disregarded entity and is taxed as a sole proprietorship. Legal liability protection is typically the motivation for a sole proprietorship to operate as an LLC.
  • Thus, the LLC structure would be appropriate for a sole proprietor seeking liability protection without the creation of a corporate tax entity. The LLC would also be appropriate for a partnership seeking liability protection without the constraints and paperwork requirements of the corporate structure. The LLC offers the advantageous combination of flexibility and liability protection.
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11
Q

Partnerships

A
  • Exists for tax purposes whenever a profit-motivated business is carried on by two or more people who share in income and expenses
  • Partners are “jointly and severally” liable for partnership debts
  • Assets and income stream of the partnership are jointly owned by the partners and are allocated according to agreement
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12
Q

Limited Partnership

A
  • Formed under state law and has two types of interests: general partnership interests whose partners assume personal liability for the partnership’s liabilities and limited partnership interests whose partners share in liability only to the extent of their capital contributions (thus, no personal liability)
  • To have a valid limited partnership, there must be at least one general partner and at least one limited partner.
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13
Q

Family Holding Companies

A
  • A family holding company (FHC) is also sometimes called an asset holding company and is a method of recapitalization.
  • Typically, the FHC is operated as an LLC or LP
  • Authorized to issue both voting preferred stock and non-voting common stock and is set up to manage the assets of another entity or entities
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14
Q

Section 1202 Stock

A
  • IRC 1202 allows individuals to exclude 50% to 100% of the gain realized from the sale of qualified small business stock held for more than 5 years
  • Exclusion is limited to the greater of $10 million or ten times basis. Taxable amount taxed at max 28% rate
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15
Q

Buy-Sell Agreement

A
  • A buy-sell agreement is an agreement between the owners of a business, or among the owners of the business and the entity, to purchase and sell interests of the business at a price set under the agreement upon the occurrence of certain future events
  • Control of ownership
  • Provide liquidity for ownership interests upon the occurrence of certain “triggering events”
  • Avoid “deadlock” among owners
  • Protect the business from competition from former owners
  • Establish value for estate tax purposes
  • Does not typically provide a mechanism for establishing or determining the best price
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16
Q

CHB Valuation & Tax from Sale of the Business Summary

A
  • The value of a business is equal to the present value of future cash flows to the owner.
17
Q

Terminal Value

A

Typically a significant component of a business’s value and is often estimated by capitalizing a future period’s expected cash flow, earnings or EBITDA (or some other similar financial metric)

18
Q

Capitalized Earnings

A

Valuation = earnings / (discount rate – growth rate)

19
Q

Discounts & Premiums

A
  • Control Premium
  • Minority Interest Discount
  • Lack of Marketability Discount
  • Application of these discounts require detailed analyses of the facts and circumstances of the situation
  • Ownership structure
  • Voting, ownership rights
  • Corporate Charter, Partnership Agreement
  • Key Individuals/Clients
  • State Laws
20
Q

Tools for Business Transfer: To Family

A
  • Installment Sales, Private Annuities and SCINs
  • Trusts
  • FLP/LLC
21
Q

Tools for Business Transfer: To Co-Owners

A
  • Buy-Sell Agreements
  • Right of First Refusal
  • Dutch Auction
22
Q

Tools for Business Transfer: To Employees

A
  • Employee Stock Option Plan (ESOP)
  • Management Buyouts
  • Stock Appreciation Rights
23
Q

Tools for Business Transfer: To Outsiders

A
  • Recapitalization
  • Private Auctions
  • Public Offerings
24
Q

Employee Stock Option Plans (ESOPs)

A

If an ESOP purchases stock from an owner, the following tax benefits may be available:
• The company can effectively deduct purchase payments;
• The owner(s) can defer tax on the sale.
ESOP may be an effective way to:
• Obtain tax benefits;
• Create a leveraging opportunity;
• Provide a tax-advantaged means of compensating employees;
• Motivate employees.

25
Q

Taxable gain will not be recognized by a shareholder’s sale of stock to an ESOP if:

A
  • The shares are “qualified securities”;
  • Immediately after the sale, the ESOP owns at least 30 percent of the total value of all outstanding stock (other than certain nonvoting, nonconvertible preferred stock) or each class of outstanding employer stock (other than certain nonvoting, nonconvertible preferred stock); and
  • Qualified replacement securities are purchased by the seller within a 15-month period beginning three months before the sale date.
26
Q

Tax laws prohibit the allocation of employer securities acquired by an ESOP in a deferral transaction to:

A
  1. A selling shareholder;
  2. Family members of a selling shareholder; or
  3. 25 percent shareholders of the employer company
27
Q

Self-Canceling Installment Notes

A

– The SCIN involves the sale of property in exchange for an installment note calling for a specified number of fixed payments at a specified interest rate over a set period of time, but also provides that the note payments terminate upon the death of the seller
– Since death terminates the seller’s right to receive payments, there is nothing of value to include in the seller-decedent’s estate
- The gift tax issue is avoided by reflecting the self-canceling feature as part of the bargained-for consideration for the sale, by either placing a premium on the price to be paid for the business interest or by stating an interest rate for the note substantially above the market rate
- The termination of a SCIN does have potentially adverse income tax consequences
- SCIN works “best” if the seller does not survive the term of the note

28
Q

Private Annuity

A

• The business owner (transferor) transfers ownership of the business to the family member (transferee) in exchange for the transferee’s promise (which must be unsecured) to make payments to the transferor for life
• If the private annuity is structured successfully, there is no gift tax cost, and the value of the annuity is not included in the annuitant’s estate
• Proposed regulations taxing the transaction from its inception have obviously limited the appeal of the private annuity as a planning technique
– However, if the annuitant’s basis is high (such as a stepped-up basis received by a surviving spouse), the private annuity remains a viable planning alternative

29
Q

Stock Versus Asset Acquisitions

A
  • “Asset” Sales: Generally speaking (for tax purposes)…. Buyers prefer to buy assets not stock.
  • “Stock” Sales: Generally speaking (for tax purposes)…. Sellers prefer to sell stock not assets.
30
Q

IRS Section 338 Election

A
  • Allows acquiring corporation to buy stock of the target company for “legal purposes” BUT allows this purchase to be considered a purchase of assets for “tax purposes”
  • Intended result is tax benefit to acquiring company due to immediate benefit through step up in basis in the assets it is purchasing.
  • Requirements
    • Only allowed by corporations (C-corps and S-corps)
    • Must be made jointly by seller and the buyer
    • Purchase must be considered at “qualified stock purchase”
31
Q

Code Section 6166 Installment Payments

A
  • Relief provision to permit the deferral of estate tax payments
  • Available only if the decedent was a U.S. citizen or resident at the time of death and the value of the decedent’s interest in a closely held business exceeds 35% of the value of the decedent’s adjusted gross estate
  • Elect to defer completely for five years payment of the portion of the estate taxes attributable to the closely held business interest and thereafter pay the deferred portion of the estate taxes in up to 10 annual installments
  • The estate tax attributable to non-closely held business assets is due at the regular time, i.e., nine months from the decedent’s date of death
32
Q

IRC Section 303

A
  • For qualified transactions, distributions in redemption of a deceased shareholder’s stock may be treated as a capital gain and not as dividends taxable at ordinary income tax rates
  • Helpful for liquidity at death (to pay taxes)
  • Value of stock must >35% of the adjusted gross estate
  • Redemption must be made no later than 3 years and 90 days from due date of IRS Form 706, or 60 days after court decision if contested, or no later than allowed installment payments of estate tax due