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Chap. 3 - Capital Structure of the Corporation Options - Structuring Corporation s Capital: 1) Common Stock, including: a) voting stock; b) non-voting stock; and, c) stock rights and stock warrants. 2) Preferred Stock - (a) nonqualified preferred stock; (b) qualified preferred stock; (c) convertible preferred stock. continued 9/22/2011 (c) William P. Streng 1

Capital Structure Options, continued 3) Debt: a) Convertible into stock (ordinarily common stock); or, b) Nonconvertible: bonds, including junk bonds; debentures; notes; trade payables. 9/22/2011 (c) William P. Streng 2

Reasons for Corporation to Use Debt (Rather than Equity) 1) Interest on debt is deductible; dividends paid are not deductible to the corporation. 2) Repayment of the debt constitutes tax basis recovery to the lender and not a dividend distribution; redemption of the stock may be an ordinary dividend event, not a capital gains event (but both 15% tax). 3) Bad debt deduction (nonbusiness bad debt treatment?) and not a capital loss. 9/22/2011 (c) William P. Streng 3

Beneficial Effects of Corporate Debt Leveraging Enhance the corporation s return on equity (ROE) component and, thereby, increase the corporation s earnings per share (EPS). If shares are normally selling at some multiple of earnings per share, what should happen when the earnings per share are increased by significant debt leveraging? What is a permissible debt to equity ratio? Caution: Leverage is a two edged sword. 9/22/2011 (c) William P. Streng 4

Impact of the 2003 Legislation re Dividends Tax Rate 1) Dividends (and capital gains) are taxed at a maximum 15% to individuals. Expiration of 15% rate at end of 2012. 2) Cf., interest income (to the lender) taxed at up to 35 percent (i.e., a 20 percent tax rate differential from the 15% rate for dividends). 3) But, interest expense is deductible at the corporation level; dividend distributions are not deductible to the corporation. 9/22/2011 (c) William P. Streng 5

Alternative Shareholder Beneficial Tax Planning Hold the shares for capital appreciation and eventual recognition of deferred capital gains (or 1014 tax basis step-up at death for shares held). Corporation can use stock buy-backs (market repurchase programs) to compress the shareholder equity base and increase the per share earnings (and, thereby -hopefullycontribute to increased stock appreciation). 9/22/2011 (c) William P. Streng 6

Debt vs. Equity Characterization p.139 Significant factors in differentiating between debt and equity (a fact question) include: 1) The form of the obligation what existence of the indicia of a debt, e.g., promissory note? 2) Debt/equity ratio - "thin capitalization? & what is debt for determining this ratio? 3) Intent to create a debt (is interest actually paid?). 4) Proportionality - really a super factor? 5) Subordination - inside debt/hard to avoid? 9/22/2011 (c) William P. Streng 7

Certain Debt vs. Equity Issues p.140 Is an IRS private letter ruling available to assure the classification of debt as such for federal income tax purposes? No. Rev. Proc. 2011-3, 4.02(1) - this is a fact issue (p. 140, fn. 4). What treatment of shareholder guaranteed debt: recharacterized as an equity contribution? Plantation Patterns case (p. 141) says yes. 9/22/2011 (c) William P. Streng 8

Fin Hay Realty p.142 Were notes really equity? Demand debt outstanding for a long period. Issue re deduction of interest expense - 163. Tax refund action - held to be equity & not debt. Important factors: (see the 16 factors) Proportionality as the critical element. Debt was committed for equity investment by the corporation in real estate ownership and prompt liquidation of the corporate assets was difficult. 9/22/2011 (c) William P. Streng 9

What Varieties of Debt (?) p. 148 Monthly income preferred securities (MIPs). Contingent convertible debt securities: limited cash interest; OID; and, conversion into equity. Rev. Rul. 2002-31 contingent convertible debt. Rev. Rul. 2003-97, Merrill Lynch s feline prides 5 year note and 3 year forward contract to purchase issuer s stock; the interest expense is deductible. Similar ACES Units, PEPS Units, and Upper DECS. 9/22/2011 (c) William P. Streng 10

Code 163(l) Interest Expense Deduction p.149 Situation: The debt is payable in the equity of the issuer (or a related party). No deduction is allowed for interest paid or accrued on this disqualified debt instrument. Corporate planning objective: debt for tax and equity for financial reporting why? 9/22/2011 (c) William P. Streng 11

Code 385 p.150 Authorizes the promulgation of regulations. Issues re: proportionality; and, inside/outside debt ratios Regulations withdrawn (1969 to 1980 to abandonment) but a continuing impact? Possible bifurcation of putative debt instruments? See 385(a) (parenthetical). Example: equity kickers. 9/22/2011 (c) William P. Streng 12

Code 385(b) Factors p.150 1) Form written instrument? 2) Subordination to other corporate debt 3) Debt/equity ratio 4) Convertibility of debt into stock 5) Proportionality in the holdings of the several shareholders Possible bifurcation of the instrument p.152 9/22/2011 (c) William P. Streng 13

Problem Facts p.153 & Balance Sheet Assets Adj. Basis F.M.V. Liabilities & Cap. Cash $1,920,000 $1,920,000 a) Liabilities: Bldg. 20,000 80,000 x) Bank -- Goodwill 0 40,000 $900,000 y) Sh. Loans $900,000 b) Cap. Stock $240,000 $1,940,000 $2,040,000 $2,040,000 9/22/2011 (c) William P. Streng 14

Problem 1 p.153 Debt-Equity Ratios (a) Transaction: Three shareholder loans for $300,000 each; for five years; variable interest rate one point below prime, determined annually. What is the debt-equity ratio? 1.8 mil (all debt) to 240,000? (7.5 to 1) or, 1.8 mil (all debt) to 140,000? (12.8 to 1) Or, is the ratio computed as follows: 900,000 (inside debt only) to either: (i) 240,000 or (ii) 140,000 (i.e., ratios of 3.75 and 6.42)? 9/22/2011 (c) William P. Streng 15

Problem 1 p.153 Interest Paid from Profits (b) Transaction: Three shareholders - each makes a loan for $300,000; each receives a 10% 20 year subordinated income debenture; interest expense is payable only from the net profits of the business. Probably treatment as stock. 9/22/2011 (c) William P. Streng 16

Problem 1 p.154 Guaranteed Loans (c) Transaction: $900,000 (additional) loan from the bank; unsecured but personally guaranteed by the shareholders; joint and several liability to the three shareholders for this additional loan. Are also the bank loans equity because of the shareholder guarantee? Plantation Patterns 9/22/2011 (c) William P. Streng 17

Problem 1 p.154 One Shareholder Lender (d) Transaction: A (only) loans the $900,000 (additional) loan. Terms: five year term; variable interest rate one point below prime, determined annually. Note: no proportionality, but high debtequity ratio. Really preferred stock? 9/22/2011 (c) William P. Streng 18

Problem 1 p.154 Default Two Years Later (e) Transaction: A (only) loans the $900,000 (additional) loan. Same terms (as (d)): five years & variable interest rate one point below prime, to be determined annually. Borrower fails to pay interest on the debt. Issue: What impact on A s original intent to create a debtor/creditor relationship? 9/22/2011 (c) William P. Streng 19

Problem 2 p.154 Avoiding equity status Avoiding attributes of hybrid stock: reasonable interest rate fixed or floating (reference to external rate) interest paid with regularity fixed maturity date no convertibility feature Quite difficult to avoid equity status if: (i) proportionality and (ii) subordination. 9/22/2011 (c) William P. Streng 20

Character of Gain or Loss on Corporate Investment Equity and debt securities held by investors as capital assets (i.e., not traders). Capital gain treatment for gains on sales. Special 50 percent exclusion ( 1202) for gain on Qualified Small Business Stock (but only 50% of 28% rate; (100% exclusion for 2011; & later?). Code 1045 gain rollover provision postponement when investment in qualified small business stock. 9/22/2011 (c) William P. Streng 21

Tax Character of a Loss on Corporate Debt Investment 165(g)(1) & (2) (worthless securities) capital loss treatment upon sale or becoming worthless. 166 (bad debts not a security) - business bad debt as an ordinary loss. - nonbusiness bad debt as a short-term cap. loss. Loan to corporation as an employee see Generes (next slide) 9/22/2011 (c) William P. Streng 22

Generes case note, p.155 Issue re business or non-business bad debt status (i.e., what value of the deduction). Generes owned 44 percent of the stock and was part-time president - salary $12,000. He advanced funds to the corporation and also guaranteed corporate debts. Dominant motivation was as an investment, not to protect his employment status (i.e., his business ). 9/22/2011 (c) William P. Streng 23

Section 1244 Stock Ordinary Loss Deduction p.155 1. Individuals (and partnerships) only. 2. Common or preferred stock issued for money or property, but not for services. 3. Small business. 4. Gross receipts test: requires active business income and not passive income. 5. Annual limit on the ordinary loss amount. No formal Section 1244 plan is required. 9/22/2011 (c) William P. Streng 24

Problem p.157 Alternative Investments Hi-Tech capital structure for venture capital investment. a) Five year note - No participation in equity growth; 166 governs if the note defaults. Nonbusiness bad debt status unless the lender s business is loaning money. b) Registered bond - market interest rate. Security categorization under 165(g)(2) & STCL status. 9/22/2011 (c) William P. Streng 25

Problem, p.157 cont. c) Registered bond; Bond loss would be worthless security. Code 165(g)(1). Capital loss. Concept of "security" includes subscription right. Loss on warrants - $10,000 is governed by Code 165(g)(2)(B) &, therefore, a $10,000 LTCL. d) Common stock - qualifies as 1244 stock. Ordinary loss treatment available? Yes, for 50K (or 100K, if married). 9/22/2011 (c) William P. Streng 26

Problem, p.157, cont. e) Convertible preferred stock. Does qualify under 1244. Eligibility of up to $50,000 loss (or $100,000 on a joint return) if other requirements are satisfied. f) Original contributions of $500,000 & $500,000. Not a "small business corporation" at the time it issues the additional common stock because aggregate amount of money received for original stock exceeds $1 mil. Not an ordinary loss, but capital loss. 9/22/2011 (c) William P. Streng 27

Problem, p.157, cont. g) Wedding gift. Donees do not qualify for 1244 treatment. Son is limited to $200,000 capital loss under Code 165(g)(1). Reg. 1.1244(a)- 1(b). Only original issuee is eligible for ordinary loss treatment. h) Purchase of stock through a partnership. Partnership is eligible for an ordinary loss deduction under Code 1244. Loss will flow through to the eligible partners (not corporations). 9/22/2011 (c) William P. Streng 28