Tax-Efficient Investing: Retirement Distribution Strategies (Part 3 of Tax-Efficient Investing...

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Tax Aware Investing -It’s the after Tax Return that Counts! Advisors4Advisors Part III Circular 230 Disclosure: To ensure compliance with requirements imposed by the IRS, we inform you that any U.S. federal tax advice contained in this communication, including attachments, was not written to be used and cannot be used for the purpose of (i) avoiding tax-related penalties under the Internal Revenue Code or (ii) promoting, marketing or recommending to another party any tax-related matters addressed herein. If you would like a written opinion upon which you can rely for the purpose of avoiding penalties, please contact us. Presented by: Robert S. Keebler, CPA, MST, AEP (Distinguished) Stephen J. Bigge CPA, CSEP Peter J. Melcher JD, LL.M, MBA Keebler & Associates, LLP 420 S. Washington St. Green Bay, WI 54301 Phone: (920) 593-1701 [email protected]

description

This "Introduction To Tax-Efficient Investing" webinar was the first of a four-part series with Advisors4Advisors on tax-efficient Investing. Advisors4Advisors members can view the on-demand webinar replay and receive CFP and IMCA CE credit.

Transcript of Tax-Efficient Investing: Retirement Distribution Strategies (Part 3 of Tax-Efficient Investing...

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Tax Aware Investing-It’s the after Tax Return that Counts!

Advisors4Advisors

Part III

Circular 230 Disclosure: To ensure compliance with requirements imposed by the IRS, we inform you that any U.S. federal tax advice contained in this communication, including attachments, was not written to be used and cannot be used for the purpose of (i) avoiding tax-related penalties under the Internal Revenue Code or (ii) promoting, marketing or recommending to another party any tax-related matters addressed herein.  If you would like a written opinion upon which you can rely for the purpose of avoiding penalties, please contact us.

Presented by:

Robert S. Keebler, CPA, MST, AEP (Distinguished)Stephen J. Bigge CPA, CSEP

Peter J. Melcher JD, LL.M, MBAKeebler & Associates, LLP

420 S. Washington St.Green Bay, WI 54301

Phone: (920) [email protected]

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Retirement Distribution Strategies to Help Retirement Assets Last a Lifetime

Not intended for inspection by, or distribution or quotation to the general public. For internal or advisor use only.

Ameriprise Financial Services, Inc. Member NASD and SIPC.

© 2007 Ameriprise Financial, Inc.  All rights reserved.

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Overview

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• Why retirement distribution planning is important• Income taxation basics of retirement investments• Roth IRAs • Tax-sensitive withdrawal strategies• Other planning considerations

- Net unrealized appreciation (NUA)- Compensatory stock options- Deferred Compensation

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Why Retirement Distribution Planning is Important

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Qualified Retirement Account vs. Non-Qualified Account Distributions

Perhaps one of the most important decisions a retiree must make is to determine from which retirement assets to withdraw funds to meet everyday living expenses.

Why Retirement Distribution Planning is Important

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Key decision factors• Size of accounts• Investment mix / performance• Marginal income tax bracket• Time horizon

Why Retirement Distribution Planning is ImportantQualified Retirement Account vs. Non-Qualified Account Distributions

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OPTION 1 - Withdraw 100% From IRA

Husband's Age 64 65 66 67 68Wife's Age 59 60 61 62 63

ASSETS 2007 2008 2009 2010 2011IRABeginning Balance 1,300,000$ 1,216,000$ 1,127,620$ 1,034,553$ 936,472$ Income 7.00% 91,000 85,120 78,933 72,419 65,553 Distributions (175,000) (173,500) (172,000) (170,500) (169,000) Ending Balance 1,216,000$ 1,127,620$ 1,034,553$ 936,472$ 833,025$

Brokerage AccountBeginning Balance 1,400,000$ 1,474,010$ 1,551,707$ 1,633,325$ 1,719,113$ Yield (Interest & Dividends) 2.00% 28,000 29,480 31,034 32,667 34,382 Growth 5.00% 70,000 73,701 77,585 81,666 85,956 Subtotal 1,498,000$ 1,577,191$ 1,660,327$ 1,747,658$ 1,839,451$ Yield Disributed (28,000) (29,480) (31,034) (32,667) (34,382) Stock Sales - - - - - Net Cash Flow Reinvested 4,010 3,997 4,033 4,122 4,266 Ending Balance 1,474,010$ 1,551,707$ 1,633,325$ 1,719,113$ 1,809,335$

Total Assets 2,690,010$ 2,679,327$ 2,667,879$ 2,655,585$ 2,642,360$

CASH FLOW 2007 2008 2009 2010 2011IRA Distribution 175,000$ 173,500$ 172,000$ 170,500$ 169,000$ Interest & Dividends 28,000 29,480 31,034 32,667 34,382 Stock Sales Proceeds - - - - - Subtotal 203,000$ 202,980$ 203,034$ 203,167$ 203,382$ Less: Income Tax (66,990) (66,983) (67,001) (67,045) (67,116) Less: Living Expenses (132,000) (132,000) (132,000) (132,000) (132,000) Net Cash Flow 4,010$ 3,997$ 4,033$ 4,122$ 4,266$

Why Retirement Distribution Planning is Important

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Qualified Retirement Account vs. Non-Qualified Account Distributions

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Why Retirement Distribution Planning is Important

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Qualified Retirement Account vs. Non-Qualified Account Distributions

OPTION 2 - Withdraw 100% From Brokerage Account

Husband's Age 64 65 66 67 68Wife's Age 59 60 61 62 63

ASSETS 2007 2008 2009 2010 2011IRABeginning Balance 1,300,000$ 1,391,000$ 1,488,370$ 1,592,556$ 1,704,035$ Income 7.00% 91,000 97,370 104,186 111,479 119,282 Distributions - - - - - Ending Balance 1,391,000$ 1,488,370$ 1,592,556$ 1,704,035$ 1,823,317$

Brokerage AccountBeginning Balance 1,400,000$ 1,344,910$ 1,285,459$ 1,221,390$ 1,152,431$ Yield (Interest & Dividends) 2.00% 28,000 26,898 25,709 24,428 23,049 Growth 5.00% 70,000 67,245 64,273 61,070 57,622 Subtotal 1,498,000$ 1,439,053$ 1,375,441$ 1,306,887$ 1,233,101$ Yield Disributed (28,000) (26,898) (25,709) (24,428) (23,049) Stock Sales (130,000) (131,500) (133,000) (134,500) (136,000) Net Cash Flow Reinvested 4,910 4,803 4,659 4,472 4,238 Ending Balance 1,344,910$ 1,285,459$ 1,221,390$ 1,152,431$ 1,078,291$

Total Assets 2,735,910$ 2,773,829$ 2,813,946$ 2,856,466$ 2,901,608$

CASH FLOW 2007 2008 2009 2010 2011IRA Distribution -$ -$ -$ -$ -$ Interest & Dividends 28,000 26,898 25,709 24,428 23,049 Stock Sales Proceeds 130,000 131,500 133,000 134,500 136,000 Subtotal 158,000$ 158,398$ 158,709$ 158,928$ 159,049$ Less: Income Tax (21,090) (21,595) (22,051) (22,456) (22,810) Less: Living Expenses (132,000) (132,000) (132,000) (132,000) (132,000) Net Cash Flow 4,910$ 4,803$ 4,659$ 4,472$ 4,238$

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Total Assets

$-

$500,000

$1,000,000

$1,500,000

$2,000,000

$2,500,000

$3,000,000

$3,500,000

$4,000,000

$4,500,000

5 10 20 30

Year

100% IRA Distribution 100% Brokerage Account Distribution

Why Retirement Distribution Planning is Important

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Qualified Retirement Account vs. Non-Qualified Account Distributions

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Income Taxation Basics of Retirement Investments

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Main Issues• Understanding the main types of retirement

investment accounts• Understanding the main types of retired

taxpayers• Understanding current and future income tax

rates• Understanding impact of new 3.8% Medicare

“surtax”• Understanding the basic taxation principles of

traditional IRAs (and other traditional qualified retirement accounts)

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Income Taxation Basics of Retirement Investments

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Income Taxation Basics of Retirement InvestmentsThree Main Types of Retirement Investment Accounts

• Taxable investment accounts – income generated within the account (i.e. interest, dividends, capital gains, etc.) are taxed each year to the account owner

• Tax-deferred investment accounts (e.g. traditional IRAs, traditional qualified retirement plans, non-qualified annuities) – income generated within the account is not taxed until distributions are taken from the account

• Tax-free investment accounts (e.g. Roth IRAs, life insurance) – income generated within the account is never taxed when distributions are made (provided certain qualifications are met)

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Income Taxation Basics of Retirement InvestmentsCommon Assets in a Client’s Portfolio

• IRA Accounts• Roth IRA Accounts• ERISA Plans• Tax-Deferred Annuities• Life Insurance• Stocks, Bonds, Warrants• Employer NSOs and ISOs• Employer Deferred Compensation• Real Estate• Oil & Gas• U.S. Savings Bonds

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Income Taxation Basics of Retirement InvestmentsMain Types of Retired Taxpayers• Low income taxpayers – taxpayers who generally are in the lowest income tax

brackets (i.e. 10%, 15%) and are generally eligible for various income tax credits. Further, these taxpayers are usually in situations where their Social Security is not taxed

• Low/middle income taxpayers – taxpayers who are generally in the middle income tax brackets (i.e. 15%, 25% 28%) and are generally eligible for certain favorable tax attributes (e.g. 0% tax rate on capital gains/qualified dividends)

• Middle/high income taxpayers – taxpayers who are generally in the upper end of the middle income tax brackets (i.e. 28%, 33%) who oftentimes are subject to the Alternative Minimum Tax (AMT) and other phase-outs

• High income taxpayers – taxpayers who are in the highest marginal income tax bracket (35%) and are subject to several phase-outs and or “surtaxes” (such as AMT)

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• 2011 Ordinary Income Rates

• Capital Gain– 0% rate if you are in the 10% or 15% bracket– 15% rate if you are in the 25%, 28%, 33% or 35% bracket

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SingleQualified

Widow(er)Married

Filing Jointly

Married Filing

SeparatelyHead of

Household

10% Tax Rate $8,500 $17,000 $17,000 $8,500 $12,150

15% Tax Rate $34,500 $69,000 $69,000 $34,500 $46,250

25% Tax Rate $83,600 $139,350 $139,350 $69,675 $119,400

28% Tax Rate $174,400 $212,300 $212,300 $106,150 $193,350

33% Tax Rate $379,150 $379,150 $379,150 $189,575 $379,150

35% Tax Rate > $379,150 > $379,150 > $379,150 > $189,575 > $379,150

Income Taxation Basics of Retirement Investments

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2011 & 20122013 & Beyond1

10% 15%

15% 15%

25% 28%

28% 31%

33% 36%

35% 39.6%

2011 & 20122013&

Beyond*

0% 10% / 8%15% 20% / 18%

Ordinary IncomeLong-TermCapital Gains

*NOTE: In general, the 8% and 18% capital gains rates only apply to long-term capital gains on property that has been held more than five years at the time of sale.

For the 18% rate, the property must be purchased after December 31, 2000.

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Income Taxation Basics of Retirement Investments

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Beginning with the 2013 tax year, a new 3.8% Medicare “surtax” on net investment income will apply to all taxpayers whose income exceeds a certain “threshold amount”. This new “surtax” will, in essence, raise the marginal income tax rate for affected taxpayers.

• Thus, a taxpayer in the 39.6% tax bracket (i.e. the highest marginal income tax rate in 2013) would have a federal marginal rate of 43.4%!

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Income Taxation Basics of Retirement InvestmentsNew 3.8% Medicare “Surtax”

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New 3.8% Medicare “Surtax”

Tax Rate in 2011 & 2012

Tax Rate in 2013

Tax Rate in 2013+

(w/surtax)10% 15% 15%15% 15% 15%25% 28% 28%28% 31% 34.8%33% 36% 39.8%35% 39.6% 43.4%

NOTE: The chart above assumes that the 3.8% Medicare surtax would not begin to apply until a person’s taxable income reaches the 31% tax bracket (based on certain net investment income and itemized deduction assumptions). However, there are times, though unlikely, when the 3.8% could apply to a person in a lower tax bracket (i.e. 15%, 28%) or may not apply to a person in higher tax brackets (31%, 36%, 39.6%).

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Income Taxation Basics of Retirement Investments

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New 3.8% Medicare “Surtax”

APPLICATION TO INDIVIDUALS – the new Medicare surtax is equal to 3.8% times the lesser of the following:

1. “Net investment income”, OR

2. The excess (if any) of –

a. “Modified adjusted gross income” (“MAGI”) for such taxable year, over the

b. “Threshold amount”

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Income Taxation Basics of Retirement Investments

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New 3.8% Medicare “Surtax”

Three critical terms associated with the 3.8% Medicare surtax:

• “Net investment income”• “Threshold amount”• “Modified adjusted gross income” (“MAGI”)

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Income Taxation Basics of Retirement Investments

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• “Net investment income” is defined as interest, dividends, annuities, rents, royalties, income derived from a passive activity, and net capital gain derived from the disposition of property (other than property held in an active trade or business), reduced by deductions properly allocable to such income.

• Specifically, this does not include the following: 

1. Income derived from an active trade or business;

2. Distributions from IRAs or their qualified plans;

3. Any income taken into account for self-employment tax purposes;

4. Gain on the sale of an active interest in a partnership or S corporation; or

5. Items which are otherwise excluded or exempt from income under income tax law, such as interest from tax-exempt bonds, capital gain excluded on the sale of a principal residence under IRC §121, and veteran’s benefits.

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Income Taxation Basics of Retirement InvestmentsNew 3.8% Medicare “Surtax”

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“Threshold amount” is the key factor in determining the “lesser of” formula for purposes of calculating the surtax.

Threshold amounts• Single taxpayers - $200,000• Married, filing jointly taxpayers - $250,000• Estates/trusts - $11,200 (i.e. top income tax bracket in 2010)

- $11,350 (i.e. top income tax bracket in 2011)

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Income Taxation Basics of Retirement InvestmentsNew 3.8% Medicare “Surtax”

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• To the extent that an IRA has only deductible contributions (plus income and growth), 100% of each IRA distribution will be subject to income tax in the year of distribution

• To the extent that an IRA has non-deductible contributions, a portion of each IRA distribution will not be subject to tax

Foundation ConceptsIncome Taxation Basics of Retirement InvestmentsTaxation of IRAs

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Foundation ConceptsIncome Taxation Basics of Retirement Investments

• When an IRA has non-deductible contributions, a portion of each IRA distribution will be a return of non-taxable “basis” to the IRA owner

• In determining the non-taxable portion of an IRA distribution, all IRAs and IRA distributions during the year (including outstanding rollovers) must be combined for apportioning “basis”- See IRS Form 8606

Taxation of IRAs

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Current year non-deductible IRA contributions 1,000$ Prior year non-deductible IRA contributions 6,000 Total non-deductible IRA contributions 7,000$

FMV of all IRAs 320,000$ Outstanding rollovers 20,000 Distributions 10,000 Roth IRA conversions - Total value of IRAs, distributions and Roth IRA conversions 350,000$

"Basis" apportionment formula 0.0200

Gross IRA distribution 10,000$ Non-taxable portion (200) Taxable IRA distribution 9,800$

Foundation ConceptsIncome Taxation Basics of Retirement InvestmentsTaxation of IRAs – “Basis Apportionment” Example

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• Required Beginning Date: generally, April 1st of year following year client turns age 70½• Uniform Lifetime Table

• Required Minimum Distribution (RMD) = Minimum that must be distributed in a given year

• RMDs are calculated based upon the aggregate prior year ending account balance divided by the applicable life expectancy factor

• RMDs need not be distributed from each Traditional IRA, but rather the total RMD may be taken from any one of the Traditional IRAs, provided that the total RMD is taken

Income Taxation Basics of Retirement InvestmentsTaxation of IRAs – Required Minimum Distributions (RMDs)

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• Example - Birthdate is October 18, 1941– Turn age 70 on October 18, 2011– Turn age 70½ on April 18, 2012– RBD -- April 1, 2013

• Example - Birthdate is April 18, 1941– Turn age 70 on April 18, 2011– Turn age 70½ on October 18, 2011– RBD -- April 1, 2012

Foundation ConceptsIncome Taxation Basics of Retirement InvestmentsTaxation of IRAs – Required Minimum Distributions (RMDs)

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RMDs are calculated based upon prior year ending account balance divided by life expectancy factor

Prior Year12/31 Balance

Life Expectancy Factor

RMD =

Foundation ConceptsIncome Taxation Basics of Retirement InvestmentsTaxation of IRAs – Required Minimum Distributions (RMDs)

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• Life expectancy tables– Uniform Lifetime Table– Single Life Table– Joint and Last Survivor Table

Available where the spouse is the sole beneficiary and is greater than 10 years younger than the account owner

Income Taxation Basics of Retirement InvestmentsTaxation of IRAs – Required Minimum Distributions (RMDs)

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Uniform Lifetime TableAge Divisor Age Divisor Age Divisor

70 27.4 86 14.1 102 5.5

71 26.5 87 13.4 103 5.2

72 25.6 88 12.7 104 4.9

73 24.7 89 12.0 105 4.5

74 23.8 90 11.4 106 4.2

75 22.9 91 10.8 107 3.9

76 22.0 92 10.2 108 3.7

77 21.2 93 9.6 109 3.4

78 20.3 94 9.1 110 3.1

79 19.5 95 8.6 111 2.9

80 18.7 96 8.1 112 2.6

81 17.9 97 7.6 113 2.4

82 17.1 98 7.1 114 2.183 16.3 99 6.7 115 and older 1.9

84 15.5 100 6.385 14.8 101 5.9

Income Taxation Basics of Retirement InvestmentsTaxation of IRAs – Required Minimum Distributions (RMDs)

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Foundation ConceptsERISA Plans

• Qualified Plans are not taxed until distribution• If retired, distributions must begin no later than one’s

Required Beginning Date (RBD)• Basis is treated on a pro-rata method• Qualified Plans can be rolled to an IRA• Qualified Plans can be rolled to a Roth IRA• Spouses are treated separately

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10-percent penalty for early withdrawals from IRAs and qualified plans• Technically, the 10-percent is not a penalty; rather, it

is an additional tax. Therefore, there is no excuse for reasonable cause. The code section itself provides all the exceptions to the tax.

Early Distributions from IRAs & Qualified PlansIRC §72(t)

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• Death• Disability• Medical expenses that exceed 7.5 percent of income• Age 55 or older in year of separation from service

(not applicable to IRAs)– Age 50 for “public safety officers”

IRC §72(t) - Exceptions

Early Distributions from IRAs & Qualified Plans

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• Qualified higher education expenses (IRAs only)• First time home purchase, limited to $10,000 lifetime

(IRAs only)• Payment of health insurance by unemployed

individuals• Series of Substantially Equal Periodic Payments

(SEPPs)

IRC §72(t) - Exceptions

Early Distributions from IRAs & Qualified Plans

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• Required Minimum Distribution (RMD) method• Fixed amortization method• Fixed annuitization method

Substantially Equal Period Payments (SEPPs)Early Distributions from IRAs & Qualified Plans

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• Payments must continue under the LATER of age 59½ or five years

• If payments are “materially modified” prior to that point, the 10-percent additional tax will be imposed on all pre-59½ withdrawals– In addition to the 10-percent additional tax, an

additional amount is added to reflect the interest on the penalty from the original year of withdrawal

Substantially Equal Period Payments (SEPPs)

Early Distributions from IRAs & Qualified Plans

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Substantially Equal Period Payments (SEPPs)“Material Modification” - Example

•In 2000, John began withdrawing SEPPs from his IRA (IRA #1) of $50,000 per year. In 2008, John withdrew an additional $10,000 from IRA #1 to cover some unforeseen living expenses. As a result, John will be subject to the 10% additional tax for not only his 2008 distribution of $60,000, but also all of his prior year withdrawals (including late payment interest).

Early Distributions from IRAs & Qualified Plans

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•Growth is not taxed until distribution•No Required Minimum Distributions (RMDs)•Basis is withdrawn first (i.e. FIFO method of accounting)•Policy Loans can be taken tax-free•Watch out for the Modified Endowment contract provisions•Tax-Free at Death

Income Taxation of Life Insurance

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•Non-Qualified annuities are not taxed until distributed•No distributions at 70 ½•Basis is recovered last when random distributions are taken•Basis is covered on a “percentage method” when an annuity is annuitized

Income Taxation of Non-qualified Annuities

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• Lowers overall taxable income long-term• Tax-free compounding• No RMDs at age 70½ • Tax-free withdrawals for beneficiaries*• More effective funding of the “bypass trust”• New 3.8% Medicare “surtax” planning

Income Taxation of Roth IRAs

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Non-convertible accounts• “Inherited” IRAs• Education IRAs

Convertible accounts• Traditional IRAs• 401(k) plans• Profit sharing plans• 403(b) annuity plans• 457 plans• “Inherited” 401(k) plans (see Notice 2008-30)

Roth IRAs

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1) Taxpayers have special favorable tax attributes including charitable deduction carry-forwards, investment tax credits, net operating losses (NOLs), high basis non-deductible traditional IRAs, etc.

2) Suspension of the minimum distribution rules at age 70½ provides a considerable advantage to the Roth IRA holder.

3) Taxpayers benefit from paying income tax before estate tax (when a Roth IRA election is made) compared to the income tax deduction obtained when a traditional IRA is subject to estate tax.

Roth IRAs

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Reasons for Converting to a Roth IRA

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4) Taxpayers who can pay the income tax on the IRA from non-IRA funds benefit greatly from the Roth IRA because of the ability to enjoy greater tax-free yields.

5) Taxpayers who need to use IRA assets to fund their Unified Credit bypass trust are well advised to consider making a Roth IRA election for that portion of their overall IRA funds.

6) Taxpayers making the Roth IRA election during their lifetime reduce their overall estate, thereby lowering the effect of higher estate tax rates.

Roth IRAs

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Reasons for Converting to a Roth IRA

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7) Federal tax brackets are more favorable for married couples filing joint returns than for single individuals, Roth IRA distributions won’t cause an increase in tax rates for the surviving spouse when one spouse is deceased because the distributions are tax-free.

8) Post-death distributions to beneficiaries are tax-free.

9) Tax rates are expected to increase in the near future.

10) The new 3.8% Medicare surtax.

Roth IRAs

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Reasons for Converting to a Roth IRA

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In simplest terms, a traditional IRA will produce the same after-tax result as a Roth IRA provided that:• The annual growth rates are the same• The tax rate in the conversion year is the same as the tax rate during the

withdrawal years (i.e. A x B x C = D; A x C x B = D)

Roth IRAs

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Mathematics of Roth IRA Conversions

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Traditional IRA Roth IRA

Current Account Balance 1,000,000$ 1,000,000$ Less: Income Taxes @ 40% - (400,000) Net Balance 1,000,000$ 600,000$

Growth Until Death 200.00% 200.00%

Account Balance @ Death 3,000,000$ 1,800,000$ Less: Income Taxes @ 40% (1,200,000) - Net Account Balance to Family 1,800,000$ 1,800,000$

Roth IRAs

© 2011 Keebler & Associates, LLPAl Rights Reserved.

Mathematics of Roth IRA Conversions

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• Critical decision factors• Tax rate differential (year of conversion vs. withdrawal years)• Use of “outside funds” to pay the income tax liability• Need for IRA funds to meet annual living expenses• Time horizon

Roth IRAs

© 2011 Keebler & Associates, LLPAl Rights Reserved.

Mathematics of Roth IRA Conversions

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The key to successful Roth IRA conversions is to keep as much of the conversion income as possible in the current marginal tax bracket

• However, there are times when it may make sense to convert more and go into higher tax brackets

• Need to take into consideration the new 3.8% Medicare “surtax”• Need to take into consideration the impact of AMT

Roth IRAs

© 2011 Keebler & Associates, LLPAl Rights Reserved.

Mathematics of Roth IRA Conversions

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Roth IRAs

© 2011 Keebler & Associates, LLPAl Rights Reserved.

SingleQualified

Widow(er)Married

Filing Jointly

Married Filing

SeparatelyHead of

Household

10% Tax Rate $8,500 $17,000 $17,000 $8,500 $12,150

15% Tax Rate $34,500 $69,000 $69,000 $34,500 $46,250

25% Tax Rate $83,600 $139,350 $139,350 $69,675 $119,400

28% Tax Rate $174,400 $212,300 $212,300 $106,150 $193,350

33% Tax Rate $379,150 $379,150 $379,150 $189,575 $379,150

35% Tax Rate > $379,150 > $379,150 > $379,150 > $189,575 > $379,150

2011 Income Tax Brackets

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10% tax bracket

15% tax bracket

25% tax bracket

28% tax bracket

33% tax bracket

35% tax bracket

Current taxable income

Target Roth IRA conversion amount

“Optimum“ Roth IRA conversion amount

CAUTION: Make sure to analyze the impact of AMT on the conversion amount

Roth IRAs

© 2011 Keebler & Associates, LLPAl Rights Reserved.

Mathematics of Roth IRA Conversions

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• Unused charitable contribution carryovers

• Current year ordinary losses

• Net Operating Loss (NOL) carryovers from prior years

• Alternative Minimum Tax (AMT)

• Credit carryovers

Roth IRAs

© 2011 Keebler & Associates, LLPAl Rights Reserved.

Tactical Considerations for Roth IRA Conversions

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• Taxpayers may “recharacterize” (i.e. undo) the Roth IRA conversion in current year or by the filing date of the current year’s tax return– Recharacterization can take place as late as 10/15 in the year following

the year of conversion• Taxpayers may choose to “reconvert” their recharacterization

– Reconversion may only take place at the later of the following two dates: The tax year following the original conversion OR 30 days after the recharacterization

Roth IRAs

© 2011 Keebler & Associates, LLPAl Rights Reserved.

Recharacterizations

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• Taxpayers cannot recharacterize a portion of a Roth conversion by “cherry picking” only those stocks that decline in value (IRS Notice 2000-39)

• All gains and losses to the entire Roth IRA, regardless of the actual stock or fund recharacterized, must be pro-rated

Roth IRAs

© 2011 Keebler & Associates, LLPAl Rights Reserved.

Recharacterizations

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Conversion Period Recharacterization Period

1/1/2011 – First day conversion can take place

2011

12/31/2011 – Last day conversion can take place

4/15/2012 – Normal filing

date for 2011 tax return

10/15/2012 – Latest filing date

for 2011 tax return / last day

to recharacterize 2011 Roth IRA

conversion

12/31/2012

2012

Roth IRAs

© 2011 Keebler & Associates, LLPAl Rights Reserved.

Recharacterization Timeline

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CIRCULAR 230 DISCLOSURE

Pursuant to the rules of professional conduct set forth in Circular 230, as promulgated by the United States Department of the Treasury, nothing contained in this communication was intended or written to be used by any taxpayer for the purpose of avoiding penalties that may be imposed on the taxpayer by the Internal Revenue Service, and it cannot be used by any taxpayer for such purpose. No one, without our express prior written permission, may use or refer to any tax advice in this communication in promoting, marketing, or recommending a partnership or other entity, investment plan or arrangement to any other party.

For discussion purposes only. This work is intended to provide general information about the tax and other laws applicable to retirement benefits. The author, his firm or anyone forwarding or reproducing this work shall have neither liability nor responsibility to any person or entity with respect to any loss or damage caused, or alleged to be caused, directly or indirectly by the information contained in this work. This work does not represent tax, accounting, or legal advice. The individual taxpayer is advised to and should rely on their own advisors.

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