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9/17/2011
1
Selected Tax Considerations for the Sale of a Closely‐Held Entity
David W. HotesBethesda Law Group
4520 East West Highway, Suite 700Bethesda, Maryland 20814
Phone: 301‐469‐3352Email: [email protected]
MACPA Chesapeake Tax ConferenceSeptember 22, 2011
9/17/2011 1© 2011 Bethesda Law Group All rights reserved.
Focus:
● Seller is private and closely‐held
● Seller and/or Seller shareholders seek to sell either substantially all of their assets or all of their stock to a thirdparty
● Sale is for cash and/or promissory notes (i.e. no tax‐free mergers or reorganizations)
● Seller seeks to maximize after‐tax gains
9/17/2011 2© 2011 Bethesda Law Group All rights reserved.
9/17/2011
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Part I: Seller Entity is a C Corporation
9/17/2011 3© 2011 Bethesda Law Group All rights reserved.
Structuring the Deal: Asset Sale vs. Stock Sale
A. Non‐Tax Issues ‐ General
● Sale of all or portion of assets
● Limiting assumed liabilities
● Ass’t of leases, contracts and third‐party
agreements
● Transfer of licenses
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B. Non‐Tax Issues – Stock Sale
● All shareholders willing to sell?
‐ “Drag‐along” provision
● All assets included at Closing
● All liabilities assumed (including contingent and unknown
liabilities)
● Rep’s and Warranties are critical for Buyer
‐Holdbacks and Setoff Rights may be
required
● Transfer of licenses, contracts and leases should be effective,
subject to any “change of control” provisions
9/17/2011 5© 2011 Bethesda Law Group All rights reserved.
C. Non‐Tax Issues – Asset Sale
● Corporation is Seller
● Generally, all or substantially all assets are sold and then
Corporation makes liquidating distributions to its shareholders
● Seller has ability to sell less than all assets (e.g. a division)
● Only select liabilities are assumed
Caveat: Certain liabilities may “follow” the assets (e.g.
environmental, tax and tort liabilities)
● Third‐party consents to assignment of licenses, contracts and
leases ‐ Critical to Buyer
● Retention of all Key Personnel of Seller – Also Critical
9/17/2011 6© 2011 Bethesda Law Group All rights reserved.
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D. Tax Issues in Stock Sale for Cash and/or Notes
Corporate Seller’s Perspective
● No tax ramifications to Corporation
● Corporation’s basis in its assets carries over
9/17/2011 7© 2011 Bethesda Law Group All rights reserved.
D. Tax Issues in Stock Sale for Cash and/or Notes
Shareholder Perspective
● Taxable income to each shareholder, based on amount of
consideration received less their basis in the stock
● Basis = Capital Contributed less Distributions Previously
Received
● Capital gains tax rate is 15% (through 2012)
● Exception: Small Business Stock (IRC §1202)
9/17/2011 8© 2011 Bethesda Law Group All rights reserved.
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D. Tax Issues in Stock Sale for Cash and/or Notes
Shareholder Perspective (Continued)
● Small Business Stock – Eligibility
‐ C corporation stock, acquired at original issuance
‐Active business, other than a professional service
business
‐ Gross assets < $50M
‐Held for at least 5 years
9/17/2011 9© 2011 Bethesda Law Group All rights reserved.
D. Tax Issues in Stock Sale for Cash and/or Notes
Shareholder Perspective (Continued)
● Small Business Stock – Exclusion Amount
‐ Presently, for Stock acquired after 8/10/93 – 50%
Excluded and 7% AMT Preference (Resulting in
Maximum Effective AMT Rate of 15%
(28% AMT Rate x 57% of Gain Exposed))
‐ Stock acquired from 9/28/10 to 12/31/11 – 100%
Excluded and no AMT Preference (Planning Tip)
‐ Stock acquired from 2/17/09 to 9/27/10 – 75% Excluded
and 28% AMT Preference
● Rollover of Gain under IRC §1045 (60 days)
9/17/2011 10© 2011 Bethesda Law Group All rights reserved.
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D. Tax Issues in Stock Sale for Cash and/or Notes
Shareholder Perspective (Continued)
● Notes Taken Back by Selling Shareholders?
● Installment Method will be available if:
1) Shareholder is a Cash‐Basis Taxpayer; and
2) The Note is not payable upon demand
● Under the Installment Method, gains will be reported as Note
is paid off (pro rata)
9/17/2011 11© 2011 Bethesda Law Group All rights reserved.
D. Tax Issues in Stock Sale for Cash and/or Notes
Buyer’s Perspective
● Buyer’s Basis in Stock = Purchase Price plus Acquisition Costs
● No Step‐Up in Basis of Corporation’s Assets
● Buyer obtains Tax Attributes of Corporation
– e.g. NOL’s (subject to IRC §382 limitations)
– Earnings & Profits
9/17/2011 12© 2011 Bethesda Law Group All rights reserved.
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D. Tax Issues in Stock Sale for Cash and/or Notes
Hypothetical:
● Shareholder bought 100 shares (comprising 100%) of Target, a C
corporation, for $100,000 in 1995.
● Shareholder sells entire interest in 2011 to Buyer for $500,000
cash.
●At time of sale, Shareholder basis = original investment
● Stock is “Qualified Small Business Stock”
9/17/2011 13© 2011 Bethesda Law Group All rights reserved.
D. Tax Issues in Stock Sale for Cash and/or Notes
Result:
●No Gain to Target
● Gain to Shareholder = $$$ Received less Basis = $400,000.
50% excluded as QSB stock. Other 50% is LTCG, with 7% AMT
preference. Net, net ‐ Shareholder will pay 15% tax on this gain =
$60,000.
● Buyer’s Basis = Amount Paid = $500,000
●What about §1045 rollover?
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E. Tax‐Free Exchange in a Stock Sale
● Stock for stock exchanges may be tax‐deferred under IRS §368
● “A” Reorg – Statutory Merger ‐At least 50% of Buyer Stock
● “B” Reorg – Stock for Stock – 80% Ownership
● “C” Reorg – Assets for Stock – Substantially all assets
● Taxable to extent of Boot (Cash or Other Property) Received
● Shareholder’s Basis Carries Over
● N.B. – Disregarded SMLLC’s may now be used
9/17/2011 15© 2011 Bethesda Law Group All rights reserved.
F. Tax Issues in an Asset Sale (C Corp Seller)
Corporate Seller’s Perspective
● Tax on Gain Realized by Sale
● Tax Based on Sales Price less Corporation’s “Inside” Basis, by
Asset Class
● Corporate Rate = 35% (No Cap Gain Preference)
●No tax effect to Corporation upon Distribution of Proceeds to
Shareholders following Sale
9/17/2011 16© 2011 Bethesda Law Group All rights reserved.
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F. Tax Issues in an Asset Sale (C Corp Seller)
Corporate Seller’s Perspective (Continued)
●Allocation of Purchase Price (Form 8594)
● Residual Method Must Be Used
ASSET CLASSES:
First, to Cash and General Deposit Accounts, then to:
I) Stock & Securities, CD’s
II) Accounts Receivable
III) Inventory
IV) All Other Assets (excluding IRC §197 Intangibles)
V) IRC §197 Intangibles
VI) Goodwill
9/17/2011 17© 2011 Bethesda Law Group All rights reserved.
F. Tax Issues in an Asset Sale (C Corp Seller)
Corporate Seller’s Perspective (Continued)
● IRC §197 Intangibles
‐ Goodwill, Going Concern Value & Noncompete Cov’ts
‐Workforce in Place
‐ Information Base
‐ Patents, Copyrights and other IP
‐ Customer‐Based Intangibles (e.g. Customer Lists)
‐ Supplier‐Based Intangibles
‐ Governmental Licenses & Permits
‐ Franchise, Trademark or Trade Name Rights
● 15 Year Amortization
9/17/2011 18© 2011 Bethesda Law Group All rights reserved.
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F. Tax Issues in an Asset Sale (C Corp Seller)
Corporate Seller’s Perspective (Continued)
● Receipt of Note?
● Installment Sale Reporting should be available to Corporation
EXCEPTIONS:
1) Inventory
2) Dealer Property
3) Stocks & Securities
* All gains related to these assets will be recognized
● See IRS Publication 537
9/17/2011 19© 2011 Bethesda Law Group All rights reserved.
F. Tax Issues in an Asset Sale (C Corp Seller)
Shareholder Perspective
● Taxable Income Recognized on Liquidating Distribution
● Basis = Consideration Received Less Shareholder’s Basis
● Taxed at Cap Gains Rate of 15% (if held for > 12 mos.)
9/17/2011 20© 2011 Bethesda Law Group All rights reserved.
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F. Tax Issues in an Asset Sale (C Corp Seller)
Buyer’s Perspective
● Buyer’s Basis “Stepped Up” to Purchase Price paid PLUS
Assumed Liabilities PLUS Acquisition Costs
● Purchase Price Spread Based on Form 8594 Allocation
9/17/2011 21© 2011 Bethesda Law Group All rights reserved.
F. Tax Issues in an Asset Sale (C Corp Seller)
Hypothetical
● Seller sells assets to Buyer for $50,000, $25,000 cash down in 2011
and $25,000 by a Promissory Note due in 2012.
● Seller’s Basis in its assets is $30,000: $10,000 in Inventory,
$10,000 in Accounts Receivable and $10,000 in Equipment (assume
no depreciation recapture)
● Seller IS ELIGIBLE for Installment Sale Reporting
● Form 8594 Allocation
‐ Inventory ‐ $20,000
‐Accounts Receivable $10,000
‐ Equipment ‐ $10,000
‐ Goodwill ‐ $10,000 (plug)
9/17/2011 22© 2011 Bethesda Law Group All rights reserved.
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F. Tax Issues in an Asset Sale (C Corp Seller)
Result
● Seller has an overall gain of $20,000, of which $10,000 relates to
appreciated Inventory. The sale of Inventory is excepted from
installment sale reporting.
● For the installment sale, the contract price is $30,000 and
Seller’s related basis is $20,000. Hence, the gross profit % = 33%
(Gain of $10,000/Contract Price of $30,000).
● Of the aggregate purchase price, $30,000 qualifies for installment
reporting. Hence, 60% of each payment received relates to the
installment sale, while the remaining 40% relates to the sale of
Inventory.
9/17/2011 23© 2011 Bethesda Law Group All rights reserved.
F. Tax Issues in an Asset Sale (C Corp Seller)
Result (Continued)
● For 2010, Seller reports:
‐ The full $10,000 gain on Inventory, and
‐ $5,000 as installment sale gain
= $25,000 x 60% (Installment Sale Portion) x 33% (GPP)
● Gains will be taxed at 35%, totaling $5,250. In 2012, Seller will
have another gain of $5,000, and pay tax of $1,750.
● Thereafter, Seller makes liquidating distribution of $43,000
●No tax to Seller on distribution
● LTCG Tax of 15% to Seller’s shareholder on distribution less
outside basis. Assuming outside basis = $0, Net Proceeds =
$36,550 ($50,000 ‐ $7,000 Seller tax ‐ $6,450 shareholder tax)
9/17/2011 24© 2011 Bethesda Law Group All rights reserved.
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F. Tax Issues in an Asset Sale (C Corp Seller)
Planning Ideas:
● Buyer wants to BUY ASSETS / Seller wants to SELL STOCK
●What can be done for Seller locked into Asset Deal?
‐ Personal Goodwill?
‐ Consulting Agreement?
‐Allocate to Goodwill, Not to FF&E
‐ Noncompete Covenant – WRONG
‐ IRC §338 election? Not tax‐efficient
9/17/2011 25© 2011 Bethesda Law Group All rights reserved.
F. Tax Issues in an Asset Sale (C Corp Seller)
Personal Goodwill
● Does the Principal Shareholder’s reputation, expertise or
contacts give Seller its intrinsic value?
● Is the Seller’s business technical or specialized?
● Is there no employment agreement or noncompete covenant in
place with Principal Shareholder? (See, e.g., Larry Howard v. U.S.,
9th Circuit Court of Appeals, 10‐35768, Aug. 29, 2011)
● If YES, you may be able to allocate a portion of the purchase
price to Personal Goodwill (No change to Buyer; LTCG to Seller’s
Shareholder)
● For more analysis, see Ibrahim, Darian M., The Unique Benefits of Treating
Personal Goodwill as Property in Corporate Acquisitions. Delaware Journal of
Corporate Law, Vol. 30, No. 1, Winter 2005.
9/17/2011 26© 2011 Bethesda Law Group All rights reserved.
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F. Tax Issues in an Asset Sale (C Corp Seller)
Consulting Agreement
● Shift portion of purchase price to Consulting Fees for Seller
Principal – MUST BE REASONABLE
●No entity‐level tax on Consulting Fees
● Deduction to Buyer when paid
● Ordinary income to Seller’s Shareholder when received
● Recharacterization = §197 Intangible (15 Year Amortization)
9/17/2011 27© 2011 Bethesda Law Group All rights reserved.
Part II: Seller Entity is an S Corporation
9/17/2011 28© 2011 Bethesda Law Group All rights reserved.
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A. Tax Issues in an Asset Sale (S Corporation)
Corporate Seller’s Perspective
● No entity‐level tax on gain
● Corporate level gain flows through to Shareholders,
maintaining its character (i.e. cap gain vs. ord. income)
● Corporate level gain increases Shareholders’ basis in Corporate
stock, reducing or eliminating any tax on a liquidating
distribution following sale
●No tax to Corporation on distribution of assets
9/17/2011 29© 2011 Bethesda Law Group All rights reserved.
A. Tax Issues in an Asset Sale (S Corporation)
Shareholder Perspective
● Tax is based on entity level taxable income flowing through to
Shareholders
● Generally, no taxable income recognized by Shareholders on
liquidating distribution due to basis increase
9/17/2011 30© 2011 Bethesda Law Group All rights reserved.
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A. Tax Issues in an Asset Sale (S Corporation)
Buyer’s Perspective
● Buyer’s Basis “Stepped Up” to Purchase Price paid PLUS
Assumed Liabilities PLUS Acquisition Costs
● Purchase Price Spread Based on Form 8594 Allocation
● Identical treatment for Buyer to C Corp. asset sale
9/17/2011 31© 2011 Bethesda Law Group All rights reserved.
A. Tax Issues in an Asset Sale (S Corporation)
Hypothetical
● Seller Corporation sells its assets to Buyer for $100,000.
●Assets include A/R, inventory, equipment and goodwill.
● Corporation’s basis in its assets is $50,000.
● Shareholder’s basis in his stock is also $50,000.
9/17/2011 32© 2011 Bethesda Law Group All rights reserved.
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A. Tax Issues in an Asset Sale (S Corporation)
Result
● No tax to Corporation on sale, $50,000 gain flows through
● Shareholder pays tax on gain based upon its character
(cap gain or ordinary income).
● Shareholder’s stock basis increases from $50k to $100k.
● No tax to Corporation upon distribution of $100,000 to
Shareholder.
● Shareholder pays no tax on distribution because his basis
equals the amount of the distribution.
● Buyer allocates purchase price among the assets (Form 8594).
9/17/2011 33© 2011 Bethesda Law Group All rights reserved.
B. S Corp Stock Sale with IRC §338(h)(10) Election
● Treats Seller Corporation and Buyer as if asset sale
occurred. Best of both worlds for Buyer.
● Buyer must be buying at least 80% of Corp’s stock
● Joint election to step up basis of assets (Form 8023)
‐must be made by 15th day of 9th month following
month of acquisition
● Corporation’s basis in its assets is stepped up to
= Purchase Price for stock + Corporation’s liabilities +
acquisition costs
9/17/2011 34© 2011 Bethesda Law Group All rights reserved.
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B. S Corp Stock Sale with IRC §338(h)(10) Election
● Corporation taxed as if it sold its assets in a “deemed
asset sale” to itself
● Tax is based upon excess of FMV over Corporation’s basis
● Corporation’s NOL can generally be used to offset gains
● Corporation’s gain passed through to Shareholders,
giving them a corresponding basis increase in their stock
● BEWARE OF:
‐ Depreciation Recapture (§1245 & 1250)
‐ BIG’s if Corporation used to be a C corp.
9/17/2011 35© 2011 Bethesda Law Group All rights reserved.
C. S Corp Stock Sale – Less than 50% of Stock Sold
● Consider a “closing of the books” election under
§1377(a)(2)
● Prevents manipulation of books for balance of tax year by
surviving, non‐selling shareholders
● Caveat: All shareholders must consent
9/17/2011 36© 2011 Bethesda Law Group All rights reserved.
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Part III: Seller Entity is a Partnership
9/17/2011 37© 2011 Bethesda Law Group All rights reserved.
Overview
Tax treatment of disposition of a partnership interest depends on:
1) Redemption/Liquidation vs. Sale of Interest;
2) Types of Assets Owned by Partnership;
3) If Redemption/Liquidation, Types of AssetsReceived by Partner;
4) Sale by Partnership Itself
9/17/2011 38© 2011 Bethesda Law Group All rights reserved.
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Focus:
● Sale vs. Redemption of an Interest
● Cash Consideration
● Not Covering:‐Mergers & Divisions‐ Disguised Sales‐ Partnership Liquidations
● Asset Sale by Partnership – See prior Section II(a)
9/17/2011 39© 2011 Bethesda Law Group All rights reserved.
A. Sale or Exchange to a Third Party
Seller’s Perspective
● Generally, gain or loss recognized on sale
● Partnership interest is a Capital Asset
● Hence, Capital Gain Rules apply
● Installment Rules apply
9/17/2011 40© 2011 Bethesda Law Group All rights reserved.
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A. Sale or Exchange to a Third Party
Seller’s Perspective
EXCEPTION #1 ‐ IRC §751 “Hot Assets”
‐ Unrealized Receivables
(includes §1245 personalty and §1250
realty, and certain intellectual property)
‐ Inventory
‐ Ordinary Income & Immediate Recognition
9/17/2011 41© 2011 Bethesda Law Group All rights reserved.
A. Sale or Exchange to a Third Party
Seller’s Perspective
EXCEPTION #2 – Relief of Liabilities
‐ To extent Seller is relieved of Partnership
liabilities
◦ Constructive receipt of cash payments
= Assumption of Seller’s share of
Partnership Liabilities
◦Must be recognized immediately
9/17/2011 42© 2011 Bethesda Law Group All rights reserved.
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A. Sale or Exchange to a Third Party
Buyer’s Perspective
● Outside Basis
= Purchase Price
+
Liabilities Assumed
(of Transferor and of Partnership)
9/17/2011 43© 2011 Bethesda Law Group All rights reserved.
A. Sale or Exchange to a Third Party
Buyer’s Perspective
● Inside Basis – Steps into Seller’s Shoes
● Unless IRC §754 Election Made
‐Made by Partnership, Not Partners
‐Made with Annual Return
‐ Continuous & Largely Irrevocable
9/17/2011 44© 2011 Bethesda Law Group All rights reserved.
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A. Sale or Exchange to a Third Party
Buyer’s Perspective
● Effect of §754 Election
‐ Step‐Up of Inside Basis to Purchase Price
‐Allocation governed by §755
◦ Between capital assets and §1231
property and any other property
◦ Reduce difference b/w FMV and basis
‐ Great Opportunity for Buyer where Ptn. holds
substantially appreciated, depreciable assets
9/17/2011 45© 2011 Bethesda Law Group All rights reserved.
B. Redemption of Partnership Interest
● §736
● Either:
‐ “§736(a) Payments” – Pro‐Buyer (Ptn.)
[Distributive Share / Guaranteed Payment]
or
‐ “§736(b) Payments” – Pro‐Seller
[Taxed as a Distribution]
● Significant flexibility may exist to structure
9/17/2011 46© 2011 Bethesda Law Group All rights reserved.
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B. Redemption of Partnership Interest
● §736(b) – Default Setting
● Exception, if:
(a) Payment in exchange for unrealized
receivables or goodwill;
(b) Capital not a material income‐
producing factor (i.e. service partnerships); AND
(c) Seller was a general partner.
● Treatment – Capital Gain
‐ Caveat: §751(b) appreciated inventory
9/17/2011 47© 2011 Bethesda Law Group All rights reserved.
B. Redemption of Partnership Interest
● §736(a) – Non‐Default Setting
● Guaranteed Payments
‐ Ordinary Income to Seller; Deduction to
Partnership
●Amounts Determined based on Income of
Partnership
‐ Distributive Share to Seller; Reduction of
Partnership Income to Remaining Partners
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B. Redemption of Partnership Interest
● Default Allocation of §736 Payments – where no
contractual agreement reached:
◦ Fixed Amounts – Pro Rata
◦ Variable Amounts – First to §736(b) Payments
and then to §736(a) Payments
●Assumption of Liabilities by Partnership –
treated as constructive cash payments (§736(b)
Payments) – recognized at end of any installment
period.
9/17/2011 49© 2011 Bethesda Law Group All rights reserved.
B. Redemption of Partnership Interest
Seller’s Perspective
● Basis of property (other than money)
= Adjusted Basis – Money Distributed
◦Allocated first to ordinary income property (to
extent of its inside basis) and then to other
property.
9/17/2011 50© 2011 Bethesda Law Group All rights reserved.
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B. Redemption of Partnership Interest
Partnership’s Perspective
● No Gain or Loss to Partnership, UNLESS
◦ Non‐pro rata distribution of §751
property or other property
● If §754 Election is in force, adjusted basis of
Partnership property must be adjusted
◦ Generally, by amount of gain recognized
by Seller PLUS any decrease in adjusted
basis of distributed property
9/17/2011 51© 2011 Bethesda Law Group All rights reserved.
C. Deemed Termination of Partnership
● Sale or Exchange of at least 50% of Partnership
Capital and Profits Interests within 12 months
● Gifts, Bequests, Inheritances and Liquidations
DO NOT COUNT
● Date of Termination = Date of Trigger Event
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C. Deemed Termination of Partnership
Effect of Termination
● Partnership Tax Year Closes for All Partners
● Depreciation Lives Restart
●Mechanics:
◦ Old Partnership transfers all assets to New
Partnership in exchange for interests therein;
◦ Old Partnership distributes interests in New
Partnership to the Partners in liquidation
◦ New Partnership continues
9/17/2011 53© 2011 Bethesda Law Group All rights reserved.
D. Sale vs. Redemption ‐ Planning Pointers
(1) If Installment Arrangement proposed, Sale provides
basis increase immediately to Partnership, whereas Seller’s gain is
deferred.
(2) However, where Partnership assumes Liabilities of
Seller, Seller’s gain recognized immediately in Sale transaction, but
deferred in a redemption transaction
(3) Tradeoff between character and amount of gain to Seller
versus character and amount of step‐up and deductions to
Partnership.
9/17/2011 54© 2011 Bethesda Law Group All rights reserved.
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Part IV: Ancillary Tax Considerations
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A. Bulk Sales and Use Tax Returns
● Due from Buyer by 20th of Month following Closing● 6% of Tangible Personal Property● Includes:
Furniture & FixturesComputer SoftwareBusiness RecordsCustomer ListsGoods and Supplies
● Excludes:Real PropertyInventoryListed AssetsManufacturing EquipmentIntangibles (including Goodwill)
9/17/2011 56© 2011 Bethesda Law Group All rights reserved.
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B. Bulk Sales Law (Comm’l Law Article §6‐101, et seq.)
●Applies to Transfers Outside the Ordinary Course of Business
● Buyer Required To:‐ Request Affirmed List of Creditors‐ Prepare Schedule of Property Sold‐Make List of Creditors Available for Inspection for 6 Months Following Closing‐Notify Each Creditor at least 10 Days Pre‐Close‐ Ensure Application of Purchase Price to Creditors
● Failure to Comply – Buyer At Risk to Extent of Value of Purchased Property
● Benefits – Shortened Statute of Limitations (6 Months)
9/17/2011 57© 2011 Bethesda Law Group All rights reserved.
C. MD Recordation and Transfer Taxes
Controlling Interests in a Real Property Entity(Tax‐Property Article §§12‐117 & 13‐103)
● “Controlling Interest” = 80% of the: (i) value of stock in a corporation; (ii) capital and profits interests in a pass‐through entity; or (iii) beneficial interests in a trust. 12 month test.
● “Real Property Entity” = any entity that: (a) directly or beneficially owns realty which constitutes 80% or more of its value; and (b) has a value of at least $1M. Value determined without regard to mortgages. Not included: (i) leases for 7 years or less; (ii) security interests in realty; and (iii) farms.
● Tax due within 30 days of final transfer.
9/17/2011 58© 2011 Bethesda Law Group All rights reserved.
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Thank You!
David W. HotesBethesda Law GroupPhone: (301) 469‐3352
Email: [email protected]
9/17/2011 59© 2011 Bethesda Law Group All rights reserved.