Everything You Always Wanted to Know about Bond Structuring, But were Afraid to Ask

Everything  You  Always   Wanted  to  Know  about   Bond  Structuring,   But  were  Afraid  to  Ask 2016  ANNUAL  CONFERENCE Hotel  Monteleone–New  Or...
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Everything  You  Always   Wanted  to  Know  about   Bond  Structuring,   But  were  Afraid  to  Ask 2016  ANNUAL  CONFERENCE Hotel  Monteleone–New  Orleans October  5–7

(maybe  not  everything – just  what  will   fit  in  the  hour  we  have)

Lori  Raineri,  Moderator Shelley  Aronson,  Speaker Dave  Abel,  Speaker Win  Smith,  Speaker

Call  Features  -­ Tax-­Exempt  vs.  Taxable  Markets • Optional  Redemption:    The  Right  – But  Not  The  Obligation   – To  Prepay  All  Or  Part  Of  A  Bond  Before  It  Matures – Purpose  of  Issuance • Tax-­Exempt: Projects  too  large  to  fund  from  operating  revenues   (intergenerational  equity) • Corporate: Strategic  low-­cost  part  of  a  balance  sheet;;  typically   shorter  duration

– Source  of  Repayment • Tax-­Exempt:     Property,  Income  and  Sales  Tax;;  User  fees  and   Charges;;     • Corporate:     Proceeds  of  the  next  take-­out  financing;;  claim  usually   senior  to  equity

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2016  ANNUAL  CONFERENCE

Call  Features  -­ Tax-­Exempt  vs.  Taxable  Markets • Optional  Redemption:    The  Right  – But  Not  The  Obligation   – To  Prepay  All  Or  Part  Of  A  Bond  Before  It  Matures •



Purpose  of  a  Call  Feature • Tax-­Exempt: Longer  amortization;;  restructure;;  re-­defining   security;;  excess  revenue  calls • Corporate: Shorter  bullets;;  yield  curve  optimized  at   issuance,  limited  strategic  value  to  the  call Market  Treatment  Of  A  Call  Feature • Tax-­Exempt: Part  of  market  culture  from  the  beginning;;   interplay  with  market  discount  rule • Corporate: Costly  if  needed;;  difficult  to  hedge;;  ARRA     Programs  encountered  resistance 3

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Price-­to-­Call  and  Price-­to-­Maturity

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Pricing  with  a  Premium  Call

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Pricing  for  4%  and  5%  Coupons

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Breakeven  Call  Premiums 15  Years  to  Maturity,  10  Year  Call,  5%  Coupon,  3%  Yield

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Benchmark  Curves  -­ MMD  and  MMA  Sample  Curves   as  of  July  7  (2016)

Theoretical  Par  Curve

Borrower’s  cost  if  the   OPTION  IS  NOT   EXERCISED

Borrower’s  cost  if  the   OPTION  IS  EXERCISED

“Kick  Spreads”  – the  difference   between  Yield  to  Maturity  and   Yield  to  Worst  – always  wider  for   Higher  Coupon  Bonds

There  is  no  certainty  the  option  can  be  exercised  at  the  higher  5%  coupon.    If  a  Treasury   escrow  can  be  purchased  at  yield  equivalent  to  the  3%  YTC,  but  a  5%  coupon  was  issued   (with  a  lower  allowable  escrow  yield),  not  calling  the  5%  coupon  becomes  a  real  sunk  cost. 8

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Various  Market  Perspectives  on  Coupons • Preferences for High Coupon (Institutional Buyers) – Protection from Market Discount Rule treatment – Muted price decline with rising yields (pricing to the call date is less sensitive to yield) – Higher probability of advance refunding (Value converts from Issuer Credit Tax-­Exempt Pre-­Refunded)

• If Non-­Callable (Or Not Economically Callable, Such As A Make Whole Call) – Also effective for Market Discount Treatment avoidance – Non-­callable maturities have greater “convexity”, IE, price moves faster with yield – Will likely never be refunded (for economics), Investors think “Issuer’s credit spread to final maturity” 9

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Various  Market  Perspectives  on  Coupons • Preferences  for  Lower  Coupons  (Certain  Buy-­side   Participants) – Casualty  Insurance  (self-­describe  as  buy-­and-­hold) – Retail  buyers  resistant  to  high  dollar  prices  (Optics) – Higher  stated  yield  (YTW)  – Best  value  buy  is  if  “4-­coupon  YTM  is   just  inside  the  5-­coupon  YTM”

• “Gravitation”  Toward  Lower  Coupons  (Issuers  And   Advisors) – Bidder’s  option  couponing  in  competitive  sales  (low  TIC  to  maturity   award  mechanics) – Refunding  with  4%  produce  more  savings  (capturing  a  portion  of  the   otherwise  latent  option  value) – Legal  limits  on  Bond  Premium  (Ohio  and  Connecticut  issuers  cannot   use  bond  premium  in  project  funds)   10

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Issuer’s  Perspective  on  Advance  Refunding PV  Savings  reaches  a  difference  5.5%  between  the  4-­ Coupon  and  5-­Coupons  at  approximately  four  years  after   issuance. The  Higher  Coupon  reaches  any  given  Issuer  minimum   PV  policy  threshold  roughly  2  years  earlier.

If  the  Yield  to  Maturity  for  the  4%  and  5%   coupons  were  “close”,  IE,  less  than  10  basis   points,  expected  value  (much  of  which  comes   from  rolling  curve  slope)  can  considerably  out-­ perform  the  original  lower  TIC  gain  over  time.

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Issuer’s  and  Bondholder’s  Perspective  on  Advance Refunding Gain  from  advance  refunding  for  a  bondholder  decreases  as  the  call  date   approaches.    Prices  head  toward  “Par”  as  time  approaches  maturity.

When  a  bond  is  escrowed,  it  becomes  Treasury  backed  to  its  call  date  as   the  new  maturity  date.    It  therefore  trades  to  a  lower  point  on  the  yield   curve,  at  a  higher  priced  Pre-­Refunded.

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Typical  Tradeoffs  of Low  vs.  High  Coupon  Bonds LOW  COUPON • • • • • •

HIGH  COUPON •

Lower  Scheduled Debt   Service Lower  Yield-­to-­Maturity Lower  TIC Lower  Option  Value Less  Likely  to  Refund Longer  Duration   Investors

• • • • •

Lower  Expected Debt   Service Lower  Yield-­to-­Call Lower  Arbitrage  Yield Higher  Option  Value Highly  Likely  to  Refund Shorter  Duration   Investors

Remember  – Yield  to  Call  is  also  the  “Arbitrage  Bond  Yield”  for  purposes  of  setting  escrow  yield   limits  in  an  advance  refunding.

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Comparing  a  Sample  5%  &  4%  Coupon  Refunding 5%  Coupon  Refunding

4%  Coupon  Refunding

4's  Vs.  5's

Year

Par  $m

Coupon

Yield

Price

Y-­T-­M

"Kick"

Year

Par  $m

Coupon

Yield

Price

Y-­T-­M

"Kick"

Yield

2017 2018 2019 2020 2021 2022 2023 2024 2025 2026 2027 2028 2029 2030 2031 2032 2033 2034 2035

               -­                -­                -­          1.715          1.805          1.895          1.995          2.090          2.195          2.305          2.420          2.540          2.670          2.805          2.945          3.090          3.240          3.405          3.580

5 5 5 5 5 5 5 5 5 5 5 5 5 5 5 5 5 5 5

1.060 1.160 1.280 1.390 1.500 1.610 1.720 1.830 1.970 2.120 2.250 2.320 2.370 2.420 2.470 2.520 2.570 2.630 2.690

103.908 107.569 110.914 113.998 116.799 119.314 121.544 123.491 124.877 125.829 124.503 123.795 123.293 122.793 122.296 121.801 121.308 120.720 120.136

1.060 1.160 1.280 1.390 1.500 1.610 1.720 1.830 1.970 2.120 2.445 2.669 2.844 2.994 3.126 3.242 3.346 3.445 3.535

0 0 0 0 0 0 0 0 0 0 20 35 47 57 66 72 78 82 85

2017 2018 2019 2020 2021 2022 2023 2024 2025 2026 2027 2028 2029 2030 2031 2032 2033 2034 2035

         0.075          0.080          0.080          2.015          2.100          2.180          2.270          2.360          2.455          2.550          2.655          2.760          2.875          2.990          3.110          3.230          3.355          3.495          3.635

4 4 4 4 4 4 4 4 4 4 4 4 4 4 4 4 4 4 4

1.060 1.160 1.280 1.390 1.500 1.610 1.720 1.830 1.970 2.120 2.300 2.420 2.520 2.670 2.770 2.870 2.970 3.080 3.190

102.916 105.598 107.980 110.120 111.999 113.617 114.976 116.080 116.667 116.860 115.109 113.959 113.010 111.605 110.679 109.762 108.854 107.866 106.888

1.060 1.160 1.280 1.390 1.500 1.610 1.720 1.830 1.970 2.120 2.426 2.635 2.799 2.980 3.104 3.214 3.314 3.411 3.500

0 0 0 0 0 0 0 0 0 0 13 22 28 31 33 34 34 33 31

Higher

Lower

0.050 0.100 0.150 0.250 0.300 0.350 0.400 0.450 0.500

-­0.019 -­0.034 -­0.045 -­0.014 -­0.022 -­0.028 -­0.032 -­0.034 -­0.035

Refunding  Par

                         40,695,000

Bond  Yield TIC  to  Maturity Escrow  Yield

                                       2.3022                                        2.8723                                        1.0474

Future  Savings Present  Value Average  Annual  Savings

                             4,193,550                              3,074,919                                    220,713

PV%  of  Refunded  Par Refunding  Efficiency

6.858% 64.086%

Vs  Arb

                     0.57                  (1.25)

Refunding  Par

                         44,270,000

Bond  Yield TIC  to  Maturity Escrow  Yield

                                       2.4899                                        2.8149                                        1.0474

Future  Savings Present  Value Average  Annual  Savings

                             4,374,850                              3,368,138                                    230,255

PV%  of  Refunded  Par Refunding  Efficiency

7.511% 63.040%

Vs  Arb

                     0.33                  (1.44)

Y-­T-­M

                             3,575,000                                        0.1877                                      (0.0574)                                                  -­                                    181,300                                    293,219                                          9,542 0.65% -­1.0%

Option  Sensitivity  …  Rates  lower  by  25  basis  points  (0.25%) 5%  Coupons  …  32.5%  PV  savings  increase 4%  Coupons  …  29.8%  PV  savings  increase

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Ultimate  Cost  of  4% vs  5% Coupon

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Discussion  Subjects  – New  Money • Is The Proposed Issue Of Sufficient Size Or Maturity That Future Couponing Optionality Has Meaningful Economics For The Issuer? • Competitive  Sale: • • •



Process  adjustments  that  are  more  likely  to  give  a  fair  hearing  to   aggressively  priced  (and  value  rich  to  the  issuer)  higher  coupons,   while  maintaining  process  transparency. 4.5%  floor  coupon The  market  can  give  or  take  an  “05”  in  a  single  day:    Consider  the   policy  discussion  of  grouping  the  top  three  bids  (within  an  “05”)  and   awarding  (blind  as  to  the  underwriter’s  identity  until  after  a  final   decision)  considered  on  the  basis  of  best  couponing? Lower  restrictions  on  term  bonds  to  allow  syndicates  to  aggressively   price  for  liquidity.

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2016  ANNUAL  CONFERENCE

Discussion  Subjects  – New  Money • Is The Proposed Issue Of Sufficient Size Or Maturity That Future Couponing Optionality Has Meaningful Economics For The Issuer? • Negotiated  Sale: •

Is  there  a  reliable  benchmark  for  a  5%  coupon  placement   available? • Consider  using  a  5  structure  as  a  “straw-­man”  to  more   aggressively  price  lower  coupons

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2016  ANNUAL  CONFERENCE

Discussion  Subjects  – Miscellaneous Future Refunding Policy Themes: – If issuers and advisors invested effort to protect option value (lower coupon alternatives were presented but not used), should there be protective future refunding standards to avoid advance refunding too soon? – GFOA is updating their Refunding Debt Policy;; consider integrating themes to manage refunding timing.

Know The Limits Of Your Benchmark Curves – Couponing take-­out value (optionality) will always be active after the call date. It can never be neutralized. – Will all coupon structures, credits and call features (long or short) be able to demonstrate consistent spread relationships to the MMD 5-­Coupon curve over time? Should we begin “socializing” the 4-­ coupon and 3-­Coupon curves? – There still is no true non-­callable curve for the tax-­exempt markets 18

2016  ANNUAL  CONFERENCE

Discussion  Subjects  – Miscellaneous Inventing Something New -­ Win Analytics “Basis Call” – Preserves the positive price territory sought for discount avoidance – Augments the original issue proceeds to an extent that future refunding savings might be captured now – How will the market respond to the resulting “super high” dollar prices and no expectation of Pre-­Refunding

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2016  ANNUAL  CONFERENCE

Conservation  of  Duration • In  a  bond  issue  structure,  alternative  coupon  choices  can  lead   to  similar  schedules  of  total  debt  service  and  nearly  identical   aggregate  issue  duration  (ignoring  calls). • Lowering  the  coupon  of  an  individual  bond  lengthens  its   duration  but  raising  the  coupon  shortens  the  duration. • Any  change  in  a  bond’s  coupon  must  be  compensated  by   resizing  the  earlier  bonds  so  that  the  aggregate  issue  duration  is   preserved. • Therefore,  coupon  choices  should  not  be  viewed  in  isolation.     The  effect  on  the  whole  structure  should  be  examined.

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Contact  Information Win  Smith Win  Analytics  LLC (303)  883-­2535 [email protected] Win  Analytics  LLC  neither  guarantees  the  accuracy,  completeness,  suitability  or  validity  of  the  information  provided  in  this   presentation  nor  will  it  be  liable  for  any  errors  in  this  information  or  any  damages  arising  from  its  use.  

Dave  Abel William  Blair  &  Company  LLC (312)  364-­8820 [email protected] Per  MSRB  Rule  G-­17  and  the  SEC  Municipal  Advisor  Rule,  William  Blair  &  Company,  L.L.C.  (“the  Firm”),  in  its  capacity  as  an  underwriter  of   municipal  securities,  is  not  recommending  an  action  to  you  as  the  municipal  entity  or  obligated  person. The  information  provided  is  not  intended  to  be   and  should  not  be  construed  as  “advice”  within  the  meaning  of  Section  15B  of  the  Securities  Exchange  Act  of  1934. This  information  is  being   provided  for  discussion  purposes,  and  you  should  discuss  any  information  and  material  contained  in  this  communication  with  any  and  all  internal  or   external  advisors  and  experts  that  you  deem  appropriate  before  acting  on  this  information  or  material. Unless  otherwise  agreed, the  Firm  is  not   acting  as  a  municipal  advisor  to  you  and  does  not  owe  a  fiduciary  duty  pursuant  to  Section  15B  of  the  Exchange  Act  to  you  with  respect  to  the   information  and  material  contained  in  this  communication. In  our  capacity  as  underwriter,  our  primary  role  will  be  to  purchase the  securities  as  a   principal  in  a  commercial,  arms’  length  transaction,  and  we  will  have  financial  and  other  interests  that  differ  from  yours. Views  and  opinions  expressed   by  Dave  Abel  are  not  necessarily  those  of  the  Firm.    Information  and  background,  while  expected  to  be  reliable,  is  not  guaranteed  for  accuracy,   relevance  or  fitness  for  use  for  a  particular  purpose.

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Resources Relevant Articles from The Bond Buyer The Allure of 5% Bonds: Coupon Levitation Creates Magical Savings Andrew Kalotay, Friday, January 27, 2012 With Premium Callables, Worst-­Case Metrics No Longer Work Peter Orr, April 26, 2016 Issuers Structure Deals to Meet Retail Demand for Lower Coupons Christine Albano, August 18, 2016 Taming Premium Bonds Winthrop Smith, August 10, 2016

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Resources  – Conceptual  Glossary The following Glossary is intended to help build your understanding of key concepts. The definitions are not necessarily standard or complete, but they are the sole responsibility of Win Analytics LLC. Glossary  Contents Section

Slide  #

Pricing

24

Duration

27

Options

28

Refunding

30

Taxes

32

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2016  ANNUAL  CONFERENCE

Glossary  – Pricing  1/3 Price The bond price for an actual or hypothetical transaction is set by a mechanical process – it is the present value of the bond’s expected future cash flows, discounted at a pricing yield. The higher the yield, the lower the price. The yield reflects market conditions, the characteristics of the bond and the issuer, the needs and perceptions of those trading the bond, and tax considerations. There can even be feedback from the price back to the yield. For example, if high yields drive the price down far enough, market discount tax treatment may force the yield even higher to compensate for tax effects. Price and yield are two sides of the same coin. This can be confusing: if a headline says T-­Bills are up, is that referring to prices or yields?

Pricing Yield The pricing yield on a bond is the rate of return that the bond’s cash flows must generate, relative to some price, so that a buyer and seller can agree to trade. If the bond is callable, more than one cash flow scenario must be considered, and the pricing yield will correspond to the scenario that generates the price-­to-­worst. The yields listed on the cover of an official statement are pricing yields. Note that “pricing yield” is not part of standard terminology, but we use it here to distinguish it from yield-­to-­call and yield-­to-­worst.

Premium If a bond pay an interest rate, or coupon, higher than the pricing yield, it is worth more than a similar par bond. The excess of its price over par is the premium.

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2016  ANNUAL  CONFERENCE

Glossary  – Pricing  2/3 Discount If a bond pay an interest rate, or coupon, that is less than the pricing yield, it is worth less than a similar par bond. The excess of par over the bond price is the discount.

Price-­to-­maturity This is an intermediate price which sets the ultimate price if it is the lowest of all intermediate prices. It indicates the present value of the cash flows in the scenario in which the bonds run to maturity without being called early. The present value is discounted at the pricing yield. If the price-­to-­maturity is much higher than some price-­to-­call, the issuer will likely call the bonds to avoid delivering valuable cash flows at a bargain price.

Price-­to-­call There is a price-­to-­call for every potential call date. It is the present value of the cash flows, discounted at the pricing yield, assuming that the bond is called on that date. The ultimate price on the bond equals the price to a particular call date if it is lower than the prices to all the other call dates, and lower than the price-­ to-­maturity. If the bonds are callable at par on every call date, premium bonds will price to the first call date and discount bonds will price to maturity. When there is a redemption penalty for a particular call date, the price to that call date includes the present value of that penalty.

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Glossary  – Pricing  3/3 Price-­to-­worst MSRB rules set bond prices to the lowest of the price-­to-­maturity and every price-­to-­call. The buyer benefits by paying for the least valuable of the possible scenarios for the bond cash flows. For premium bonds with a par call, the least valuable scenario is to call the bonds on the first call date, and for discount bonds it is to run the bonds to maturity. Absent a shift in interest rates, any other scenario will be a bonus for the buyer and an injury to the issuer. Most issuers avoid such injury by refunding callable premium bonds.

Yield-­to-­call Given the price, the yield-­to-­call measures the return on investment if the bond is called. As with price-­ to-­call, there is a yield-­to-­call for every possible call date, but if the calls are at par we are likely to be concerned only with the yield to the first call. A premium bond that is callable at par is priced to the first call date, and the yield-­to-­call matches the pricing yield. A discount bond is always priced to maturity;; its yield-­to-­call cannot be observed directly, but it does indicate investor’s return if the bonds are called.

Yield-­to-­maturity Given the price, the yield-­to-­maturity measures the return on investment if the bond runs to maturity. A discount bond is always priced to maturity, with the yield-­to-­maturity matching the pricing yield. A premium bond that is callable at par is priced to the first call date. In this case, the yield-­to-­maturity, or “kick yield”, represents a bonus to the investor if the issuer fails to call the bonds.

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2016  ANNUAL  CONFERENCE

Glossary  – Duration Duration Duration is the Swiss Army Knife of bond finance. It simultaneous measures the time span of a bond’s cash flows and its sensitivity to changes in interest rates. For fixed cash flows, duration is the average time to the cash flows, weighted by their present value. In contrast to average life, which only considers principal payments, duration includes both principal and interest. Investors are more protected from upward shifts in interest rates if they hold short duration bonds. However, declines in interest rates can drive large gains for holders of long duration bonds.

Modified Duration The technical term for the duration of fixed cash flows, when used to measure the sensitivity of price to changes in interest rates, is modified duration. Modified duration takes simple duration, also known as Macaulay duration, and applies a slight adjustment. As an example, consider a ten-­year zero coupon bond priced at 67.297 to yield 4%. The Macualay duration is 10 (there is a single cash flow at ten years) and the modified duration is about 9.8. If the yield drifts up by 0.10%, the price falls by about 9.8 x 0.10% x 67.297, which is about 0.007.

Effective Duration The cash flows on a callable bond are not fixed. The concept of effective duration takes into account the perceived likelihood of alternative cash flow scenarios. The effective duration on a bond that is very likely to be called in a year is close to a year.

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2016  ANNUAL  CONFERENCE

Glossary  – Options  1/2 Call Option A call option, established at the time of bond issuance, gives the issuer the right, but not the obligation, to take back a bond at specified dates and prices. Bonds are often sold with a ten-­year par call, meaning that the issuer can redeem the bond after ten years by paying the holder a call price of 100 and accrued interest. Bonds are typically callable on any interest payment date after the initial call date. Sometimes the first call price is at a premium, say 103, with declining prices for later call dates.

Option Value It is difficult to exactly specify the value of a bond option because the option is not priced or traded separately from the bond in which it is embedded. The value can be inferred using theoretical models, but there is no universal agreement on these models or the assumptions fed into them. Fortunately, all agree that option value has two parts: intrinsic value and time value.

Intrinsic Value At any point in time, the intrinsic value of an option is the value of exercising the option under current market conditions. If the bond is currently callable, this corresponds to the present value savings that a current refunding would generate. If the bond is not yet callable, the intrinsic value is the present value savings an advance refunding would generate. The intrinsic value cannot drop below zero because the issuer is not forced to exercise a costly option.

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2016  ANNUAL  CONFERENCE

Glossary  – Options  2/2 In-­the-­Money/Out-­of-­the-­Money An option is in-­the-­money to the extent it has positive intrinsic value. In this case, the bond can be refunded for some savings by replacing high coupons with lower yields in the current market. If a refunding would increase the issuer’s debt service, the option is out-­of-­the money.

Time Value The time value of a call option is created by future refinancing possibilities. Even an option with no intrinsic value can have some time value based on a probability that future markets could shift the option into the money. For a bond call option, the time value relates to the possibility that interest rates might decline in the future.

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2016  ANNUAL  CONFERENCE

Glossary  – Refunding  1/2 Advance Refunding/Escrow/Defeasance/Negative Arbitrage Advance refundings allow new bonds to replace outstanding bonds by means of an escrow account holding government securities. The escrow trustee must apply the cash flows generated by the securities to pay interest on the refunded bonds until their call date. On the call date, the escrow pays for principal and any redemption penalty. If the escrow is properly constructed with appropriate securities (usually from the U.S. Treasury), the old bonds are considered to be defeased, meaning that the issuer can generally treat them as if they are not a liability. The combined yield of the escrow securities is limited to the arbitrage yield. The escrow is economically irrelevant if it has efficient cash flows and it earns the arbitrage yield (in that case, nothing matters but the characteristics of the old bonds and the new bonds). At present, unfortunately, advance refundings usually suffer from negative arbitrage because Treasury yields for escrow securities fall short of the arbitrage yield. The cost of negative arbitrage is the excess of the escrow cost over an ideal escrow earning the arbitrage yield. Not all tax-­exempt bonds are allowed to be advance-­refunded. Eligibility for advance refunding depends in part on how the proceeds of the original bonds were spent and on whether the bonds have been advance-­ refunded before. An advance refunding allows the issuer to exploit a call option without waiting for the call date to arrive. The potential to advance refund supplements a one-­time call option with what has been termed the “advance refunding option” that can be exercised any time before the call date. The question of when to refund bonds is one of the most important decisions faced by issuers and their advisors.

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2016  ANNUAL  CONFERENCE

Glossary  – Refunding  2/2 Current Refunding A current refunding occurs within 90 days of an existing bond’s call date. Bonds that cannot be advance-­refunded are generally permitted to be current-­refunded. Current refundings usually involve escrows. The negative arbitrage cost from a current refunding escrow can be modest because the escrow securities underperform the arbitrage yield for only a short period.

Arbitrage Yield The arbitrage yield on a bond issue is calculated at the time of issuance according to IRS regulations. It limits the earnings on the investment of bond proceeds, so that issuers do not abuse the tax exemption on bond interest. It is similar to the TIC except in its treatment of upfront costs and callable bonds. For premium bonds that are callable at par, the arbitrage yield calculation assumes that the bonds are called on the first call date.

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2016  ANNUAL  CONFERENCE

Glossary  – Taxes Market Discount Tax Treatment For bonds acquired in the secondary market at a price below the de minimis threshold, the market discount is generally the difference between par and the purchase price (the calculation is modified for bonds with original issue discount). The market discount is taxable as ordinary income, undercutting the rationale for buying tax-­exempt bonds and making the bond unattractive to typical tax-­exempt investors.

De Minimis Threshold Investors in the secondary market are subject to market discount tax treatment if they purchase bonds at a price below the de minimis threshold. For bonds originally issued at par or at a premium, the threshold is determined by taking the remaining whole number of years to maturity, multiplying by a quarter point, and then subtracting this amount from par. The threshold for a bond with twenty years remaining to the maturity is 100 – 20 * 0.25 = 95. An investor purchasing this bond for 94 in the secondary market be subject to market discount tax treatment. Note that the threshold is not directly relevant to the original purchaser if they hold to maturity – they will not be subject to adverse tax treatment. However, if the original purchaser later brings the bond back to market, and its price has fallen below the threshold, the bond’s marketability will be impaired by its exposure to the market discount rules. For this reason, many investors prefer high coupon bonds which will only cross the de minimis threshold if the market yield climbs somewhat higher than the coupon.

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