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Page	
  1	
  
Copyright	
  ©	
  2011	
  Nutter	
  McClennen	
  &	
  Fish	
  LLP	
  
	
  
	
  
	
  
DICTIONARY	
  OF	
  TERMS:	
  UNDERSTANDING	
  AND	
  MAXIMIZING	
  THE	
  VALUE	
  OF	
  YOUR	
  COMPANY	
  	
  
IN	
  AN	
  EARLY	
  STAGE	
  FINANCING	
  	
  	
  
	
  
Financing	
  Terms	
  
	
  
Fully	
  Diluted	
  Equity	
  	
  
(aka	
  “FDE”)	
  
A	
  calculation	
  of	
  the	
  total	
  division	
  of	
  positive	
  Equity	
  interests	
  in	
  a	
  
Company,	
  i.e.,	
  typically	
  used	
  to	
  calculate	
  a	
  holder’s	
  ECONOMIC	
  INTEREST.	
  	
  	
  
	
  
Fully	
  Diluted	
  Equity	
  is	
  calculated	
  as:	
  
	
  
-­‐	
   All	
  outstanding	
  shares	
  of	
  Common	
  Stock	
  +	
  
-­‐	
   All	
  shares	
  of	
  Common	
  Stock	
  issuable	
  upon	
  conversion	
  of	
  all	
  Preferred	
  
Stock	
  	
  
-­‐	
   All	
  shares	
  of	
  Common	
  Stock	
  issuable	
  upon	
  exercise	
  of	
  In-­‐the-­‐Money	
  
Warrants/Options	
  
-­‐	
   All	
  shares	
  of	
  Common	
  Stock	
  issuable	
  upon	
  the	
  conversion	
  of	
  
convertible	
  debt	
  
	
  
In	
  some	
  cases,	
  Fully	
  Diluted	
  Equity	
  will	
  also	
  include:	
  
	
  
-­‐	
   Common	
  Stock	
  issuable	
  upon	
  exercise	
  of	
  Out-­‐of-­‐the-­‐Money	
  
Warrants/Options;	
  and/or	
  
-­‐	
   Common	
  Stock	
  reserved	
  for	
  issuance	
  under	
  an	
  existing	
  OR	
  PROPOSED	
  
Option	
  Plan.	
  
	
  
Note:	
  the	
  ratio	
  of	
  Common	
  Stock	
  to	
  Preferred	
  Stock	
  usually	
  begins	
  at	
  1:1	
  
but	
  may	
  adjust	
  due	
  to	
  anti-­‐dilution	
  protection	
  or	
  common	
  stock	
  splits.	
  
	
  
Pre-­‐Money	
  Valuation	
   The	
  Fair	
  Market	
  Value	
  of	
  the	
  whole	
  Company,	
  before	
  accounting	
  for	
  the	
  
influx	
  of	
  the	
  new	
  cash.	
  	
  Usually	
  determined	
  by	
  a	
  private	
  negotiation	
  
between	
  the	
  Company	
  and	
  the	
  investors.	
  
	
  
Pre-­‐Money	
  Valuation	
  Per	
  
Share	
  
	
  
The	
  Pre-­‐Money	
  Valuation	
  divided	
  by	
  the	
  Fully	
  Diluted	
  Equity.	
  
In-­‐the-­‐Money	
  options	
  and	
  
warrants	
  
Options	
  and	
  warrants	
  with	
  an	
  exercise	
  price	
  per	
  share	
  of	
  Common	
  Stock	
  
less	
  than	
  the	
  current	
  FMV	
  per	
  share	
  of	
  Common	
  Stock	
  (i.e.,	
  options	
  with	
  
value).	
  
	
  
Out-­‐of-­‐the-­‐Money	
  options	
  
and	
  warrants	
  
Options	
  and	
  warrants	
  with	
  an	
  exercise	
  price	
  per	
  share	
  of	
  Common	
  Stock	
  
greater	
  than	
  the	
  current	
  FMV	
  per	
  share	
  of	
  Common	
  Stock	
  (i.e.,	
  ‘worthless’	
  
options).	
  
	
  
Seaport	
  West	
  
155	
  Seaport	
  Boulevard	
  
Boston,	
  MA	
  02210	
  
www.nutter.com	
  
Page	
  2	
  
Copyright	
  ©	
  2011	
  Nutter	
  McClennen	
  &	
  Fish	
  LLP	
  
Post-­‐Money	
  Valuation	
   The	
  Pre-­‐Money	
  Valuation	
  plus	
  the	
  gross	
  amount	
  of	
  invested	
  cash	
  (there	
  is	
  
typically	
  no	
  deduction	
  for	
  the	
  deal	
  expenses	
  in	
  thinking	
  about	
  this	
  
number).	
  
	
  
Up-­‐Round	
   A	
  financing	
  in	
  which	
  the	
  Pre-­‐Money	
  Valuation	
  Per	
  Share	
  is	
  greater	
  than	
  in	
  
the	
  previous	
  financing	
  round.	
  	
  	
  
	
  
Down-­‐Round	
   A	
  financing	
  in	
  which	
  the	
  Pre-­‐Money	
  Valuation	
  Per	
  Share	
  is	
  less	
  than	
  in	
  the	
  
previous	
  financing	
  round.	
  	
  	
  
	
  
Flat-­‐Round	
   A	
  financing	
  in	
  which	
  the	
  Pre-­‐Money	
  Valuation	
  Per	
  Share	
  is	
  the	
  same	
  as	
  in	
  
the	
  previous	
  financing	
  round.	
  	
  The	
  Post	
  Money	
  Valuation	
  Per	
  Share	
  of	
  the	
  
prior	
  round	
  will	
  not	
  equal	
  the	
  Pre-­‐Money	
  Valuation	
  Per	
  Share	
  in	
  the	
  
current	
  round,	
  if	
  additional	
  options	
  have	
  been	
  issued	
  in	
  the	
  interim	
  –	
  
even	
  where	
  the	
  Post	
  Money	
  Valuation	
  of	
  the	
  old	
  round	
  equals	
  the	
  Pre-­‐
Money	
  Valuation	
  of	
  the	
  current	
  round.	
  
	
  
Liquidity	
  Event	
   The	
  sale,	
  merger,	
  or	
  IPO	
  of	
  a	
  Company	
  (or	
  its	
  assets)	
  wherein	
  the	
  
shareholders	
  of	
  the	
  Company	
  have	
  a	
  meaningful	
  opportunity	
  to	
  sell	
  their	
  
equity	
  at	
  the	
  then	
  prevailing	
  fair	
  market	
  value.	
  
	
  
Discounted	
  Cash	
  Flow	
  
Valuation	
  Methodology	
  
Valuing	
  a	
  company	
  by	
  using	
  the	
  net	
  present	
  value	
  of	
  all	
  future	
  net	
  cash	
  
flows,	
  each	
  discounted	
  by	
  an	
  amount	
  representing	
  both	
  the	
  time	
  value	
  of	
  
money	
  and	
  the	
  risk	
  associated	
  with	
  the	
  cash	
  flow.	
  	
  An	
  annuity	
  based	
  
terminal	
  value	
  (calculated	
  at	
  a	
  termination	
  date,	
  often	
  10	
  years)	
  is	
  added.	
  
	
  
Price	
  /	
  Equity	
  (Book)	
  Ratio	
   P/E	
  or	
  P/B	
  is	
  the	
  ratio,	
  for	
  a	
  public	
  company,	
  of	
  the	
  Company’s	
  book	
  value	
  
to	
  its	
  market	
  price.	
  	
  This	
  ratio	
  is	
  useful	
  in	
  comparing	
  how	
  the	
  markets	
  
value	
  the	
  free	
  cash	
  of	
  mature	
  companies	
  with	
  relatively	
  stable	
  operating	
  
histories.	
  	
  Because	
  book	
  value	
  does	
  not	
  accurately	
  measure	
  brand	
  and	
  
other	
  intangible	
  value,	
  P/E	
  or	
  P/B	
  is	
  often	
  used	
  with	
  hard	
  asset	
  
companies.	
  
	
  
Public	
  Comparables	
   Valuing	
  a	
  private	
  company	
  by	
  using	
  the	
  metrics	
  from	
  public	
  companies	
  
(such	
  as	
  Price	
  to	
  Operating	
  Margin	
  or	
  Price	
  to	
  Gross	
  Margins)	
  and	
  
applying	
  those	
  ratios	
  to	
  a	
  private	
  company	
  with	
  similar	
  Operating	
  Margins	
  
or	
  Gross	
  Margins.	
  
	
  
Transaction	
  Comparables	
   Valuing	
  a	
  private	
  company	
  by	
  comparing	
  it	
  to	
  the	
  value	
  paid	
  for	
  a	
  similarly	
  
situated	
  target	
  company	
  by	
  an	
  acquirer.	
  	
  The	
  range	
  of	
  targets	
  is	
  often	
  
weighted	
  to	
  reflect	
  greater	
  or	
  lesser	
  relationship	
  to	
  the	
  Company	
  being	
  
valued.	
  	
  In	
  strategic	
  (as	
  opposed	
  to	
  financial)	
  transactions	
  the	
  relative	
  
“synergy”	
  value	
  is	
  also	
  considered.	
  	
  	
  
	
  
Capital	
  Efficiency	
   The	
  ratio	
  of	
  capital	
  expended	
  to	
  revenue	
  (or	
  value)	
  produced.	
  	
  Capital	
  
efficiency	
  may	
  tell	
  one	
  something	
  about	
  Burn	
  Rates	
  and	
  the	
  time	
  to	
  
profitability,	
  but	
  may	
  not	
  indicate	
  the	
  overall	
  scalability	
  of	
  the	
  business.	
  
	
  
Page	
  3	
  
Copyright	
  ©	
  2011	
  Nutter	
  McClennen	
  &	
  Fish	
  LLP	
  
Accounting	
  Terms	
  
	
  
Net	
  Asset	
  Value	
   The	
  book	
  value	
  of	
  the	
  Company’s	
  assets	
  after	
  subtracting	
  the	
  book	
  value	
  
of	
  the	
  Company’s	
  liabilities.	
  
	
  
Burn	
  Rate	
   The	
  (monthly)	
  rate	
  at	
  which	
  a	
  Company	
  is	
  consuming	
  cash	
  (i.e.,	
  it	
  is	
  the	
  
average	
  monthly	
  rate	
  of	
  negative	
  cash	
  flow).	
  	
  Burn	
  rate	
  is	
  typically	
  only	
  
concerned	
  with	
  cash	
  and	
  not	
  the	
  consumption	
  of	
  other	
  items	
  of	
  value	
  
held	
  by	
  the	
  Company.	
  	
  Assets	
  divided	
  by	
  Burn	
  Rate	
  gives	
  one	
  the	
  ability	
  to	
  
see	
  when	
  the	
  Company	
  will	
  need	
  to	
  raise	
  additional	
  capital	
  or	
  cease	
  
operations.	
  
	
  
Revenue	
   The	
  amount	
  invoiced	
  by	
  the	
  Company	
  for	
  sales,	
  services	
  and	
  royalties.	
  	
  
Usually	
  this	
  is	
  reported	
  after	
  deducting	
  discounts	
  and	
  does	
  not	
  include	
  
revenue	
  collected	
  by	
  the	
  Company	
  that	
  will	
  be	
  turned	
  over	
  to	
  a	
  third	
  
party.	
  	
  Revenue	
  recognition	
  rules	
  are	
  complicated	
  and	
  governed	
  by	
  FASB	
  
and	
  AICPA.	
  	
  	
  
	
  
Cost	
  of	
  Goods	
  Sold	
  (COGS)	
   The	
  direct	
  costs	
  of	
  producing	
  the	
  goods	
  sold	
  or	
  services	
  provided	
  (i.e.,	
  the	
  
revenue	
  earned)	
  by	
  a	
  Company,	
  including	
  the	
  direct	
  material	
  cost,	
  direct	
  
labor	
  cost	
  (to	
  produce,	
  not	
  to	
  develop	
  the	
  product),	
  manufacturing	
  and	
  
packaging.	
  COGS	
  usually	
  excludes	
  distribution,	
  commissions,	
  and	
  research	
  
and	
  development.	
  	
  	
  
	
  
Gross	
  Profit	
  	
  
(aka	
  	
  Gross	
  Margin)	
  
	
  
The	
  cash	
  amount	
  derived	
  by	
  deducting	
  COGS	
  from	
  Revenue.	
  
Gross	
  Profit	
  (Margin)	
  
Percentage	
  
A	
  percentage	
  derived	
  by	
  dividing	
  Gross	
  Profit	
  (Margin)	
  by	
  Revenue.	
  Ex.	
  A	
  
company	
  with	
  $1	
  million	
  in	
  sales	
  and	
  COGS	
  of	
  $600,000	
  would	
  have	
  a	
  
Gross	
  Profit	
  (Margin)	
  Percentage	
  of	
  40%	
  ($1,000,000	
  -­‐	
  
$600,000/$1,000,000).	
  
	
  
EBIT/EBITDA	
  (Earnings	
  
Before	
  Interest	
  Taxes	
  /	
  
Depreciation	
  and	
  
Amortization)	
  
The	
  number	
  obtained	
  after	
  deducting	
  from	
  Gross	
  profit	
  all	
  of	
  the	
  costs	
  of	
  
selling,	
  general	
  operating	
  and	
  administrative	
  expenses	
  (including	
  research	
  
and	
  development).	
  For	
  EBITDA	
  one	
  would	
  add	
  back	
  depreciation	
  and	
  
amortization	
  charges.	
  	
  The	
  term	
  “Earnings”	
  is	
  often	
  used	
  here	
  in	
  a	
  non-­‐	
  
technical	
  accounting	
  sense	
  to	
  describe	
  both	
  EBIT	
  and	
  EBITDA.	
  
	
  
Operating	
  Margin	
   The	
  percentage	
  derived	
  by	
  dividing	
  EBIT	
  by	
  Revenue.	
  
	
  
Normalization	
   The	
  process	
  of	
  adjusting	
  (or	
  “recasting”)	
  historical	
  financials	
  and	
  
projections	
  to	
  reflect	
  “normal”	
  operations.	
  	
  Often	
  used	
  where	
  a	
  
management	
  team	
  has	
  been	
  taking	
  distributions	
  from	
  an	
  LLC	
  or	
  
Partnership,	
  rather	
  than	
  market	
  level	
  salaries,	
  or	
  to	
  eliminate	
  large	
  one-­‐
time	
  items	
  of	
  revenue	
  or	
  expense.	
  
	
  
	
  

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How to Build a Cap Table and Understand the Dilution Impact of Early-Stage Investment

  • 1. Page  1   Copyright  ©  2011  Nutter  McClennen  &  Fish  LLP         DICTIONARY  OF  TERMS:  UNDERSTANDING  AND  MAXIMIZING  THE  VALUE  OF  YOUR  COMPANY     IN  AN  EARLY  STAGE  FINANCING         Financing  Terms     Fully  Diluted  Equity     (aka  “FDE”)   A  calculation  of  the  total  division  of  positive  Equity  interests  in  a   Company,  i.e.,  typically  used  to  calculate  a  holder’s  ECONOMIC  INTEREST.         Fully  Diluted  Equity  is  calculated  as:     -­‐   All  outstanding  shares  of  Common  Stock  +   -­‐   All  shares  of  Common  Stock  issuable  upon  conversion  of  all  Preferred   Stock     -­‐   All  shares  of  Common  Stock  issuable  upon  exercise  of  In-­‐the-­‐Money   Warrants/Options   -­‐   All  shares  of  Common  Stock  issuable  upon  the  conversion  of   convertible  debt     In  some  cases,  Fully  Diluted  Equity  will  also  include:     -­‐   Common  Stock  issuable  upon  exercise  of  Out-­‐of-­‐the-­‐Money   Warrants/Options;  and/or   -­‐   Common  Stock  reserved  for  issuance  under  an  existing  OR  PROPOSED   Option  Plan.     Note:  the  ratio  of  Common  Stock  to  Preferred  Stock  usually  begins  at  1:1   but  may  adjust  due  to  anti-­‐dilution  protection  or  common  stock  splits.     Pre-­‐Money  Valuation   The  Fair  Market  Value  of  the  whole  Company,  before  accounting  for  the   influx  of  the  new  cash.    Usually  determined  by  a  private  negotiation   between  the  Company  and  the  investors.     Pre-­‐Money  Valuation  Per   Share     The  Pre-­‐Money  Valuation  divided  by  the  Fully  Diluted  Equity.   In-­‐the-­‐Money  options  and   warrants   Options  and  warrants  with  an  exercise  price  per  share  of  Common  Stock   less  than  the  current  FMV  per  share  of  Common  Stock  (i.e.,  options  with   value).     Out-­‐of-­‐the-­‐Money  options   and  warrants   Options  and  warrants  with  an  exercise  price  per  share  of  Common  Stock   greater  than  the  current  FMV  per  share  of  Common  Stock  (i.e.,  ‘worthless’   options).     Seaport  West   155  Seaport  Boulevard   Boston,  MA  02210   www.nutter.com  
  • 2. Page  2   Copyright  ©  2011  Nutter  McClennen  &  Fish  LLP   Post-­‐Money  Valuation   The  Pre-­‐Money  Valuation  plus  the  gross  amount  of  invested  cash  (there  is   typically  no  deduction  for  the  deal  expenses  in  thinking  about  this   number).     Up-­‐Round   A  financing  in  which  the  Pre-­‐Money  Valuation  Per  Share  is  greater  than  in   the  previous  financing  round.         Down-­‐Round   A  financing  in  which  the  Pre-­‐Money  Valuation  Per  Share  is  less  than  in  the   previous  financing  round.         Flat-­‐Round   A  financing  in  which  the  Pre-­‐Money  Valuation  Per  Share  is  the  same  as  in   the  previous  financing  round.    The  Post  Money  Valuation  Per  Share  of  the   prior  round  will  not  equal  the  Pre-­‐Money  Valuation  Per  Share  in  the   current  round,  if  additional  options  have  been  issued  in  the  interim  –   even  where  the  Post  Money  Valuation  of  the  old  round  equals  the  Pre-­‐ Money  Valuation  of  the  current  round.     Liquidity  Event   The  sale,  merger,  or  IPO  of  a  Company  (or  its  assets)  wherein  the   shareholders  of  the  Company  have  a  meaningful  opportunity  to  sell  their   equity  at  the  then  prevailing  fair  market  value.     Discounted  Cash  Flow   Valuation  Methodology   Valuing  a  company  by  using  the  net  present  value  of  all  future  net  cash   flows,  each  discounted  by  an  amount  representing  both  the  time  value  of   money  and  the  risk  associated  with  the  cash  flow.    An  annuity  based   terminal  value  (calculated  at  a  termination  date,  often  10  years)  is  added.     Price  /  Equity  (Book)  Ratio   P/E  or  P/B  is  the  ratio,  for  a  public  company,  of  the  Company’s  book  value   to  its  market  price.    This  ratio  is  useful  in  comparing  how  the  markets   value  the  free  cash  of  mature  companies  with  relatively  stable  operating   histories.    Because  book  value  does  not  accurately  measure  brand  and   other  intangible  value,  P/E  or  P/B  is  often  used  with  hard  asset   companies.     Public  Comparables   Valuing  a  private  company  by  using  the  metrics  from  public  companies   (such  as  Price  to  Operating  Margin  or  Price  to  Gross  Margins)  and   applying  those  ratios  to  a  private  company  with  similar  Operating  Margins   or  Gross  Margins.     Transaction  Comparables   Valuing  a  private  company  by  comparing  it  to  the  value  paid  for  a  similarly   situated  target  company  by  an  acquirer.    The  range  of  targets  is  often   weighted  to  reflect  greater  or  lesser  relationship  to  the  Company  being   valued.    In  strategic  (as  opposed  to  financial)  transactions  the  relative   “synergy”  value  is  also  considered.         Capital  Efficiency   The  ratio  of  capital  expended  to  revenue  (or  value)  produced.    Capital   efficiency  may  tell  one  something  about  Burn  Rates  and  the  time  to   profitability,  but  may  not  indicate  the  overall  scalability  of  the  business.    
  • 3. Page  3   Copyright  ©  2011  Nutter  McClennen  &  Fish  LLP   Accounting  Terms     Net  Asset  Value   The  book  value  of  the  Company’s  assets  after  subtracting  the  book  value   of  the  Company’s  liabilities.     Burn  Rate   The  (monthly)  rate  at  which  a  Company  is  consuming  cash  (i.e.,  it  is  the   average  monthly  rate  of  negative  cash  flow).    Burn  rate  is  typically  only   concerned  with  cash  and  not  the  consumption  of  other  items  of  value   held  by  the  Company.    Assets  divided  by  Burn  Rate  gives  one  the  ability  to   see  when  the  Company  will  need  to  raise  additional  capital  or  cease   operations.     Revenue   The  amount  invoiced  by  the  Company  for  sales,  services  and  royalties.     Usually  this  is  reported  after  deducting  discounts  and  does  not  include   revenue  collected  by  the  Company  that  will  be  turned  over  to  a  third   party.    Revenue  recognition  rules  are  complicated  and  governed  by  FASB   and  AICPA.         Cost  of  Goods  Sold  (COGS)   The  direct  costs  of  producing  the  goods  sold  or  services  provided  (i.e.,  the   revenue  earned)  by  a  Company,  including  the  direct  material  cost,  direct   labor  cost  (to  produce,  not  to  develop  the  product),  manufacturing  and   packaging.  COGS  usually  excludes  distribution,  commissions,  and  research   and  development.         Gross  Profit     (aka    Gross  Margin)     The  cash  amount  derived  by  deducting  COGS  from  Revenue.   Gross  Profit  (Margin)   Percentage   A  percentage  derived  by  dividing  Gross  Profit  (Margin)  by  Revenue.  Ex.  A   company  with  $1  million  in  sales  and  COGS  of  $600,000  would  have  a   Gross  Profit  (Margin)  Percentage  of  40%  ($1,000,000  -­‐   $600,000/$1,000,000).     EBIT/EBITDA  (Earnings   Before  Interest  Taxes  /   Depreciation  and   Amortization)   The  number  obtained  after  deducting  from  Gross  profit  all  of  the  costs  of   selling,  general  operating  and  administrative  expenses  (including  research   and  development).  For  EBITDA  one  would  add  back  depreciation  and   amortization  charges.    The  term  “Earnings”  is  often  used  here  in  a  non-­‐   technical  accounting  sense  to  describe  both  EBIT  and  EBITDA.     Operating  Margin   The  percentage  derived  by  dividing  EBIT  by  Revenue.     Normalization   The  process  of  adjusting  (or  “recasting”)  historical  financials  and   projections  to  reflect  “normal”  operations.    Often  used  where  a   management  team  has  been  taking  distributions  from  an  LLC  or   Partnership,  rather  than  market  level  salaries,  or  to  eliminate  large  one-­‐ time  items  of  revenue  or  expense.