Filed by CII Financial, Inc.

                                         Pursuant to Rule 425
                        under the Securities Act of 1933

                            For: CII Financial, Inc.

                         Commission File No.: 333-52726

                                December 26, 2000

To Holders of CII Financial, Inc.
7-1/2% Convertible Subordinated Debentures Due September 15, 2001

         We are offering to acquire all of our outstanding $47,059,000 principal
amount of 7-1/2%  Convertible  Subordinated  Debentures  Due September 15, 2001,
CUSIP No. 12551LAB7.

         The  purpose  of this  letter  is to call  your  attention  to  certain
important  information  regarding our offer. The offer expires at 5:00 p.m., New
York City time, on January 24, 2001.

         You can choose to sell your old 7-1/2%  debentures  for either  cash or
new debentures.

o             If you choose new  debentures,  you will receive $1,000  principal
              amount of our new 9% senior  subordinated  debentures due 2006 per
              $1,000  principal  amount of your old 7-1/2%  junior  subordinated
              debentures, plus accrued and unpaid interest in cash.

o             If you  choose  cash,  you will  receive  $525 in cash per  $1,000
              principal   amount  of  your  old   7-1/2%   junior   subordinated
              debentures,  plus accrued and unpaid interest in cash. However, we
              will purchase no more than $19.5 million total principal amount of
              old debentures for cash.

         If holders of more than $19.5  million  total  principal  amount of old
7-1/2%  debentures  elect to sell their  debentures  for cash,  we will not have
enough cash to pay for all the  debentures  that holders  elect to sell. In that
case, we will purchase a total of $19.5 million  principal  amount of debentures
for cash and we will exchange the balance of your debentures for new debentures.
All holders who elect to receive cash will be treated equally in this process.

         We are a holding  company with no significant  operating  assets of our
own. Our  subsidiaries  are regulated  insurance  companies which are restricted
from providing us with dividends or other funds. Currently, our subsidiaries are
prohibited  from  paying any  dividends  to us  without  prior  approval  by the
California  Department  of  Insurance.  We  intend  to seek  approval  from  the
California  Department for our subsidiaries to provide a portion of the funds we
need to complete this offer.

         Your old 7-1/2% junior subordinated debentures will mature on September
15, 2001. We are making this offer because,  although our insurance subsidiaries
are solvent,  CII  Financial  has no available  source of cash with which to pay
your old 7-1/2% debentures when they mature.






         As many of you know, the California workers' compensation market, where
we conduct more than 77% of our business,  has been severely  impacted in recent
years  by  negative  pricing  brought  on by  changes  in  applicable  insurance
regulations.  A number of our largest  competitors are now facing  bankruptcy or
receivership  and we incurred  losses of $8.4  million for the nine months ended
September 30, 2000.  However, we have recently seen improvement in California as
a number of our  competitors  have been  forced to  retrench  or exit the market
altogether.

         While  there can be no  assurance  that this  trend will  continue,  we
believe we will be in a better position to repay the new 9% senior  subordinated
debentures  due September 15, 2006 than we are to pay the old 7-1/2%  debentures
on September 15, 2001.  In addition,  we have provided a cash option for holders
who do not wish to exchange their old debentures for new debentures.

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         In  considering  our  offer,  you  should  be  aware  of  a  number  of
    significant   risks  that  will  affect  any  old  debentures   that  remain
    outstanding after expiration of our offer.

1)  We are a guarantor of $185 million of loans made under credit  facilities of
    our parent, Sierra Health Services. Our old 7-1/2% debentures rank junior to
    our guarantee of the credit facilities. In the event of a default in payment
    on our old  debentures,  Sierra's  senior  lenders  would  have the right to
    receive  payment in full on their  guarantee prior to any payment being made
    on the old debentures.

2)  Up to $47 million principal amount of new 9% senior subordinated  debentures
    due 2006 will be issued.  Any old 7-1/2% debentures that remain  outstanding
    will rank junior to all of the new 9% senior subordinated debentures.

3)  There may be no active  trading  market for any old 7-1/2%  debentures  that
    remain  outstanding after completion of the offer. As a result, you may have
    difficulty selling your old debentures after expiration of the offer.

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         If you want to  participate  in the offer,  you must make the necessary
arrangements  promptly.  In  particular,  if your  debentures are held through a
broker,  dealer, bank, trust company or other nominee, you will need to instruct
this firm to tender the debentures on your behalf. Since this procedure may take
a  considerable  amount of time, you should give these  instructions  as soon as
possible.

         The offer  expires at 5:00 p.m.,  New York City  time,  on January  24,
2001.

         The terms of the offer are contained in our Preliminary  Prospectus and
Exchange Offer,  which accompanies this letter.  The offer is subject to certain
conditions,   including  participation  by  holders  of  at  least  90%  of  the
outstanding  debentures,  receipt of sufficient financing,  receipt of necessary
approvals  from our  regulators  and  receipt of  necessary  consents  from bank
lenders.

         If you need assistance  making  arrangements to tender your securities,
please  call the  Information  Agent for the offer,  D.F.  King & Co.,  at (800)
735-3591.  If you have any  questions  about the offer,  please  call the Dealer
Manager  for the  offer,  Banc of  America  Securities,  at (888)  292-0070.  We
appreciate your consideration of our offer.

                                   Sincerely,


                                   Kathleen M. Marlon

                      President and Chief Executive Officer