Document:

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                                                                   EXHIBIT 10.10

June 19, 2002

Wisconsin United For Health Foundation, Inc.
c/o Charles Henderson
Davis & Kuelthau, S.C.
111 East Kilbourn Avenue, Suite 1400
Milwaukee, WI 53202

Ladies and Gentlemen:

         We are writing to confirm our understanding concerning a proposed
public offering of common stock, no par value, of Cobalt Corporation (the
"Company").

         We have jointly begun the process of preparing to sell, in a single
underwritten public offering, a total of 7.5 million shares of Company stock,
consisting of 5.0 million outstanding shares owned beneficially by yourselves
(the "Foundation") and 2.5 million shares to be newly issued by the Company.
These shares are referred to herein as the "Firm Shares." It is understood that
these numbers at this time are subject to (i) further consideration by the
Foundation's Board of Directors, (ii) the exercise or non-exercise by the
underwriters of the customary over-allotment option, and (iii) increase or
reduction in the number of shares finally offered based upon recommendations by
the underwriters. However, the Board of Directors of the Company has authorized
the sale of no more than 3 million newly issued shares in total, and the number
of shares offered by the Company will in no event exceed the number of shares
offered by the Foundation.

         In connection with the proposed offering, we have agreed as follows:

         1. The registration of shares in the offering on behalf of the
Foundation ("Registration") will not be deemed a Demand Registration for
purposes of Section 2(d)(i) or 2(d)(ii) of the Registration Rights Agreement
between us dated as of March 23, 2001.

         2. Any exercise of the underwriters' over-allotment option will be
satisfied in its entirety by shares offered by the Foundation.

         3. In the event the underwriters indicate an ability to sell a greater
number of shares than the number initially registered, the Foundation will have
the first right (but not the obligation) to provide such shares.

         4. In the event the underwriters determine that marketing or other
factors require a limitation on the number of shares to be offered, the
Foundation will allow its allotment of Firm Shares to be cut back first, but not
below 50% of the total Firm Shares offered.

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June 19, 2002
Page 2

         5. The parties hereby mutually waive any notices required under Section
3(a) and 3(b) of the Registration Rights Agreement.

         6. The Registration will be deemed a Demand Registration for purposes
of Section 14 of the Registration Rights Agreement.

         7. Notwithstanding Section 3(e) of the Registration Rights Agreement,
the Company will not withdraw or decline to file the Registration without the
consent of the Foundation, which consent will not be unreasonably withheld.
However, the Company will not be required to participate in the offering with
its primary issue shares except upon terms and conditions acceptable to the
Company in its discretion. If the Company withdraws from the offering after the
filing of the Registration Statement with the Securities and Exchange
Commission, and the Foundation continues with the sale of its shares that are
subject to the Registration Statement, the Company agrees to participate in the
marketing of the offer and sale of the Foundation's shares with appropriate
personnel and further agrees to pay all costs and expenses in connection with
the marketing of the offer and sale of such shares including, but not limited
to, expenses associated with the production of road show slides and graphics,
fees and expenses of any consultants engaged in connection with road show
presentations, travel, lodging and related expenses, but excluding any
underwriting discounts and commissions and transfer taxes relating to the sale
or disposition of such shares pursuant to the Registration Statement and any
fees, expenses or disbursements of counsel and other advisors to the Foundation.

         8. In all other respects, the above described registration shall be
deemed to be a "Piggy-Back" registration pursuant to Section 3 of the
Registration Rights Agreement, and all the other provisions of the Registration
Rights Agreement shall govern the offering and sale of the shares described
herein.

         Please confirm that the foregoing correctly sets forth the agreement
between us.

                                               Very truly yours,

                                               COBALT CORPORATION

                                               By:    /s/  Gail L. Hanson
                                                   ---------------------------

Confirmed:

Wisconsin United for Health Foundation, Inc.

By:    /s/  David G. Meissner, v.p.
    -------------------------------------<PAGE>
                                                                EXHIBIT 10.11

                           PURCHASE AND SALE AGREEMENT
                                       OF
                           MIDELFORT HEALTH PLAN, INC.

         THIS AGREEMENT (the "Agreement") made and entered into effective as of
the 1st day of January, 1992 by and between United Wisconsin Services, Inc., a
Wisconsin corporation ("UWS") and Midelfort Clinic, Ltd. a Wisconsin
professional services corporation ("Clinic").

                                    PREAMBLE

         WHEREAS, UWS' parent company, Blue Cross & Blue Shield United of
Wisconsin ("Blue Cross"), the Clinic, and the Midelfort Health Plan, Inc.
("MHP") have entered into a joint venture agreement of the same date ("Joint
Venture") to design and market managed care products which utilize a provider
network; and

         WHEREAS, as part of the Joint Venture the Clinic desires to sell and
UWS desires to purchase one hundred percent of the outstanding shares of MHP;
and

         WHEREAS, as part of the Joint Venture the Clinic shall retain a limited
option to repurchase one hundred percent of the outstanding shares of MHP.

         NOW, THEREFORE, for good and valuable consideration, the receipt and
sufficiency of which is hereby acknowledged, the parties hereto agree to the
following:

                               TRANSFER OF SHARES

1.1  The Clinic shall on the Closing Date (as defined herein) deliver to UWS a
     certificate or certificates for one hundred percent of the outstanding
     shares of MHP stock. Said certificates shall be duly endorsed or
     accompanied by

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     appropriate stock transfer powers duly executed.

1.2  UWS shall receive on or before the Closing Date signed resignations of all
     incumbent directors and officers of MHP.

1.3  UWS shall restrict the shares it receives on Closing to be
     non-transferable, absent consent from the Clinic, for a period of time not
     to exceed the earlier of the initial term of the Joint Venture or
     termination of the Joint Venture.

1.4  Unless otherwise provided in this Agreement, the transfer of the shares
     shall be considered to have been made on the 1st day of January, 1992 and
     the obligations of the parties shall be determined accordingly.

                                  CLOSING DATE

2.0  As used in this Agreement, the Closing Date shall mean March 13, 1992.

                          REPRESENTATIONS OF THE CLINIC

3.1  The Clinic represents and warrants that it is the lawful owner of one
     hundred percent of the outstanding shares of MHP stock and has the full
     right and authority to sell and deliver the same in accordance with this
     Agreement.

3.2  The Clinic represents and warrants that the delivery of said shares of MHP
     stock pursuant to the provisions of this Agreement will transfer valid
     title thereto, free and clear of all liens, encumbrances and claims of
     every kind, except for the option to purchase granted to the clinic in
     section 10 of this Agreement, the transfer restrictions in Section 11 of
     this Agreement, and federal and state insurance and

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     securities laws.

3.3  The Clinic represents and warrants that MHP is an insurance corporation
     organized under Chapter 611 Wis. Stats., that MHP holds a valid certificate
     of authority issued by the State of Wisconsin Office of the Commissioner of
     Insurance under S609.03 Wis. Stats., and is in compliance with all the laws
     of the State of Wisconsin.

3.4  The Clinic represents and warrants that the financial statements of MHP for
     December 31, 1989 and December 31, 1990 which have been given to UWS, and
     the financial statement of MHP for December 31, 1991 which is yet to be
     prepared and which will be used to calculate the purchase price, and the
     related statements of income and retained earnings and cash flow for the
     years then ending, present fairly, in all material respects, the financial
     position of MHP, the results of its operations and its cash flows for the
     years then ending in conformity with generally accepted accounting
     principles.

3.5  The Clinic represents and warrants that, to the best of the Clinic's
     knowledge, MHP has no liabilities, absolute or contingent, which will not
     be shown or provided for in its financial statement for December 31, 1991,
     except for (a) those liabilities that are incurred after the date of that
     financial statement and (b) those liabilities which are disclosed in the
     footnotes to such financial statement. All liabilities incurred after that
     date were incurred in the

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     ordinary course of business.

3.6  All representations and warranties survive the Closing Date hereunder.

                                 PURCHASE PRICE

4.1  UWS shall on the Closing Date deliver to the Clinic, by wire transfer, the
     purchase price.

4.2  The purchase price shall be $400,000.00 plus 100% of the net equity of MHP
     as of December 31, 1991 as determined by MHP's regular accountant, Wipfli
     Ullrich Bertelson ("Bertelson"). Net equity shall be calculated using the
     numbers from the audited financial statement of MHP for December 31, 1991
     as prepared by Bertelson with the adjustments set forth below. "Net equity"
     shall be the "total stockholder's equity" as shown on the audited financial
     statement for December 31, 1991 reduced by any goodwill assets which
     entered into the calculation of such total stockholder's equity. Total
     stockholder's equity for December 31, 1991 shall be determined by applying
     the same accounting principles applied in determining total stockholder's
     equity as shown on the December 31, 1990 audited financial statement except
     as such accounting principles violate generally accepted accounting
     principles ("GAAP").

4.3  If the audited financial statement for December 31, 1991 is not available
     at the time of the closing, the parties shall make a good faith estimate of
     the net equity using the unaudited December, 1991 financial statement for
     MHP. Such

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     estimated net equity shall be used to calculate an estimated purchase price
     to be used to close the transaction, subject to the following
     reconciliations. As soon as the audited financial statement for December
     31, 1991 is available, but no later than April 30, 1992, such audited
     financial statement shall be used to calculate the purchase price which
     should have been paid at the closing ("audited purchase price"). If the
     audited purchase price is less than the purchase price paid by UWS, the
     Clinic shall promptly pay to UWS the difference between the audited
     purchase price and the purchase price previously paid by UWS. If the
     audited purchase price is greater than the purchase price paid by UWS, UWS
     shall promptly pay to Clinic the difference between the audited purchase
     price and the purchase price previously paid by UWS.

4.4  As soon after September 30, 1992 as practical the balance in the reserve
     account for incurred but not reported liabilities that is shown on the
     audited financial statement for December 31, 1991 shall be adjusted to be
     equal to MHP's actual experience through September 30, 1992, without any
     actuarial adjustment. If the adjusted balance in the reserve account is
     greater than the balance in the reserve account as shown on the audited
     financial statement, the Clinic shall promptly pay to UWS the difference
     between such balances. If the adjusted balance in the reserve account is
     less than the balance in the reserve account as shown on the

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     audited financial statement, UWS shall promptly pay to the Clinic the
     difference between such balances. MHP shall not be required to pay the
     Clinic for any services rendered prior to 1991 if the bill for such service
     is submitted to MHP after September 30, 1992.

4.5  MHP assigns and delegates to the Clinic, effective on the Closing Date, all
     right, title, interest and obligation in any subrogation recovery due MHP
     as a result of payments made on behalf of Thomas M. Price and Vera Price
     prior to January 1, 1992. The Clinic shall have sole authority and
     responsibility to pursue such subrogation recovery. If such subrogation
     recovery is received by MHP prior to the closing, MHP shall pay such
     recovery over to the Clinic at the closing and such payment shall not
     affect the calculation or payment of the purchase price otherwise due.

                                FEP RESERVE FUND

5.1  MHP assigns and delegates to the Clinic, effective on the Closing Date, all
     right, title, interest and obligation in any adjustment to community rate
     for benefit years ending on or prior to December 31, 1991 from the
     contingency reserve fund established under the Federal Employees Health
     Benefit Program administered by the federal Office of Personnel Management
     ("OPM").

5.2  The Clinic shall have the sole authority and responsibility to pursue
     recovery of any draw down for underestimated community rate and sole
     liability for any monies due OPM for

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     overestimated community rate. If such monies are received by MHP prior to
     the closing, MHP shall pay such monies over to the Clinic at the closing
     and such payment shall not affect the calculation or payment of the
     purchase price otherwise due.

                                   LIABILITIES

6.1  MHP files a consolidated federal income tax return with its parent, the
     Clinic. The Clinic's tax year ends September 30. The Clinic, as the seller,
     shall be solely responsible for preparing and filing on behalf of MHP all
     required tax returns for MHP for the periods of time ending December 31,
     1991. The Clinic, as seller, shall be solely responsible for paying all
     taxes resulting from the operation of MHP during the periods of time ending
     December 31, 1991 to the extent such taxes have not been previously paid or
     reserved on MHP's audited December 31, 1991 financial statement. This
     liability on the part of the Clinic includes subsequent assessments by
     regulators regarding tax liabilities for the above cited period of time.
     UWS shall provide to the Clinic all records of MHP which are reasonably
     necessary in order for the Clinic to prepare such tax returns.

6.2  The December 31, 1991 audited financial statement of MHP will show a
     liability for accrued income taxes. This liability is owed to the Clinic as
     the entity responsible for payment of the income tax on MHP's operation for
     the period ending December 31, 1991. A payment in an amount

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     equal to such liability shall be made by MHP to the Clinic no later than
     the date on which the December 31, 1991 financial statement is delivered to
     MHP by the accountant preparing such financial statement.

6.3  The Clinic, as seller, shall have sole responsibility to prepare and file
     on behalf of MHP all of the following for periods of time ending on
     December 31, 1991: Schedule of Covered Expenses as required by s. Ins. 3.50
     Wis. Admin. Code and Chapter 609 Wis. Stats.; audit of Schedule of Covered
     Expenses; audited financial statements as required by s. Ins. 16.02 Wis.
     Admin. Code; and actuarial certification of incurred but not reported
     claims. UWS, as the buyer and the new shareholder of MHP, shall have the
     right to observe the Clinic's administration of Sections 6.1 - 6.3 in order
     that UWS may gain knowledge that will assist UWS in performing similar
     administrative tasks for MHP in the future.

6.4  DWS, as the buyer, shall have sole responsibility to prepare and file all
     required financial statements and tax returns with the properly designated
     state and federal agencies for the period of time beginning January 1,
     1992. The Clinic shall provide to UWS all records in its possession which
     are reasonably necessary in order for UWS to prepare such statements.

6.5  UWS, as the buyer, shall have sole responsibility for all tax liabilities
     resulting from the operation of MHP for the

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     periods of time beginning January 1, 1992 so long as UWS remains the
     shareholder of MHP.

6.6  MHP shall reimburse the Clinic for the reasonable administrative expenses
     incurred by the Clinic in connection with the preparation and filing of the
     various documents which Sections 6.1, 6.2 and 6.3 require the Clinic to
     prepare and file.

6.7  There shall terminate as of the Closing Date any obligation of the Clinic
     to: hold MHP harmless from losses, guarantee the financial well being or
     reserves of MHP, provide letters of credit for MHP, or provide other
     guarantees for MHP. To the extent disclosed to UWS at or prior to the
     closing, UWS shall indemnify Clinic for any loss or expense the Clinic has
     incurred between January 1, 1992 and the closing date with respect to such
     obligations.

                                  SURPLUS NOTE

7.0  UWS shall, at its option, either maintain sufficient capital in MHP to
     allow MHP to make the scheduled payments on the surplus notes payable from
     MHP to the Clinic or prepay the surplus notes at any time without penalty.

                                  SERVICE MARK

8.1  The Clinic, to the best of its knowledge, together with MHP, owns or
     possesses licenses or other right to use the service mark of "Midelfort
     Health Plan, Inc." MHP may continue the use of the name "Midelfort Health
     Plan, Inc." in its corporate name and business for twelve months from the

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     Closing Date.

8.2  UWS shall, within twelve months of the Closing Date, cause MHP to change
     its name to eliminate the use of the word "Midelfort" and cause MHP to
     discontinue the use of the logo presently used by MHP. MHP shall not use
     the terms "Midelfort," Midelfort Clinic," or any variation thereof in its
     advertising or other public document unless it has first obtained the
     consent of the Clinic.

                               SERVICE AGREEMENTS

9.1  All service agreements between MHP and Midelfort Management, Inc. shall be
     terminated on the Closing Date, effective as of the close of business on
     December 31, 1991.

9.2  The Provider Agreement between MHP and the Clinic dated June 22, 1988 shall
     be superseded by a new Provider Agreement that is to be entered into by MHP
     and the Clinic on or subsequent to the Closing Date. The present Provider
     Agreement will be terminated effective as of the close of business on
     December 31, 1991 and the new Provider Agreement shall be effective as of
     January 1, 1992.

9.3  All other service agreements between MHP and third parties shall remain in
     effect according to their terms following the Closing Date. Clinic makes no
     representations regarding the present status of such agreements and does
     not represent that such agreements will survive the transaction
     contemplated by this Agreement.

9.4  Regarding the lease between James Heike ("Lessor") and MHP

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     of the premises at 2620 Stein Blvd., Eau Claire, Wisconsin, said lease, by
     its terms, is to remain in effect through March 31, 1995. The Clinic shall
     assume said lease or sublease said premises effective six months from the
     date MHP gives the Clinic written notice ("Assumption Date"). All rights
     are assigned and obligations delegated to the Clinic effective on the
     Assumption Date. Any consent which may be required by the Lessor in order
     to effectuate the assumption shall be the responsibility of MHP to obtain.
     The Clinic shall cooperate with MHP in obtaining such consent.

                              OPTION TO REPURCHASE

10.1 For a period of time not to exceed the earlier of the initial term of the
     Joint Venture or termination of the Joint Venture, the Clinic shall have
     the option to repurchase one hundred percent of the outstanding shares of
     MHP stock.

10.2 The purchase price for said option shall be an amount equal to $400,000.00
     plus 100% of the net equity of MHP as of the date of repurchase. The net
     equity shall be determined by applying the same accounting principles as
     applied in determining the price at which UWS purchased MHP stock,
     including an adjustment to the reserved account for incurred but not
     reported liabilities as set forth in Section 4.4. Provisions similar to
     Sections 1.1, 1.2, 3.1-3.6 and 6.1-6.7

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     of this Agreement shall apply to such repurchase.

10.3 UWS shall not liquidate, merge or take other actions with respect to MHP
     that would prevent the Clinic from exercising its option to repurchase.

10.4 The Clinic shall exercise this option to repurchase by giving written
     notice to Thomas R. Hefty as president of UWS. The purchase shall be
     effective on the last day of the calendar quarter following the date of
     written notice.

                                   INVESTMENT

11.1 UWS represents and warrants to the Clinic as follows:

     (a)  It enters into this Purchase and Sale Agreement with a knowledge and
          understanding of the investment and the risks thereof, and in doing so
          has relied upon its own independent investigation and its independent
          advisors, if any, and certain materials provided by the Clinic at UWS'
          request.

     (b)  It has been or will be informed by the Clinic in writing, by copy of
          the written legal opinion of Foley & Lardner for the benefit of the
          Clinic, that the MHP stock has not been registered under the
          Securities Act of 1933, as amended "Securities Act") or any applicable
          state securities laws (the "State Laws") on the ground that the offer
          and sale of the MHP stock are exempt from such registration by
          Sections 3(a)(11), 3(b) and/or 4(2) of the Securities Act and/or rules
          thereunder and certain limited offering exemptions

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          under the Laws, based in part upon its representations made in Article
          11 herein.

     (c)  It does not intend to divide its participation with others or to
          resell or otherwise dispose of all or any part of the MHP stock unless
          and until it determines at some future date that changed
          circumstances, not now in contemplation, make such disposition
          advisable.

     (d)  It is purchasing the MHP stock for investment for its own account, not
          on behalf of others, and not with a view to resell or otherwise to
          distribute the MHP stock, and it will not sell or otherwise distribute
          the MHP stock without registration under the Securities Act and the
          State Laws or exemptions therefrom and in compliance with Article 11
          of this Agreement.

     (e)  Its financial condition is presently adequate to bear the substantial
          economic risks of this investment and at the present time it could
          afford a complete loss of such investment; it has sufficient knowledge
          and experience in investment, tax, insurance, health care, and
          business matters that it is capable of evaluating the merits and risks
          of the prospective investment.

     (f)  All communications and information, written or oral, between the
          Clinic or MHP and UWS, concerning the MHP stock, UWS' offer to become
          the sole shareholder, and UWS' acceptance as the shareholder, have
          been directed to persons in, and have been received in, the State of

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     Wisconsin and not in any other state.

     (g)  UWS is not liable for any finders' fees, brokerage fees or
          similar fees or expenses in connection with entering into this
          transaction with the Clinic.

11.2 Each certificate for MHP stock shall contain or otherwise be imprinted with
     a restrictive legend reflecting the restrictions on transfer of MHP stock.
     MHP shall place "stop transfer" instructions on its records and shall
     instruct any transfer agent to prevent the transfer of MHP stock except in
     conformity with this Agreement.

                                  MISCELLANEOUS

12.2 In the event of any dispute between the parties relating to this Agreement
     the parties agree to submit the matter to arbitration in accordance with
     the rules of the American Arbitration Association.

12.2 The captions and headings throughout this Agreement are for convenience and
     reference only. The words of the captions and headings will in no way be
     held or deemed to define, describe, explain, modify, or limit the meaning
     of any provision, or the scope or intent of the Agreement.

12.3 All notices required or permitted by this Agreement shall be sent to the
     following addresses, or to such other persons or locations indicated in
     writing by the parties:

          UWS:
          Thomas R. Hefty, President
          United Wisconsin Services, Inc.
          401 West Michigan Street
          Milwaukee, WI 53203

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                     Clinic:
                     Robert Downs, Executive Director
                     Midelfort Clinic, Ltd.
                     733 West Clairemont Avenue
                     Eau Claire, WI 54701

12.4 This Agreement shall be construed according to the laws of the State of
     Wisconsin.

12.5 The parties agree to hold the information contained in this Agreement in
     strictest confidence, not to make use thereof other than for performance of
     this Agreement, and not to release or disclose it to any other party other
     than for the performance of this Agreement

     IN WITNESS WHEREOF, the parties have caused this Agreement to be executed
in duplicate by their duly authorized representatives.

ATTEST:                                        MIDELFORT CLINIC, LTD.

/s/ Stephen R. Schrage                            By: /s/ William C. Rupp, M.D.
---------------------------                       ------------------------------
                                                  Title: President
                                                        ------------------------

ATTEST:                                        UNITED WISCONSIN SERVICES, INC.

/s/ Sarah C. Skebba                               By: /s/ Thomas R. Hefty
---------------------------                       ------------------------------
                                                  Title: President
                                                        ------------------------

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