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Investment Securities

12 Months Ended

Dec. 31, 2023

Investments, Debt and Equity Securities [Abstract]

White Mountains’s portfolio of investment securities held for general investment purposes consists of fixed maturity investments, short-term investments, common equity securities, its investment in MediaAlpha and other long-term investments. White Mountains’s portfolio of fixed maturity investments, including those within short-term investments, are classified as trading securities. Trading securities are reported at fair value as of the balance sheet date. Short-term investments also include interest-bearing money market funds and certificates of deposit that are carried at fair value. White Mountains’s portfolio of common equity securities, its investment in MediaAlpha and other long-term investments are measured at fair value. Other long-term investments consist primarily of unconsolidated entities, Kudu’s Participation Contracts, private equity funds and hedge funds, a bank loan fund, Lloyd’s trust deposits, ILS funds and private debt instruments. White Mountains has taken the fair value option for its equity method eligible investments. See Note 16 — “Equity Method Eligible Investments”. Net realized and unrealized investment gains (losses) are reported in pre-tax revenues.

Net Investment Income

White Mountains’s net investment income is comprised primarily of interest income associated with White Mountains’s fixed maturity investments and short-term investments, dividend income from common equity securities and distributions from other long-term investments.

The following table presents pre-tax net investment income for the years ended December 31, 2023, 2022 and 2021:


	Year Ended December 31,
Millions	2023		2022		2021
Fixed maturity investments	$	64.4	$	41.4	$	28.8
Short-term investments	52.0		16.4		.6
Common equity securities	4.1		1.6		.1

Other long-term investments	76.1		68.1		56.3
Amount attributable to TPC Providers	—		(1.0)		(1.0)
Total investment income	196.6		126.5		84.8
Third-party investment expenses	(2.4)		(2.1)		(2.3)
Net investment income, pre-tax	$	194.2	$	124.4	$	82.5

Net Realized and Unrealized Investment Gains (Losses)

The following table presents net realized and unrealized investment gains (losses) for the years ended December 31, 2023, 2022 and 2021:


	Year Ended December 31,
Millions	2023		2022		2021
Realized investment gains (losses)
Fixed maturity investments	$	(4.7)	$	(11.9)	$	3.9
Short-term investments	(.2)		(1.4)		(.1)
Common equity securities	29.5		—		.4
Investment in MediaAlpha	—		—		160.3
Other long-term investments	72.2		128.4		(7.7)
Net realized investment gains (losses)	96.8		115.1		156.8

Unrealized investment gains (losses)
Fixed maturity investments	66.1		(168.4)		(42.2)
Short-term investments	1.9		(1.1)		—
Common equity securities	47.1		(7.1)		14.9
Investment in MediaAlpha	27.1		(93.0)		(540.6)
Other long-term investments	195.2		(43.8)		172.7
Net unrealized investment gains (losses)	337.4		(313.4)		(395.2)
Net realized and unrealized investment gains (losses), before amount attributable to TPC providers (1)	434.2		(198.3)		(238.4)
Amount attributable to TPC Providers	—		6.8		(7.7)
Net realized and unrealized investment gains (losses)	$	434.2	$	(191.5)	$	(246.1)

Fixed maturity and short-term investments
Net realized and unrealized investment gains (losses)	$	63.1	$	(182.8)	$	(38.4)
Less: net realized and unrealized gains (losses) on investment securities sold during the period	4.7		(2.9)		(8.4)
Net unrealized investment gains (losses) recognized during the period on investment securities held at the end of the period	$	58.4	$	(179.9)	$	(30.0)

Common equity securities and investment in MediaAlpha
Net realized and unrealized investment gains (losses) on common equity securities	$	76.6	$	(7.1)	$	15.3
Net realized and unrealized investment gains (losses) from investment in MediaAlpha	27.1		(93.0)		(380.3)
Total net realized and unrealized investment gains (losses)	103.7		(100.1)		(365.0)
Less: net realized and unrealized gains (losses) on investment securities sold during the period	28.4		—		20.3
Net unrealized investment gains (losses) recognized during the period on investment securities held at the end of the period	$	75.3	$	(100.1)	$	(385.3)

(1) For 2023, 2022 and 2021, includes $13.6, $(29.3) and $(7.7) of net realized and unrealized investment gains (losses) related to foreign currency exchange.

For the years ended December 31, 2023, 2022 and 2021, all of White Mountains’s net realized and unrealized investment gains (losses) were recorded in the consolidated statements of operations. There were no investment gains (losses) recorded in other comprehensive income.

White Mountains recognized gross realized investment gains of $113.7 million, $129.9 million and $212.3 million and gross realized investment losses of $16.9 million, $14.8 million and $55.5 million on sales of investment securities for the years ending December 31, 2023, 2022 and 2021.

The following table presents total net unrealized gains (losses) attributable to Level 3 investments for the years ended December 31, 2023, 2022 and 2021 for investments still held at the end of the period:


	Year Ended December 31,
Millions	2023		2022		2021

Total net unrealized investment gains on other long-term investments held at the end of period, pre-tax	$	133.9	$	56.5	$	98.9

Proceeds from the sales and maturities of investments, excluding short-term investments, totaled $0.8 billion, $0.5 billion and $0.8 billion for the years ended December 31, 2023, 2022 and 2021.

Investment Holdings

The following tables present the cost or amortized cost, gross unrealized investment gains (losses), net foreign currency gains (losses) and carrying value of White Mountains’s fixed maturity investments as of December 31, 2023 and 2022:


	December 31, 2023
Millions	Cost or Amortized Cost		Gross Unrealized Gains		Gross Unrealized Losses		Net Foreign Currency Gains (Losses)		Carrying Value
U.S. Government and agency obligations	$	209.0	$	.3	$	(4.4)	$	—	$	204.9
Debt securities issued by corporations	1,085.9		5.6		(45.4)		(1.1)		1,045.0
Municipal obligations	275.1		.9		(15.1)		—		260.9
Mortgage and asset-backed securities	417.2		2.0		(29.8)		—		389.4
Collateralized loan obligations	211.2		.4		(2.4)		(.1)		209.1
Total fixed maturity investments	$	2,198.4	$	9.2	$	(97.1)	$	(1.2)	$	2,109.3


	December 31, 2022
Millions	Cost or Amortized Cost		Gross Unrealized Gains		Gross Unrealized Losses		Net Foreign Currency Gains (Losses)		Carrying Value
U.S. Government and agency obligations	$	216.6	$	—	$	(10.2)	$	—	$	206.4
Debt securities issued by corporations	1,098.3		.6		(78.3)		(1.8)		1,018.8
Municipal obligations	281.6		.4		(23.4)		—		258.6
Mortgage and asset-backed securities	288.7		—		(34.5)		—		254.2
Collateralized loan obligations	190.8		.1		(6.0)		(2.0)		182.9


Total fixed maturity investments	$	2,076.0	$	1.1	$	(152.4)	$	(3.8)	$	1,920.9

The weighted average duration of White Mountains’s fixed income portfolio was 1.9 years, including short-term investments, and 3.3 years, excluding short-term investments, as of December 31, 2023.

The following table presents the cost or amortized cost and carrying value of White Mountains’s fixed maturity investments by contractual maturity as of December 31, 2023. Actual maturities could differ from contractual maturities because borrowers may have the right to call or prepay certain obligations with or without call or prepayment penalties.


	December 31, 2023
Millions	Cost or Amortized Cost		Carrying Value
Due in one year or less	$	319.9	$	315.0
Due after one year through five years	845.0		813.9
Due after five years through ten years	303.4		287.0
Due after ten years	101.7		94.9
Mortgage and asset-backed securities and collateralized loan obligations	628.4		598.5

Total fixed maturity investments	$	2,198.4	$	2,109.3

The following tables present the cost or amortized cost, gross unrealized investment gains (losses), net foreign currency gains (losses) and carrying value of common equity securities, White Mountains’s investment in MediaAlpha and other long-term investments as of December 31, 2023 and 2022:


	December 31, 2023
Millions	Cost or Amortized Cost		Gross Unrealized Gains		Gross Unrealized Losses		Net Foreign Currency Gains (Losses)		Carrying Value

Common equity securities	$	483.5	$	62.3	$	(1.2)	$	(6.2)	$	538.4
Investment in MediaAlpha	$	59.2	$	195.7	$	—	$	—	$	254.9


Other long-term investments	$	1,655.7	$	446.3	$	(94.5)	$	(9.3)	$	1,998.2


	December 31, 2022
Millions	Cost or Amortized Cost		Gross Unrealized Gains		Gross Unrealized Losses		Net Foreign Currency Gains (Losses)		Carrying Value
Common equity securities	$	660.6	$	26.7	$	(8.4)	$	(10.5)	$	668.4
Investment in MediaAlpha	$	—	$	168.6	$	—	$	—	$	168.6

Other long-term investments	$	1,340.8	$	271.1	$	(107.1)	$	(16.8)	$	1,488.0

Fair Value Measurements by Level

The following tables present White Mountains’s fair value measurements for investments as of December 31, 2023 and 2022 by level. See Note 1 — “Basis of Presentation and Significant Accounting Policies”. The major security types were based on the legal form of the securities. White Mountains has disaggregated its fixed maturity investments based on the issuing entity type, which impacts credit quality, with debt securities issued by U.S. government entities carrying minimal credit risk, while the credit and other risks associated with other issuers, such as corporations, municipalities or entities issuing mortgage and asset-backed securities vary depending on the nature of the issuing entity type. White Mountains further disaggregates debt securities issued by corporations by industry sector because investors often reference commonly used benchmarks and their subsectors to monitor risk and performance. Accordingly, White Mountains has further disaggregated this asset class into subclasses based on the similar sectors and industry classifications it uses to evaluate investment risk and performance against commonly used benchmarks, such as the Bloomberg Barclays U.S. Intermediate Aggregate.


	December 31, 2023
Millions	Fair Value		Level 1		Level 2		Level 3
Fixed maturity investments:
U.S. Government and agency obligations	$	204.9	$	204.9	$	—	$	—

Debt securities issued by corporations:
Financials	309.8		—		309.8		—
Consumer	214.6		—		214.6		—
Industrial	121.6		—		121.6		—
Healthcare	121.3		—		121.3		—
Technology	108.9		—		108.9		—
Utilities	70.2		—		70.2		—
Communications	46.3		—		46.3		—
Energy	28.9		—		28.9		—
Materials	23.4		—		23.4		—

Total debt securities issued by corporations	1,045.0		—		1,045.0		—

Municipal obligations	260.9		—		260.9		—
Mortgage and asset-backed securities	389.4		—		389.4		—

Collateralized loan obligations	209.1		—		209.1		—
Total fixed maturity investments	2,109.3		204.9		1,904.4		—

Short-term investments	1,487.9		1,457.6		30.3		—
Common equity securities:

Exchange-traded funds	137.8		137.8		—		—
Other (1)	400.6		—		400.6		—
Total common equity securities	538.4		137.8		400.6		—
Investment in MediaAlpha	254.9		254.9		—		—












Other long-term investments	1,164.4		—		26.2		1,138.2
Other long-term investments — NAV (2)	833.8		—		—		—
Total other long-term investments	1,998.2		—		26.2		1,138.2
Total investments	$	6,388.7	$	2,055.2	$	2,361.5	$	1,138.2

(1) Consists of investments in listed funds that predominantly invest in international equities.

(2) Consists of private equity funds and hedge funds, a bank loan fund, Lloyd’s trust deposits and ILS funds for which fair value is measured using NAV as a practical expedient. Investments for which fair value is measured at NAV are not classified within the fair value hierarchy.


	December 31, 2022
Millions	Fair Value		Level 1		Level 2		Level 3
Fixed maturity investments:
U.S. Government and agency obligations	$	206.4	$	206.4	$	—	$	—

Debt securities issued by corporations:
Financials	291.2		—		291.2		—
Consumer	191.9		—		191.9		—
Industrial	115.4		—		115.4		—
Healthcare	121.3		—		121.3		—
Technology	123.7		—		123.7		—
Utilities	73.8		—		73.8		—
Communications	47.9		—		47.9		—
Energy	33.9		—		33.9		—
Materials	19.7		—		19.7		—

Total debt securities issued by corporations	1,018.8		—		1,018.8		—

Municipal obligations	258.6		—		258.6		—
Mortgage and asset-backed securities	254.2		—		254.2		—
Collateralized loan obligations	182.9		—		182.9		—


Total fixed maturity investments	1,920.9		206.4		1,714.5		—

Short-term investments	924.1		924.1		—		—
Common equity securities:

Exchange-traded funds	333.8		333.8		—		—
Other (1)	334.6		—		334.6		—
Total common equity securities	668.4		333.8		334.6		—
Investment in MediaAlpha	168.6		168.6		—		—
















Other long-term investments	926.4		—		14.8		911.6
Other long-term investments — NAV (2)	561.6		—		—		—
Total other long-term investments	1,488.0		—		14.8		911.6
Total investments	$	5,170.0	$	1,632.9	$	2,063.9	$	911.6

(1) Consists of investments in listed funds that predominantly invest in international equities.

Investments Held on Deposit or as Collateral

As of December 31, 2023 and 2022, investments of $585.6 million and $500.5 million were held in trusts required to be maintained in relation to HG Global’s reinsurance agreements with BAM.

HG Global is required to maintain an interest reserve account in connection with its senior notes issued in 2022. As of December 31, 2023 and 2022, the fair value of the interest reserve account, which is included in short-term investments, was $30.4 million and $31.2 million. See Note 7 — “Debt”.

BAM is required to maintain deposits with certain insurance regulatory agencies in order to maintain its insurance licenses. The fair value of such deposits, which represent state deposits and are included within the investment portfolio, totaled $4.6 million as of both December 31, 2023 and 2022.

Lloyd’s trust deposits are generally required of Lloyd's syndicates to protect policyholders in non-U.K. markets and are pledged into Lloyd’s trust accounts to provide a portion of the capital needed to support obligations at Lloyd’s. As of December 31, 2023 and 2022, Ark held Lloyd’s trust deposits with a fair value of $158.0 million and $137.4 million.

The underwriting capacity of a member of Lloyd’s must be supported by providing a deposit (“Funds at Lloyd’s”) in the form of cash, securities or letters of credit in an amount determined by Lloyd’s. The amount of such deposit is calculated for each member through the completion of an annual capital adequacy exercise. These requirements allow Lloyd’s to evaluate that each member has sufficient assets to meet its underwriting liabilities plus a required solvency margin. As of December 31, 2023 and 2022, the fair value of Ark’s Funds at Lloyd’s investment deposits totaled $344.7 million and $319.2 million.

As of December 31, 2023 and 2022, Ark held additional investments on deposit or as collateral for insurance regulators and reinsurance counterparties of $244.5 million and $257.0 million.

As of December 31, 2023 and 2022, Ark has $198.9 million and $90.3 million of short-term investments pledged as collateral under uncommitted standby letters of credit. See Note 7 — “Debt”.

As of December 31, 2023 and 2022, short-term investments of $265.3 million and $203.7 million were held in a collateral trust account required to be maintained in relation to WM Outrigger Re’s reinsurance agreement with GAIL.

Kudu is required to maintain an interest reserve account in connection with its credit facility. As of December 31, 2023, the interest reserve account of $14.9 million was held in short term investments. As of December 31, 2022 the interest reserve account of $12.2 million was held in restricted cash. See Note 7 - “Debt.”

Debt Securities Issued by Corporations

The following table presents the credit ratings of debt securities issued by corporations held in White Mountains’s investment portfolio as of December 31, 2023 and 2022:


	Fair Value as of December 31,
Millions	2023		2022
AAA	$	11.5	$	11.3
AA	83.8		96.0
A	552.4		567.9
BBB	390.9		337.7


Other	6.4		5.9
Debt securities issued by corporations (1)	$	1,045.0	$	1,018.8

(1) Credit ratings are based upon issuer credit ratings provided by Standard & Poor’s Financial Services LLC (“Standard & Poor’s”), or if unrated by Standard & Poor’s, long-term obligation ratings provided by Moody’s Investor Service, Inc.

Mortgage and Asset-backed Securities and Collateralized Loan Obligations

The following table presents the fair value of White Mountains’s mortgage and asset-backed securities and collateralized loan obligations as of December 31, 2023 and 2022:


	December 31, 2023						December 31, 2022
Millions	Fair Value		Level 2		Level 3		Fair Value		Level 2		Level 3
Mortgage-backed securities:
Agency:
FNMA	$	198.8	$	198.8	$	—	$	124.5	$	124.5	$	—
FHLMC	137.2		137.2		—		78.8		78.8		—
GNMA	30.2		30.2		—		28.3		28.3		—
Total agency (1)	366.2		366.2		—		231.6		231.6		—
Non-agency: Residential	.2		.2		—		.3		.3		—

Total non-agency	.2		.2		—		.3		.3		—
Total mortgage-backed securities	366.4		366.4		—		231.9		231.9		—
Other asset-backed securities:
Credit card receivables	3.3		3.3		—		11.9		11.9		—
Vehicle receivables	17.2		17.2		—		10.4		10.4		—
Other	2.5		2.5		—		—		—		—
Total other asset-backed securities	23.0		23.0		—		22.3		22.3		—
Total mortgage and asset-backed securities	389.4		389.4		—		254.2		254.2		—
Collateralized loan obligations:	209.1		209.1		—		182.9		182.9		—
Total mortgage and asset-backed securities and collateralized loan obligations	$	598.5	$	598.5	$	—	$	437.1	$	437.1	$	—

(1) Represents publicly traded mortgage-backed securities which carry the full faith and credit guaranty of the U.S. Government (i.e., GNMA) or are guaranteed by a government sponsored entity (i.e., FNMA, FHLMC).

As of December 31, 2023, White Mountains’s investment portfolio included $209.1 million of collateralized loan obligations that are within the senior tranches of their respective fund securitization structures. All of White Mountains’s collateral loan obligations were rated AAA or AA as of December 31, 2023.

Investment in MediaAlpha

Following the MediaAlpha IPO, White Mountains’s investment in MediaAlpha is accounted for at fair value based on the publicly traded share price of MediaAlpha’s common stock and is presented as a separate line item on the balance sheet.

During the second quarter of 2023, White Mountains completed a tender offer to purchase 5.9 million additional shares of MediaAlpha at a purchase price of $10.00 per share. As of December 31, 2023, White Mountains owned 22.9 million shares, representing a 34.9% basic ownership interest (33.1% on a fully-diluted/fully-converted basis). See Note 16 — “Equity Method Eligible Investments.” At White Mountains’s current level of ownership, each $1.00 per share increase or decrease in the share price of MediaAlpha will result in an approximate $9.00 per share increase or decrease in White Mountains’s book value per share. At the December 31, 2023 closing price of $11.15 per share, the fair value of White Mountains’s investment in MediaAlpha was $254.9 million.

Other Long-Term Investments


	Fair Value as of December 31, 2023
Millions	Ark/WM Outrigger		Kudu		Other		Total
Kudu’s Participation Contracts	$	—	$	890.5	$	—	$	890.5
PassportCard/DavidShield	—		—		150.0		150.0
Elementum Holdings, L.P.	—		—		35.0		35.0
Other unconsolidated entities (1)	—		—		48.1		48.1





Total unconsolidated entities	—		890.5		233.1		1,123.6
Private equity funds and hedge funds	55.5		—		257.4		312.9
Bank loan fund	194.4		—		—		194.4
ILS funds	—		—		160.5		160.5
Lloyd’s trust deposits	158.0		—		—		158.0
Private debt instruments	—		—		10.0		10.0
Other	33.0		5.8		—		38.8
Total other long-term investments	$	440.9	$	896.3	$	661.0	$	1,998.2

(1) Includes White Mountains’s noncontrolling equity interests in certain preferred securities, private common equity securities, limited liability company units and Simple Agreement for Future Equity (“SAFE”) investments.


	Fair Value as of December 31, 2022
Millions	Ark/WM Outrigger		Kudu		Other		Total
Kudu’s Participation Contracts	$	—	$	695.9	$	—	$	695.9
PassportCard/DavidShield	—		—		135.0		135.0
Elementum Holdings, L.P.	—		—		30.0		30.0
Other unconsolidated entities (1)	—		—		37.2		37.2





Total unconsolidated entities	—		695.9		202.2		898.1
Private equity funds and hedge funds	40.4		—		157.4		197.8
Bank loan fund	174.8		—		—		174.8
ILS funds	—		—		49.3		49.3
Lloyd’s trust deposits	137.4		—		—		137.4
Private debt instruments	—		—		9.6		9.6
Other	21.0		—		—		21.0
Total other long-term investments	$	373.6	$	695.9	$	418.5	$	1,488.0

(1) Includes White Mountains’s noncontrolling equity interests in certain preferred securities, private common equity securities, limited liability company units and SAFE.

Private Equity Funds and Hedge Funds

White Mountains invests in private equity funds and hedge funds, which are included in other long-term investments. The fair value of these investments is generally estimated using the NAV of the funds. As of December 31, 2023, White Mountains held investments in 16 private equity funds and two hedge funds. The largest investment in a single private equity fund or hedge fund was $57.3 million and $49.0 million as of December 31, 2023 and December 31, 2022.

The following table presents the fair value of investments and unfunded commitments in private equity funds and hedge funds by investment objective and sector as of December 31, 2023 and 2022:


	December 31, 2023				December 31, 2022
Millions	Fair Value		Unfunded Commitments		Fair Value		Unfunded Commitments

Private equity funds
Aerospace/Defense/Government	$	157.2	$	17.4	$	59.4	$	37.5
Financial services	87.5		37.8		77.1		54.3
Real estate	3.9		2.5		4.1		2.5



Total private equity funds	248.6		57.7		140.6		94.3

Hedge funds
Long/short equity financials and business services	54.4		—		49.0		—
European small/mid cap	9.9		—		8.2		—
Total hedge funds	64.3		—		57.2		—
Total private equity funds and hedge funds included in other long-term investments	$	312.9	$	57.7	$	197.8	$	94.3

Investments in private equity funds are generally subject to a lock-up period during which investors may not request a redemption. Distributions prior to the expected termination date of the fund may be limited to dividends or proceeds arising from the liquidation of the fund’s underlying investments. In addition, certain private equity funds have the option to extend the lock-up period.

The following table presents investments in private equity funds that were subject to lock-up periods as of December 31, 2023:


Millions	1 – 3 years		3 – 5 years		5 – 10 years		>10 years		Total
Private equity funds — expected lock-up period remaining	$	4.5	$	71.0	$	155.4	$	17.7	$	248.6

Investors in private equity funds are generally subject to indemnification obligations outside of the capital commitment period and prior to the winding up of the fund. As of December 31, 2023 and 2022, White Mountains is not aware of any indemnification claims relating to its investments in private equity funds.

Redemption of investments in most hedge funds is subject to restrictions, including lock-up periods where no redemptions or withdrawals are allowed, restrictions on redemption frequency and advance notice periods for redemptions. Amounts requested for redemptions remain subject to market fluctuations until the redemption effective date, which generally falls at the end of the defined redemption period. Advance notice requirements for redemptions from White Mountains’s hedge fund investments range from 45 to 90 days. One of White Mountains’s hedge fund investments also limits redemptions to every second anniversary following the date of the initial investment.

Bank Loan Fund

White Mountains’s other long-term investments include a bank loan fund with a fair value of $194.4 million and $174.8 million as of December 31, 2023 and 2022. The fair value of this investment is estimated using the NAV of the fund. The bank loan fund’s investment objective is to provide, on an unleveraged basis, high current income consistent with preservation of capital and low duration. The bank loan fund primarily invests in a broad portfolio of U.S. dollar-denominated, non-investment grade, floating-rate senior secured loans and may invest in other financial instruments, such as secured and unsecured corporate debt, credit default swaps, reverse repurchase agreements, synthetic indices and cash and cash equivalents.

The investment in the bank loan fund is subject to restrictions on redemption frequency and advance notice periods for redemptions. Amounts requested for redemptions remain subject to market fluctuations until the redemption effective date, which generally falls at the end of the defined redemption period. White Mountains may redeem all or a portion of its bank loan fund investment as of any calendar month-end upon 15 calendar days advanced written notice.

Lloyd’s Trust Deposits

White Mountains’s other long-term investments include Lloyd’s trust deposits, which consist of non-U.K. deposits and Canadian comingled pooled funds. The Lloyd’s trust deposits invest primarily in short-term government securities, agency securities and corporate bonds held in trusts that are managed by Lloyd's of London. These investments are generally required of Lloyd's syndicates to protect policyholders in non-U.K. markets and are pledged into Lloyd’s trust accounts to provide a portion of the capital needed to support obligations at Lloyd’s. The fair value of the Lloyd’s trust deposits is generally estimated using the NAV of the funds. As of December 31, 2023 and 2022, White Mountains held Lloyd’s trust deposits with a fair value of $158.0 million and $137.4 million.

Insurance-Linked Securities Funds

White Mountains’s other long-term investments include ILS fund investments. The fair value of these investments is generally estimated using the NAV of the funds. As of December 31, 2023 and 2022, White Mountains held investments in ILS funds with a fair value of $160.5 million and $49.3 million.

Investments in ILS funds are generally subject to restrictions, including lock-up periods where no redemptions or withdrawals are allowed, non-renewal clauses, restrictions on redemption frequency and advance notice periods for redemptions. From time to time, natural catastrophe, liquidity, market or other events will occur that make the determination of fair value for underlying investments in ILS funds less certain due to the potential for loss development. In such circumstances, the impacted investments may be subject to additional lock-up provisions.

ILS funds are typically subject to monthly and annual restrictions on redemptions and advance redemption notice period requirements that range between 30 and 90 days. Amounts requested for redemption remain subject to market fluctuations until the redemption effective date, which is generally at the end of the defined redemption period or when the underlying investment has fully matured or been commuted.

Rollforward of Level 3 Investments

Level 3 measurements as of December 31, 2023 and 2022 consist of securities for which the estimated fair value has not been determined based upon quoted market price inputs for identical or similar securities. The following table presents the changes in White Mountains’s fair value measurements for Level 3 investments for the years ended December 31, 2023 and 2022:


Level 3 Investments
Millions	Other Long-term Investments			Other Long-term Investments
Balance as of December 31, 2022	$	911.6	Balance as of December 31, 2021	$	890.6
Net realized and unrealized gains	157.3		Net realized and unrealized gains	60.4

Purchases and contributions	256.6		Purchases and contributions	129.8
Sales and distributions	(187.3)		Sales and distributions	(169.2)

Transfers in	—		Transfers in	—
Transfers out	—		Transfers out	—
Balance as of December 31, 2023	$	1,138.2	Balance as of December 31, 2022	$	911.6

Fair Value Measurements — Transfers Between Levels - For Years Ended December 31, 2023 and 2022

Transfers between levels are recorded using the fair value measurement as of the end of the quarterly period in which the event or change in circumstance giving rise to the transfer occurred.

During 2023 and 2022, there were no fixed maturity investments or other long-term investments classified as Level 3 measurements in the prior period that were transferred to Level 2 measurements.

During 2023 and 2022, there were no fixed maturity investments or other long-term investments classified as Level 2 measurements in the prior period that were transferred to Level 3 measurements.

Significant Unobservable Inputs

The following tables present significant unobservable inputs used in estimating the fair value of White Mountains’s other long-term investments classified within Level 3 as of December 31, 2023 and 2022. The tables below exclude $19.0 million and $41.1 million of Level 3 other long-term investments generally valued based on recent or expected transaction prices. The fair value of investments in private equity funds and hedge funds, bank loan funds, Lloyd’s trust deposits and ILS funds are generally estimated using the NAV of the funds.

$ in Millions

December 31, 2023

Description

Valuation Technique(s) (1)

Fair Value (2)

Unobservable Inputs

Discount Rate (6)

Terminal Cash Flow Exit Multiple (x) or Terminal Revenue Growth Rate (%) (6)

Kudu’s Participation Contracts (3)(4)(5)

Discounted cash flow

$890.5

18% - 25%

7x - 22x

PassportCard/DavidShield

Discounted cash flow

$150.0

24%

Elementum Holdings, L.P.

Discounted cash flow

$35.0

21%

Preferred securities

Discounted cash flow

$28.2

N/A

Private debt instruments

Discounted cash flow

$15.5

11% - 12%

N/A

(1) Key inputs to the discounted cash flow analysis generally include projections of future revenue and earnings, discount rates and terminal exit multiples or growth rates.

(2) Includes the net unrealized investment gains (losses) associated with foreign currency; foreign currency effects based on observable inputs.

(3) Since Kudu’s Participation Contracts are not subject to corporate taxes within Kudu Investment Management, LLC, pre-tax discount rates are applied to pre-tax cash flows in determining fair values. The weighted average discount rate and weighted average terminal cash flow exit multiple applied to Kudu’s Participation Contracts was 20% and 13x.

(4) In 2023, Kudu deployed a total of $163.8 into new and existing Participation Contracts.

(5) As of December 31, 2023, one of Kudu’s Participation Contracts with a total fair value of $69.1 was valued using a probability weighted expected return method, which takes into account factors such as a discounted cash flow analysis, the expected value to be received in a pending sales transaction and the likelihood that a sales transaction will take place.

(6) Increases (decreases) to the discount rates in isolation would result in lower (higher) fair value measurements, while increases (decreases) to the terminal cash flow exit multiples or terminal revenue growth rates in isolation would result in higher (lower) fair value measurements.

$ in Millions

December 31, 2022

Description

Valuation Technique(s) (1)

Fair Value (2)

Unobservable Inputs

Discount Rate (6)

Terminal Cash Flow Exit Multiple (x) or Terminal Revenue Growth Rate (%) (6)

Kudu’s Participation Contracts (3)(4)(5)

Discounted cash flow

$695.9

18% - 25%

7x - 16x

PassportCard/DavidShield

Discounted cash flow

$135.0

24%

Elementum Holdings, L.P.

Discounted cash flow

$30.0

21%

Private debt instruments

Discounted cash flow

$9.6

11%

N/A

(1) Key inputs to the discounted cash flow analysis generally include projections of future revenue and earnings, discount rates and terminal exit multiples or growth rates.

(2) Includes the net unrealized investment gains (losses) associated with foreign currency; foreign currency effects based on observable inputs.

(4) In 2022, Kudu deployed a total of $99.8 into new and existing Participation Contracts.

(5) As of December 31, 2022, two of Kudu’s Participation Contracts with a total fair value of $189.0 were valued using a probability weighted expected return method, which takes into account factors such as a discounted cash flow analysis, the expected value to be received in a pending sales transaction and the likelihood that a sales transaction will take place.