PRODUCT OVERVIEW MassMutual Stable Voyage

1 MassMutual Stable Voyage is a single-premium fixed deferred annuity issued by Massachusetts Mutual Life Insurance Company ( MassMutual ). Your initial purchase payment is guaranteed at a predetermined interest rate for the initial time period you select. Purchase Payment The purchase payment is $10,000 for qualified and non-qualified money. All paperwork must be received within 60 calendar days to be considered in good order for all purchase payments to be applied to the contract. All expected purchase payments must be indicated on the application.

2 Subsequent purchase payments are not permitted. Interest rates may be higher if the purchase payment at issue or the contract value at renewal is $100,000 or more. Compound interest is credited daily. The maximum purchase payment is $ million without home office approval in all states. Issue AgesThe issue ages are based on the age of the owner/annuitant at the time of issue. Minimum age: Owner 18 or age of majority if older (19 in Alabama, Delaware, and Nebraska; 21 in Mississippi) Annuitant None Maximum age: Owner and annuitant 85 Issue age is defined as your age as of your last birthday.

3 Interest Rate Guarantee PeriodsThere are two types of guarantee periods: Initial guarantee period Begins when you purchase your contract and continues for three, four, or five years depending on the period you choose. Some periods might not always be available. Renewal guarantee period At the end of the initial guarantee period, you can renew your contract for a period of one, three, four, or five years (if the period is available at that time). A new surrender charge schedule begins for each renewal guarantee period that is longer than one year.

4 The one-year renewal period offers a safe haven, with no surrender charges . A flexible renewal option for the one-year guarantee period allows you to move into longer-term periods at any point during that one year. MassMutual Stable Voyage PRODUCT OVERVIEWS urrender Charge Schedule1 Initial Guarantee Period3-Year Guarantee: 7%, 7%, 7%4-Year Guarantee: 7%, 7%, 7%, 6%5-Year Guarantee: 7%, 7%, 7%, 6%, 5%Renewal Guarantee Period3-Year Guarantee: 6%, 6%, 6%4-Year Guarantee: 6%, 6%, 6%, 5%5-Year Guarantee: 6%, 6%, 6%, 5%, 4%Free Withdrawal ProvisionThe free withdrawal amount is calculated as follows.

5 First contract year Up to 10% of the contract value, as determined at the time we process the first withdrawal request. Contract years two and later Up to 10% of the contract value, calculated as of the last business day of the previous contract year. Required minimum distribution (RMD) Qualifying RMD amounts for an IRA or a qualified plan that exceed the free withdrawal amount are not subject to surrender charges . Ask your financial professional if an RMD is applicable for your contract.

6 If it is, the surrender charge free withdrawal available to you will be the greater of 10% of your contract value or a single year s RMD as calculated for your contract. Unused free withdrawal amounts cannot be accumulated from year to Withdrawal Plan (SWP) Available elections include the maximum surrender charge free withdrawal amount, a specific dollar amount, a specific percentage of the contract value, and the current year s interest PaymentsFlexible payment choices are available, ranging from income for life to payments for a specific period.

7 Annuity payouts may begin the earlier of five years or at the end of the initial duration period (available beginning in the 13th month in Florida and New York). The maximum age at which income may begin is the later of the 90th birthday of the oldest owner, joint owner, annuitant, or joint annuitant or 10 years after the contract issue. For qualified contracts, including custodial IRAs and Roth IRAs, any period-certain guarantee cannot exceed 10 years, and a joint and survivor life annuity cannot be elected if the joint annuitant is more than 10 years younger than the primary annuitant, except where required by law.

8 Window PeriodAs each guarantee period approaches its end, you have a 30-day window period during which you must decide whether to: Renew into a new long-term renewal guarantee period (this option might not be available in all states). A reduced surrender charge period will begin. Renew into a one-year renewal guarantee period (no surrender charge). Take a partial or full withdrawal (no surrender charge). Fully or partially annuitize the contract value with no surrender interest rate applied to purchase payments throughout the life of your contract will never be less than the minimum interest rate specified in your contract.

9 Contract minimums are subject to the laws of the state in which the contract was issued. Partial SurrenderMinimum: $250; a minimum contract value of $7,500 is required after partial surrenders. 2021 FMR LLC. All rights reserved. CRN202401-277452 MM-SPDOV-10211 Charge applies to the amount withdrawn in excess of the free withdrawal information provided is not written or intended as specific tax or legal advice.

10 MassMutual , its subsidiaries, employees, and representatives are not authorized to give tax or legal advice. Individuals are encouraged to seek advice from their own tax or legal counsel. The PRODUCT and certain features may not be available in all states or with all firms contracted with MassMutual . MassMutual Stable VoyageSM (Contract Form # ; ; and in some states, including North Carolina) is a single-premium, fixed deferred annuity contract issued by Massachusetts Mutual Life Insurance Company, Springfield, MA 01111.