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SMART529 WV DIRECT COLLEGE SAVINGS PLANoffered bythe Board of Trustees of the West Virginia College and Jumpstart Savings Programs(formerly known as the Board of Trustees of the West Virginia College Prepaid Tuition and Savings Program)Supplement Dated February 4, 2022to the Series XIV Offering Statement, Descriptions of The Underlying Funds, Participation AgreementDated November 16, 2018, as Supplemented June 11, 2019, March 13, 2020, March 1, 2021, June 11, 2021and December 13, 2021Terms used and not defined in this Supplement have the same meaning as in the Offering Statement.Update to Program Name. On January 24, 2022, the West Virginia Legislature passed, and Governor JimJustice recently signed, legislation that, among other things, updated the Program’s title from West VirginiaCollege Prepaid Tuition and Savings Program to the West Virginia College and Jumpstart Savings Programs.Relatedly, the Board of Trustees title is also changed from the “Board of Trustees of the West Virginia CollegePrepaid Tuition and Savings Program” to the “Board of Trustees of the West Virginia College and JumpstartSavings Programs.” Accordingly, effective immediately all references in the Offering Statement, ParticipationAgreement and Privacy Policy are updated to reflect these changes. In addition, references to the “Program” inthe Offering Statement, Participation Agreement and Privacy Policy are hereby replaced with the “CollegeSavings Program.” The recent legislation also updated the number of members on the Board of Trustees to elevenmembers. Accordingly, the first paragraph under “Program Administration” on Page 3 is replaced with thefollowing:The West Virginia Legislature first enacted the West Virginia College Prepaid Tuition and SavingsProgram Act on April 12, 2001 to provide for the offering of college education savings plans under Section529 of the Code. The West Virginia Legislature updated the program’s name on January 24, 2022 to theWest Virginia College (the “Program” or “College Savings Program”) and Jumpstart Savings Programs(together, the “Programs”), reflecting the addition of the Jumpstart Savings Program, a separate programnot covered in this Offering Statement. The Programs are administered by the Board of Trustees. TheBoard of Trustees consists of eleven voting members as follows: the West Virginia State Treasurer (the“Treasurer”), the State Superintendent of Schools, one representative of the Higher Education PolicyCommission, one representative of the Council for Community and Technical College Education andseven members appointed by the Governor of West Virginia. The Treasurer is the chairman and presidingofficer of the Board of Trustees.This supplement should be retained with the Offering Statement for future reference.Page 1 of 1210631820 1 LAW

SMART529 WV DIRECT COLLEGE SAVINGS PLANoffered by theWest Virginia College Prepaid Tuition and Savings Program Board of TrusteesSupplement Dated December 13, 2021to the Series XIV Offering Statement, Descriptions of The Underlying Funds, Participation Agreement DatedNovember 16, 2018, as Supplemented June 11, 2019, March 13, 2020, March 1, 2021 and June 11, 2021Terms used and not defined in this supplement have the same meaning as in the Offering Statement.1. Update to West Virginia Tax Treatment. In 2021, the West Virginia Legislature passed a law that amendedthe definition of “Qualified Education Expenses” in the West Virginia Code Section 18-30-3 to includeexpenses treated as “qualified higher education expenses” in Section 529 of the Internal Revenue Code. Asa result, Apprenticeship Expenses are now deemed Qualified Education Expenses (also known as QualifiedHigher Education Expenses in the Offering Statement) for purposes of West Virginia tax treatment. Allreferences to Apprenticeship Expenses in the Offering Statement are updated accordingly.2. Federal Gift Tax Update. Effective January 1, 2022, the federal gift tax and lifetime estate tax limits haveincreased as follows: (1) The annual gift tax exclusion will increase to 16,000 ( 32,000 for married couples).(2) The amount that may be gifted in a single year and applied against the annual exclusion equally over afive-year period will increase to 80,000 (or 160,000 for married couples). (3) The lifetime exemption thatwill be applied to gifts in excess of the above will increase to 12,060,000 (or 24,120,000 for marriedcouples). Accordingly, all references to the federal gift tax limits in the Offering Statement are updated toreflect the above. Account Owners should consult with their own tax professional for more information.This supplement should be retained with the Offering Statement for future reference.Page 1 of 1210417206 2 LAW

SMART529 WV DIRECT COLLEGE SAVINGS PLANoffered by theWest Virginia College Prepaid Tuition and Savings Program Board of TrusteesSupplement Dated June 11, 2021to the Series XIV Offering Statement, Descriptions of The Underlying Funds, Participation Agreement DatedNovember 16, 2018, as Supplemented June 11, 2019, March 13, 2020 and March 1, 2021Terms used and not defined in this supplement have the same meaning as in the Offering Statement.1. Updated Allocations. Effective on or about July 16, 2021, the targeted asset allocations will be updated on all ofthe Age-Based Portfolios and the Static Portfolios except for the Conservative Bond Portfolio. Accordingly, theinformation in the Offering Statement is updated to reflect the updated allocations, effective on or about July 16,2021. Each of the charts under the section “Investment Options – Age-Based Portfolios” and “Investment Options– Static Portfolios” on pages 9 through 11 of the Offering Statement are updated to reflect the updated allocations.Age-Based PortfoliosBelow reflects the targeted asset class allocations for the SMART529 WV Direct Age-Based Portfolios.% in Equity% in Fixed Income% in Stable T529 WV Direct Age-Based dPortfolio18 12%18%70%100%The asset class breakout that is shown is an estimate that is subject to change as a result of the changes in the holdings of the Underlying Funds in the AgeBased Portfolios.Stable Value is a fixed income strategy designed to seek current income while preserving principal and reducing return volatility.Below reflects the targeted allocation of the Underlying Funds for the SMART529 WV Direct Age-Based Portfolios.Target Allocations ofthe UnderlyingFundsAgeBasedPortfolio0-3SMART529 WV Direct Age-Based lio17AgeBasedPortfolio18 Vanguard Total StockMarket Index FundVanguard TotalInternational StockIndex .00%3.75%Vanguard Total BondMarket II Index FundVanguard InflationProtected .00%7.00%7.00%The SMART529Stable Value *The Age-Based Portfolios are rebalanced systematically in order to seek to maintain the allocations set forth above.Page 1 of 4209862711 3 LAW

Static PortfoliosBelow reflects the targeted asset class allocations for the SMART529 WV Direct Static Portfolios.SMART529 WV Direct Static Portfolios*% in Equity% in Fixed Income% in Stable Value**Total***Aggressive GrowthPortfolio92%8%0%100%Growth Portfolio82%18%0%100%Balanced Portfolio62%30%8%100%ConservativeBalanced Portfolio32%18%50%100%Conservative BondPortfolio0%30%70%100%The asset class breakout that is shown in the table above is an estimate that is subject to change as a result of the changes in the holdings of the UnderlyingFunds.Stable Value is a fixed income strategy designed to seek current income while preserving principal and reducing return volatility.Below reflects the targeted allocation of the Underlying Funds for the SMART529 WV Direct Static Portfolios.SMART529 WV Direct Static Portfolios*Target Allocations of theUnderlying FundsVanguard Total Stock MarketIndex FundVanguard Total InternationalStock Index FundVanguard Total Bond Market IIIndex FundVanguard Inflation-ProtectedSecurities FundThe SMART529 Stable ValuePortfolioTotal*Growth folioConservativeBond 0%100%100%100%100%AggressiveGrowth PortfolioThe Static Portfolios are rebalanced systematically in order to seek to maintain the allocations set forth above.2. Past Performance. Each of the charts under the section “Past Performance – SMART529 WV Direct Age-BasedPortfolios,” “Past Performance – SMART529 WV Direct Static Portfolios” and “Past Performance – SMART529WV Direct Individual 529 Portfolio Options” on pages 13 through 14 of the Offering Statement are updated toreflect more current information. Information is as of May 31, 2021.SMART529 WV Direct Age-Based PortfoliosThe following performance history for the SMART529 WV Direct Age-Based Portfolios includes the one-, three-, five-, ten-year andsince inception annualized returns for each Investment Option as of May 31, 2021. These performance numbers are net of applicableAsset-Based Fees. Performance through November 16, 2018 represents prior age-bands and Underlying Fund allocations and may notbe indicative of future results. For the most current performance information visit www.SMART529.com.SMART529 WV Direct Age-Based Portfolio InvestmentOptions & Share ClassSMART529 WV Direct Age-Based Portfolio 0-3 DSMART529 WV Direct Age-Based Portfolio 4-6 D(1)SMART529 WV Direct Age-Based Portfolio 7-9 DSMART529 WV Direct Age-Based Portfolio 10-11 D(2)SMART529 WV Direct Age-Based Portfolio 12-13 DSMART529 WV Direct Age-Based Portfolio 14-15 DSMART529 WV Direct Age-Based Portfolio 16 D(3)SMART529 WV Direct Age-Based Portfolio 17 DSMART529 WV Direct Age-Based Portfolio 18 D(1)(2)(3)1 %6.19%Average annual average total returnsas of May 31, 2021Since3 Years5 Years10 /A6.42%4.13%3.94%3.44%3.29%Performance prior to November 16, 2018 reflects the performance of predecessor age-band 0-8.Performance prior to November 16, 2018 reflects the performance of predecessor age-band 9-13.Performance prior to November 16, 2018 reflects the performance of predecessor age-band 16-17.Page 2 of 4209862711 3 1/2002

SMART529 WV Direct Static PortfoliosThe following performance history for the SMART529 WV Direct Static Portfolios includes the one-, three-, five-, ten-year and sinceinception annualized returns for each Investment Option as of May 31, 2021. These performance numbers are net of applicable AssetBased Fees. Performance through November 16, 2018 includes different Underlying Fund allocations and may not be indicative offuture results. For the most current performance information visit www.SMART529.com.SMART529 WV Direct Static Portfolio InvestmentOptions & Share ClassSMART529 WV Direct Aggressive Growth Portfolio D1 Year43.67%Average annual average total returnsas of May 31, 2021Since3 Years5 Years10 YearsInception15.17%15.36%11.19%8.50%SMART529 WV Direct Growth Portfolio D35.18%13.81%13.30%9.82%7.90%03/01/2002SMART529 WV Direct Balanced Portfolio D25.17%11.38%10.96%8.32%6.84%03/01/2002SMART529 WV Direct Conservative Balanced Portfolio DSMART529 WV Direct Conservative Bond Portfolio 529 WV Direct Individual 529 Portfolio OptionsThe following performance history for the SMART529 WV Direct Individual 529 Portfolio Options includes the one-, three-, five-, tenyear and since inception annualized returns for each Investment Option as of May 31, 2021. These performance numbers are net ofapplicable Asset-Based Fees. For the most current performance information visit www.SMART529.com.WV Direct Individual 529 Portfolio Investment Options& Share ClassSMART529 500 Index Portfolio D1 Year40.19%SMART529 Stable Value Portfolio D1.62%Average annual average total returnsas of May 31, 2021Since3 Years5 Years10 92%2.65%InceptionDate11/15/200709/16/2002THE PERFORMANCE DATA SHOWN ABOVE REPRESENTS PAST PERFORMANCE. PAST PERFORMANCE IS NOTA GUARANTEE OF FUTURE RESULTS. INVESTMENT RETURNS AND PRINCIPAL VALUE WILL FLUCTUATE SOTHAT AN ACCOUNT OWNER’S SHARES WHEN SOLD, MAY BE WORTH MORE OR LESS THAN THEIR ORIGINALCOST. CURRENT PERFORMANCE MAY BE LOWER OR HIGHER THAN THE PERFORMANCE DATA IN THEABOVE CHARTS.3. Fees, Charges and Expenses. The chart under the section “Fees, Charges and Expenses” on page 14 of the OfferingStatement is updated to reflect more current information. Information is as of May 31, 2021.Fees, Charges and ExpensesSpecific fees and expenses applicable to the SMART529 WV Direct Class D Fee Structure are outlined in the table below. There are nosales charges for SMART529 WV Direct.SMART529 WV Direct Class D Fee StructureEstimatedUnderlying FundAnnual ProgramExpenses*SMART529 WV Direct Investment OptionsManager FeeSMART529 WV Direct Age-Based Portfolio 0-30.04%0.08%SMART529 WV Direct Age-Based Portfolio 4-60.04%0.08%SMART529 WV Direct Age-Based Portfolio 7-90.04%0.08%SMART529 WV Direct Age-Based Portfolio 10-110.05%0.08%SMART529 WV Direct Age-Based Portfolio 12-130.05%0.08%SMART529 WV Direct Age-Based Portfolio 14-150.06%0.08%SMART529 WV Direct Age-Based Portfolio 160.08%0.08%SMART529 WV Direct Age-Based Portfolio 170.09%0.08%SMART529 WV Direct Age-Based Portfolio 18 0.10%0.08%SMART529 WV Direct Aggressive Growth Portfolio0.04%0.08%SMART529 WV Direct Growth Portfolio0.04%0.08%SMART529 WV Direct Balanced Portfolio0.05%0.08%SMART529 WV Direct Conservative Balanced Portfolio0.08%0.08%SMART529 WV Direct Conservative Bond Portfolio0.10%0.08%SMART529 500 Index Portfolio0.04%0.08%SMART529 Stable Value Portfolio0.13%0.08%*State Fee0%0%0%0%0%0%0%0%0%0%0%0%0%0%0%0%Total AnnualAsset-Based .12%0.12%0.13%0.16%0.18%0.12%0.21%For all portfolios other than the SMART529 Stable Value Portfolio, the Estimated Underlying Fund Expenses are based on the Underlying Funds’ most recentprospectus as of the date of this Supplement and reflect any waivers and/or expense reimbursements of the Underlying Funds. For the SMART529 StablePage 3 of 4209862711 3 LAW

Value Portfolio, this fee represents the investment management related expense and other fees for The SMART529 Stable Value Portfolio, but does not includewrap fees.4. Approximate Costs Over Various Time Periods. The introduction paragraph and chart under the section“Approximate Costs Over Various Time Periods” on pages 15 and 16 of the Offering Statement are updated toreflect more current information. Information is as of May 31, 2021.Approximate Costs Over Various Time PeriodsThe following table compares the approximate cost of investing in the different Investment Options within SMART529 over differentperiods of time. Your actual cost may be higher or lower. The table is based on the following assumptions: A 10,000 investment invested for the time periods shownA 5% annually compounded rate of return on the net amount invested throughout the period (it is unlikely that theSMART529 Stable Value Portfolio will achieve this level of return)All units are redeemed at the end of the period shown for Qualified Higher Education Expenses (the table does notconsider the impact of any potential state or federal taxes on the redemption)Total annual asset-based fees remain the same as those shown in the Fee Structure table aboveSMART529 WV Direct Investment OptionsSMART529 WV Direct Age-Based Portfolio 0-3SMART529 WV Direct Age-Based Portfolio 4-6SMART529 WV Direct Age-Based Portfolio 7-9SMART529 WV Direct Age-Based Portfolio 10-11SMART529 WV Direct Age-Based Portfolio 12-13SMART529 WV Direct Age-Based Portfolio 14-15SMART529 WV Direct Age-Based Portfolio 16SMART529 WV Direct Age-Based Portfolio 17SMART529 WV Direct Age-Based Portfolio 18 SMART529 WV Direct Aggressive Growth PortfolioSMART529 WV Direct Growth PortfolioSMART529 WV Direct Balanced PortfolioSMART529 WV Direct Conservative Balanced PortfolioSMART529 WV Direct Conservative Bond PortfolioSMART529 500 Index PortfolioSMART529 Stable Value Portfolio**One Year 12 12 12 13 13 14 17 18 19 12 12 13 17 19 12 22Three Years 38 38 38 40 42 45 53 56 59 38 38 40 53 58 37 68Five Years 66 67 67 71 73 79 93 98 103 66 67 71 93 102 65 118Ten Years 151 152 152 161 165 180 210 222 233 151 152 161 210 232 147 268This represents the investment management related expense and other fees for The SMART529 Stable Value Portfolio, but does not include wrap fees.This supplement should be retained with the Offering Statement for future reference.Page 4 of 4209862711 3 LAW

SMART529 WV DIRECT COLLEGE SAVINGS PLANoffered by theWest Virginia College Prepaid Tuition and Savings Program Board of TrusteesSupplement Dated March 1, 2021to the Series XIV Offering Statement, Descriptions of The Underlying Funds, Participation Agreement DatedNovember 16, 2018, as Supplemented June 11, 2019 and March 13, 2020Terms used and not defined in this supplement have the same meaning as in the Offering Statement.State Treasurer Update on the front cover and page 36.Effective January 18, 2021, Riley Moore became State Treasurer of West Virginia. Accordingly, effectiveimmediately, the bottom of the front cover of the Offering Statement is updated to delete the named StateTreasurer and instead reference “State Treasurer’s Office”. The signature page to the Participation Agreement onpage 36 of the Offering Statement is updated to delete the former Treasurer’s name from the signature line andreplace it with “Chairman of the Board”.The following is added as the third paragraph in the “Making Contributions – General AccountInformation” section on page 7.When you purchase, redeem, or exchange Units of a Portfolio, you will do so at the Unit Value of the Portfolio’sUnits on the trade date. In the event of Force Majeure, we may experience processing delays, which may affectyour trade date. In those instances, your actual trade date may be after the trade date you would have received,which may negatively affect the value of your S

SMART529 WV Direct Individual 529 Portfolio Options . The following performance history for the SMART529 WV Direct Individual 529 Portfolio Options includes the one -, three-, five-, ten-year and since inception annualized returns for each Investment Option as of February 28, 2022. These performance numbers are net of applicable Asset-Based Fees.