Upgrade Failure "duplicate column name: DebugPreference"

I am attempting to upgrade PSU from v5.5.0 to v26.2.3.0, both initial install and upgrade are being done via MSI. The v26 MSI upgrade process itself completes successfully without error. However, post upgrade when first trying to start the PSU service the below error throws and the service will not start. I don't recall ever doing anything unique/special with this PSU installation, but as of now I am unable to get past it. Are there intermediate version(s) I need to step through instead of a straight jump to 26.2.3.0?

[FTL] Fatal error starting PowerShell Universal as a Windows service.
Microsoft.Data.Sqlite.SqliteException (0x80004005): SQLite Error 1: 'duplicate column name: DebugPreference'.
   at Microsoft.Data.Sqlite.SqliteException.ThrowExceptionForRC(Int32 rc, sqlite3 db)
   at Microsoft.Data.Sqlite.SqliteCommand.PrepareAndEnumerateStatements()+MoveNext()
   at Microsoft.Data.Sqlite.SqliteCommand.GetStatements()+MoveNext()
   at Microsoft.Data.Sqlite.SqliteDataReader.NextResult()
   at Microsoft.Data.Sqlite.SqliteCommand.ExecuteReader(CommandBehavior behavior)
   at Microsoft.Data.Sqlite.SqliteCommand.ExecuteReader()
   at Microsoft.Data.Sqlite.SqliteCommand.ExecuteNonQuery()
   at Microsoft.EntityFrameworkCore.Storage.RelationalCommand.ExecuteNonQuery(RelationalCommandParameterObject parameterObject)
   at Microsoft.EntityFrameworkCore.Migrations.MigrationCommand.ExecuteNonQuery(IRelationalConnection connection, IReadOnlyDictionary2 parameterValues)    at Microsoft.EntityFrameworkCore.Migrations.Internal.MigrationCommandExecutor.Execute(IReadOnlyList1 migrationCommands, IRelationalConnection connection, MigrationExecutionState executionState, Boolean beginTransaction, Boolean commitTransaction, Nullable1 isolationLevel)    at Microsoft.EntityFrameworkCore.Migrations.Internal.MigrationCommandExecutor.<>c.<ExecuteNonQuery>b__3_1(DbContext _, ValueTuple6 s)
   at Microsoft.EntityFrameworkCore.Storage.NonRetryingExecutionStrategy.ExecuteTState,TResult
   at Microsoft.EntityFrameworkCore.Migrations.Internal.MigrationCommandExecutor.ExecuteNonQuery(IReadOnlyList1 migrationCommands, IRelationalConnection connection, MigrationExecutionState executionState, Boolean commitTransaction, Nullable1 isolationLevel)
   at Microsoft.EntityFrameworkCore.Migrations.Internal.Migrator.MigrateImplementation(DbContext context, String targetMigration, MigrationExecutionState state, Boolean useTransaction)
   at Microsoft.EntityFrameworkCore.Migrations.Internal.Migrator.<>c.<Migrate>b__20_1(DbContext c, ValueTuple4 s)    at Microsoft.EntityFrameworkCore.Storage.NonRetryingExecutionStrategy.Execute[TState,TResult](TState state, Func3 operation, Func3 verifySucceeded)    at Microsoft.EntityFrameworkCore.Migrations.Internal.Migrator.Migrate(String targetMigration)    at Microsoft.EntityFrameworkCore.RelationalDatabaseFacadeExtensions.Migrate(DatabaseFacade databaseFacade)    at PowerShellUniversal.SQLite.DatabaseFeature.InitializeDatabase(IConfiguration configuration, ILogger logger) in D:\a\powershell-universal\powershell-universal\src\PowerShellUniversal.SQLite\Plugin.cs:line 72    at Universal.Server.Services.SystemPluginService.InitializeDatabase(IConfiguration configuration) in D:\a\powershell-universal\powershell-universal\src\Universal.Server\Services\SystemPluginService.cs:line 58    at Universal.Server.Startup.InitializeDatabase(ISystemPluginService systemPluginService) in D:\a\powershell-universal\powershell-universal\src\Universal.Server\Startup.cs:line 340    at Universal.Server.Startup.ConfigureServices(IServiceCollection services) in D:\a\powershell-universal\powershell-universal\src\Universal.Server\Startup.cs:line 82    at System.Reflection.MethodBaseInvoker.InterpretedInvoke_Method(Object obj, IntPtr* args)    at System.Reflection.MethodBaseInvoker.InvokeDirectByRefWithFewArgs(Object obj, Span1 copyOfArgs, BindingFlags invokeAttr)
   at System.Reflection.MethodBaseInvoker.InvokeWithOneArg(Object obj, BindingFlags invokeAttr, Binder binder, Object[] parameters, CultureInfo culture)
   at System.Reflection.RuntimeMethodInfo.Invoke(Object obj, BindingFlags invokeAttr, Binder binder, Object[] parameters, CultureInfo culture)
   at Microsoft.AspNetCore.Hosting.ConfigureServicesBuilder.InvokeCore(Object instance, IServiceCollection services)
   at Microsoft.AspNetCore.Hosting.GenericWebHostBuilder.UseStartup(Type startupType, HostBuilderContext context, IServiceCollection services, Object instance)
   at Microsoft.AspNetCore.Hosting.GenericWebHostBuilder.<>c__DisplayClass7_0.<UseStartup>b__0(HostBuilderContext context, IServiceCollection services)
   at Microsoft.Extensions.Hosting.HostBuilder.InitializeServiceProvider()
   at Microsoft.Extensions.Hosting.HostBuilder.Build()
   at Universal.Server.PowerShellUniversalWindowsService.StartHostAsync(CancellationToken cancellationToken) in D:\a\powershell-universal\powershell-universal\src\Universal.Server\PowerShellUniversalWindowsService.cs:line 61