diff --git a/src/Service.Tests/Unittests/ODataASTVisitorUnitTests.cs b/src/Service.Tests/Unittests/ODataASTVisitorUnitTests.cs
index 115d926661..66876e6456 100644
--- a/src/Service.Tests/Unittests/ODataASTVisitorUnitTests.cs
+++ b/src/Service.Tests/Unittests/ODataASTVisitorUnitTests.cs
@@ -6,6 +6,7 @@
 using Azure.DataApiBuilder.Service.Parsers;
 using Azure.DataApiBuilder.Service.Resolvers;
 using Azure.DataApiBuilder.Service.Tests.SqlTests;
+using Microsoft.OData;
 using Microsoft.OData.Edm;
 using Microsoft.OData.UriParser;
 using Microsoft.VisualStudio.TestTools.UnitTesting;
@@ -99,6 +100,50 @@ public void VisitorLeftFieldGreaterThanRightNullFilterTest()
                 );
         }
 
+        [DataTestMethod]
+        // Constant on left side and OData EDM object on right side of binary operator. (L->R)
+        [DataRow("'1' eq int_types", false, DisplayName = "L->R: Cast token claim of type string to integer, left to right ")]
+        [DataRow("'13B4F4EC-C45B-46EC-99F2-77BC22A256A7' eq guid_types", false, DisplayName = "L->R: Cast token claim of type string to GUID")]
+        [DataRow("'true' eq boolean_types", false, DisplayName = "L->R: Cast token claim of type string to bool (true)")]
+        [DataRow("'false' eq boolean_types", false, DisplayName = "L->R: Cast token claim of type string to bool (false)")]
+        [DataRow("1 eq string_types", false, DisplayName = "L->R: Cast token claim of type int to string")]
+        [DataRow("true eq string_types", false, DisplayName = "L->R: Cast token claim of type bool to string")]
+        // Constant on right side and OData EDM object on left side of binary operator. (R->L)
+        [DataRow("int_types eq '1'", false, DisplayName = "R->L: Cast token claim of type string to integer")]
+        [DataRow("guid_types eq '13B4F4EC-C45B-46EC-99F2-77BC22A256A7'", false, DisplayName = "R->L: Cast token claim of type string to GUID")]
+        [DataRow("boolean_types eq 'true'", false, DisplayName = "R->L: Cast token claim of type string to bool (true)")]
+        [DataRow("boolean_types eq 'false'", false, DisplayName = "R->L: Cast token claim of type string to bool (false)")]
+        [DataRow("string_types eq 1", false, DisplayName = "R->L: Cast token claim of type int to string")]
+        [DataRow("string_types eq true", false, DisplayName = "R->L: Cast token claim of type bool to string")]
+        // Comparisons expected to fail due to inability to cast
+        [DataRow("boolean_types eq 2", true, DisplayName = "Fail to cast arbitrary int to bool")]
+        [DataRow("guid_types eq 1", true, DisplayName = "Fail to cast arbitrary int to GUID")]
+        [DataRow("guid_types eq 'stringConstant'", true, DisplayName = "Fail to cast arbitrary string to GUID")]
+        public void CustomODataUriParserResolverTest(string resolvedAuthZPolicyText, bool errorExpected)
+        {
+            // Arrange
+            string entityName = "SupportedType";
+            string tableName = "type_table";
+            string filterQueryString = "?$filter=" + resolvedAuthZPolicyText;
+            string expectedErrorMessageFragment = "A binary operator with incompatible types was detected.";
+
+            //Act + Assert
+            try
+            {
+                FilterClause ast = _sqlMetadataProvider
+                    .GetODataParser()
+                    .GetFilterClause(
+                        filterQueryString,
+                        resourcePath: $"{entityName}.{DEFAULT_SCHEMA_NAME}.{tableName}",
+                        customResolver: new ClaimsTypeDataUriResolver());
+                Assert.IsFalse(errorExpected, message: "Filter clause creation was expected to fail.");
+            }
+            catch (Exception e) when (e is DataApiBuilderException || e is ODataException)
+            {
+                Assert.IsTrue(errorExpected, message: "Filter clause creation was not expected to fail.");
+                Assert.IsTrue(e.Message.Contains(expectedErrorMessageFragment));
+            }
+        }
         #endregion
         #region Negative Tests
         /// <summary>
diff --git a/src/Service/Parsers/ClaimsTypeDataUriResolver.cs b/src/Service/Parsers/ClaimsTypeDataUriResolver.cs
new file mode 100644
index 0000000000..672635a940
--- /dev/null
+++ b/src/Service/Parsers/ClaimsTypeDataUriResolver.cs
@@ -0,0 +1,94 @@
+using System;
+using Microsoft.OData.Edm;
+using Microsoft.OData.UriParser;
+
+namespace Azure.DataApiBuilder.Service.Parsers
+{
+    /// <summary>
+    /// Custom OData Resolver which attempts to assist with processing resolved token claims
+    /// within an authorization policy string that will be used to create an OData filter clause.
+    /// This resolver's type coercion is meant to be utilized for authorization policy processing
+    /// and NOT URL query string processing.
+    /// </summary>
+    /// <seealso cref="https://devblogs.microsoft.com/odata/tutorial-sample-odatauriparser-extension-support/#write-customized-extensions-from-scratch"/>
+    public class ClaimsTypeDataUriResolver : ODataUriResolver
+    {
+        /// <summary>
+        /// Between two nodes in the filter clause, determine the:
+        /// - PrimaryOperand: Node representing an OData EDM model object and has Kind == QueryNodeKind.SingleValuePropertyAccess.
+        /// - OperandToConvert: Node representing a constant value and has kind QueryNodeKind.Constant.
+        /// This resolver will overwrite the OperandToConvert node to a new ConstantNode where the value type is that of the PrimaryOperand node.
+        /// </summary>
+        /// <param name="binaryOperatorKind">the operator kind</param>
+        /// <param name="leftNode">the left operand</param>
+        /// <param name="rightNode">the right operand</param>
+        /// <param name="typeReference">type reference for the result BinaryOperatorNode.</param>
+        public override void PromoteBinaryOperandTypes(BinaryOperatorKind binaryOperatorKind, ref SingleValueNode leftNode, ref SingleValueNode rightNode, out IEdmTypeReference typeReference)
+        {
+            if (leftNode.TypeReference.PrimitiveKind() != rightNode.TypeReference.PrimitiveKind())
+            {
+                if ((leftNode.Kind == QueryNodeKind.SingleValuePropertyAccess) && (rightNode is ConstantNode))
+                {
+                    TryConvertNodeToTargetType(
+                        targetType: leftNode.TypeReference.PrimitiveKind(),
+                        operandToConvert: ref rightNode
+                        );
+                }
+                else if (rightNode.Kind == QueryNodeKind.SingleValuePropertyAccess && leftNode is ConstantNode)
+                {
+                    TryConvertNodeToTargetType(
+                        targetType: rightNode.TypeReference.PrimitiveKind(),
+                        operandToConvert: ref leftNode
+                        );
+                }
+            }
+
+            base.PromoteBinaryOperandTypes(binaryOperatorKind, ref leftNode, ref rightNode, out typeReference);
+        }
+
+        /// <summary>
+        /// Uses type specific parsers to attempt converting the supplied node to a new ConstantNode of type targetType.
+        /// </summary>
+        /// <param name="targetType">Primitive type (string, bool, int, etc.) of the primary node's value.</param>
+        /// <param name="operandToConvert">Node representing a constant value which should be converted to a ConstantNode of type targetType.</param>
+        private static void TryConvertNodeToTargetType(EdmPrimitiveTypeKind targetType, ref SingleValueNode operandToConvert)
+        {
+            ConstantNode? preConvertedConstant = operandToConvert as ConstantNode;
+
+            if (preConvertedConstant?.Value is null)
+            {
+                return;
+            }
+
+            if (targetType == EdmPrimitiveTypeKind.Int32)
+            {
+                if (int.TryParse(preConvertedConstant.Value.ToString(), out int result))
+                {
+                    operandToConvert = new ConstantNode(constantValue: result);
+                }
+            }
+            else if (targetType == EdmPrimitiveTypeKind.String)
+            {
+                string? objectValue = preConvertedConstant.Value.ToString();
+                if (objectValue is not null)
+                {
+                    operandToConvert = new ConstantNode(constantValue: objectValue);
+                }
+            }
+            else if (targetType == EdmPrimitiveTypeKind.Boolean)
+            {
+                if (bool.TryParse(preConvertedConstant.Value.ToString(), out bool result))
+                {
+                    operandToConvert = new ConstantNode(constantValue: result);
+                }
+            }
+            else if (targetType == EdmPrimitiveTypeKind.Guid)
+            {
+                if (Guid.TryParse(preConvertedConstant.Value.ToString(), out Guid result))
+                {
+                    operandToConvert = new ConstantNode(constantValue: result);
+                }
+            }
+        }
+    }
+}
diff --git a/src/Service/Parsers/EdmModelBuilder.cs b/src/Service/Parsers/EdmModelBuilder.cs
index 9383ca4aef..ea07f87a7b 100644
--- a/src/Service/Parsers/EdmModelBuilder.cs
+++ b/src/Service/Parsers/EdmModelBuilder.cs
@@ -77,9 +77,11 @@ SourceDefinition sourceDefinition
                         switch (columnSystemType.Name)
                         {
                             case "String":
-                            case "Guid":
                                 type = EdmPrimitiveTypeKind.String;
                                 break;
+                            case "Guid":
+                                type = EdmPrimitiveTypeKind.Guid;
+                                break;
                             case "Byte":
                                 type = EdmPrimitiveTypeKind.Byte;
                                 break;
diff --git a/src/Service/Parsers/FilterParser.cs b/src/Service/Parsers/FilterParser.cs
index d3177a84f4..c800f0e15e 100644
--- a/src/Service/Parsers/FilterParser.cs
+++ b/src/Service/Parsers/FilterParser.cs
@@ -29,8 +29,9 @@ public void BuildModel(ISqlMetadataProvider sqlMetadataProvider)
         /// </summary>
         /// <param name="filterQueryString">Represents the $filter part of the query string</param>
         /// <param name="resourcePath">Represents the resource path, in our case the entity name.</param>
+        /// <param name="customResolver">ODataUriResolver resolving different kinds of Uri parsing context.</param>
         /// <returns>An AST FilterClause that represents the filter portion of the WHERE clause.</returns>
-        public FilterClause GetFilterClause(string filterQueryString, string resourcePath)
+        public FilterClause GetFilterClause(string filterQueryString, string resourcePath, ODataUriResolver? customResolver = null)
         {
             if (_model == null)
             {
@@ -45,6 +46,12 @@ public FilterClause GetFilterClause(string filterQueryString, string resourcePat
             {
                 Uri relativeUri = new(resourcePath + '/' + filterQueryString, UriKind.Relative);
                 ODataUriParser parser = new(_model!, relativeUri);
+
+                if (customResolver is not null)
+                {
+                    parser.Resolver = customResolver;
+                }
+
                 return parser.ParseFilter();
             }
             catch (ODataException e)
diff --git a/src/Service/Resolvers/AuthorizationPolicyHelpers.cs b/src/Service/Resolvers/AuthorizationPolicyHelpers.cs
index 46417b4210..0761e47a05 100644
--- a/src/Service/Resolvers/AuthorizationPolicyHelpers.cs
+++ b/src/Service/Resolvers/AuthorizationPolicyHelpers.cs
@@ -86,7 +86,10 @@ public static void ProcessAuthorizationPolicies(
 
                 // Parse and save the values that are needed to later generate SQL query predicates
                 // FilterClauseInDbPolicy is an Abstract Syntax Tree representing the parsed policy text.
-                return sqlMetadataProvider.GetODataParser().GetFilterClause(dbPolicyClause, $"{entityName}.{resourcePath}");
+                return sqlMetadataProvider.GetODataParser().GetFilterClause(
+                    filterQueryString: dbPolicyClause,
+                    resourcePath: $"{entityName}.{resourcePath}",
+                    customResolver: new ClaimsTypeDataUriResolver());
             }
 
             return null;
diff --git a/src/Service/Services/RestService.cs b/src/Service/Services/RestService.cs
index 51841ed808..fab1ec867b 100644
--- a/src/Service/Services/RestService.cs
+++ b/src/Service/Services/RestService.cs
@@ -171,7 +171,10 @@ RuntimeConfigProvider runtimeConfigProvider
 
                 // Parse and save the values that are needed to later generate queries in the given RestRequestContext.
                 // DbPolicyClause is an Abstract Syntax Tree representing the parsed policy text.
-                context.DbPolicyClause = _sqlMetadataProvider.GetODataParser().GetFilterClause(dbPolicy, $"{context.EntityName}.{context.DatabaseObject.FullName}");
+                context.DbPolicyClause = _sqlMetadataProvider.GetODataParser().GetFilterClause(
+                    filterQueryString: dbPolicy,
+                    resourcePath: $"{context.EntityName}.{context.DatabaseObject.FullName}",
+                    customResolver: new ClaimsTypeDataUriResolver());
             }
 
             // At this point for DELETE, the primary key should be populated in the Request Context.