diff --git a/src/typechat.schema/TypeEx.cs b/src/typechat.schema/TypeEx.cs
index c5fe980..5785077 100644
--- a/src/typechat.schema/TypeEx.cs
+++ b/src/typechat.schema/TypeEx.cs
@@ -40,7 +40,21 @@ public static bool IsBoolean(this Type type)
 
     public static bool IsDateTime(this Type type)
     {
-        return type == typeof(DateTime) || type == typeof(TimeSpan);
+        // These are value types that System.Text.Json serializes to/from a JSON *string* rather than
+        // to an object. They must be treated as the 'string' primitive by the exporter (see
+        // Typescript.Types.ToPrimitive); otherwise they would be exported as (mostly empty) interfaces.
+        if (type == typeof(DateTime) || type == typeof(TimeSpan) || type == typeof(DateTimeOffset))
+        {
+            return true;
+        }
+#if NET6_0_OR_GREATER
+        // DateOnly/TimeOnly only exist on net6.0+, but Json serializes them as strings too.
+        if (type == typeof(DateOnly) || type == typeof(TimeOnly))
+        {
+            return true;
+        }
+#endif
+        return false;
     }
 
     public static bool IsNumber(this Type type)
@@ -149,6 +163,113 @@ internal static bool IsTask(this Type type)
         return (args.IsNullOrEmpty()) ? null : args[0];
     }
 
+    /// <summary>
+    /// Is the given type one that serializes to a JSON array? This includes arrays and any type
+    /// that implements IEnumerable{T} (List{T}, IList{T}, ICollection{T}, HashSet{T}...).
+    /// Strings (which are IEnumerable{char}) and dictionaries are deliberately excluded: they do
+    /// not serialize to JSON arrays.
+    /// </summary>
+    /// <param name="type">type to inspect</param>
+    /// <param name="elementType">the type of the items in the array</param>
+    /// <returns>true if the type is array-like</returns>
+    internal static bool IsArrayLike(this Type type, out Type elementType)
+    {
+        elementType = null;
+
+        // Strings are IEnumerable<char> but must be exported as scalar strings, not char arrays
+        if (type.IsString())
+        {
+            return false;
+        }
+        // Dictionaries are IEnumerable<KeyValuePair<,>> but must be exported as maps, not arrays.
+        // Use a structural check so that even a self-mapping dictionary is excluded here.
+        if (type.IsDictionaryShaped())
+        {
+            return false;
+        }
+        if (type.IsArray)
+        {
+            elementType = type.GetElementType();
+            return true;
+        }
+
+        Type? enumerableType = FindGenericInterface(type, typeof(IEnumerable<>));
+        if (enumerableType is not null)
+        {
+            Type genericArg = enumerableType.GetGenericArguments()[0];
+            // Guard against a type that enumerates itself (e.g. class Node : IEnumerable<Node>):
+            // there is no finite element type to unwrap to, so treat it as a plain object instead.
+            if (genericArg != type)
+            {
+                elementType = genericArg;
+                return true;
+            }
+            return false;
+        }
+        // Non-generic IEnumerable (e.g. ArrayList): the element type is unknown, so treat it as 'any'
+        if (typeof(IEnumerable).IsAssignableFrom(type))
+        {
+            elementType = typeof(object);
+            return true;
+        }
+        return false;
+    }
+
+    /// <summary>
+    /// Is the given type one that serializes to a JSON object/map? This includes any type that
+    /// implements IDictionary{K,V} or IReadOnlyDictionary{K,V}, as well as the non-generic IDictionary.
+    /// </summary>
+    /// <param name="type">type to inspect</param>
+    /// <param name="keyType">the type of the map's keys</param>
+    /// <param name="valueType">the type of the map's values</param>
+    /// <returns>true if the type is a dictionary</returns>
+    internal static bool IsDictionary(this Type type, out Type keyType, out Type valueType)
+    {
+        keyType = typeof(string);
+        valueType = typeof(object);
+
+        Type? dictionaryType = FindGenericInterface(type, typeof(IDictionary<,>)) ??
+                               FindGenericInterface(type, typeof(IReadOnlyDictionary<,>));
+        if (dictionaryType is not null)
+        {
+            Type[] args = dictionaryType.GetGenericArguments();
+            // Guard against a type that maps to itself (e.g. class D : IDictionary<string, D>):
+            // there is no finite value type to unwrap to, so treat it as a plain object instead.
+            if (args[1] != type)
+            {
+                keyType = args[0];
+                valueType = args[1];
+                return true;
+            }
+            return false;
+        }
+        // Non-generic IDictionary (e.g. Hashtable): keys and values are untyped
+        return typeof(IDictionary).IsAssignableFrom(type);
+    }
+
+    private static Type? FindGenericInterface(Type type, Type genericInterface)
+    {
+        if (type.IsGenericType && type.GetGenericTypeDefinition() == genericInterface)
+        {
+            return type;
+        }
+        foreach (Type iface in type.GetInterfaces())
+        {
+            if (iface.IsGenericType && iface.GetGenericTypeDefinition() == genericInterface)
+            {
+                return iface;
+            }
+        }
+        return null;
+    }
+
+    private static bool IsDictionaryShaped(this Type type)
+    {
+        return FindGenericInterface(type, typeof(IDictionary<,>)) is not null ||
+               FindGenericInterface(type, typeof(IReadOnlyDictionary<,>)) is not null ||
+               typeof(IDictionary).IsAssignableFrom(type);
+    }
+
     internal static IEnumerable<Type> Subclasses(this Type type)
     {
         if (!type.IsClass)
diff --git a/src/typechat.schema/Typescript.cs b/src/typechat.schema/Typescript.cs
index 57b6cbd..dc8df58 100644
--- a/src/typechat.schema/Typescript.cs
+++ b/src/typechat.schema/Typescript.cs
@@ -70,7 +70,15 @@ public static class Types
             }
             else if (type.IsDateTime())
             {
-                return String; // Json does not have a primitive DateTime
+                return String; // Json has no DateTime primitive: these value types serialize as strings
+            }
+            else if (type == typeof(Guid))
+            {
+                // Guid is a value type, but System.Text.Json writes it as a JSON string (e.g.
+                // "3f2504e0-4f89-11d3-9a0c-0305e82c3301") and it exposes no public fields/properties.
+                // Without this mapping it would fall through to the object path and be exported as an
+                // empty "interface Guid {}", which a model could never populate correctly.
+                return String;
             }
             else if (type.IsObject())
             {
diff --git a/src/typechat.schema/TypescriptExporter.cs b/src/typechat.schema/TypescriptExporter.cs
index 2d06173..3295374 100644
--- a/src/typechat.schema/TypescriptExporter.cs
+++ b/src/typechat.schema/TypescriptExporter.cs
@@ -175,29 +175,36 @@ public override void ExportPending()
 
     public override void ExportType(Type type)
     {
-        if (type.IsArray)
+        if (type.IsDictionary(out _, out Type valueType))
         {
-            AddPending(type.GetElementType());
+            AddPending(valueType);
+        }
+        else if (type.IsArrayLike(out Type elementType))
+        {
+            AddPending(elementType);
+        }
+        else if (type.IsEnum)
+        {
+            ExportEnum(type);
         }
         else
         {
-            if (type.IsEnum)
-            {
-                ExportEnum(type);
-            }
-            else
-            {
-                ExportClass(type);
-            }
+            ExportClass(type);
         }
     }
 
     public TypescriptExporter ExportClass(Type type)
     {
         ArgumentVerify.ThrowIfNull(type, nameof(type));
-        if (!type.IsClass)
+        // Export both reference types (classes) and non-enum value types (structs) as interfaces:
+        // System.Text.Json serializes a struct's public fields/properties into a JSON object exactly
+        // like a class (e.g. KeyValuePair<K,V> => { Key, Value }, a custom Money => { Amount, Currency }).
+        // Enums are routed to ExportEnum before they reach here, and scalar value types that Json writes
+        // as a single value (Guid, DateTime, DateTimeOffset, ...) are mapped to primitives in
+        // Typescript.Types.ToPrimitive, so only genuine object-like structs arrive at this point.
+        if (!type.IsClass && (!type.IsValueType || type.IsPrimitive || type.IsEnum))
         {
-            ArgumentVerify.Throw($"{type.Name} must be a class");
+            ArgumentVerify.Throw($"{type.Name} must be a class or struct");
         }
 
         if (IsExported(type))
@@ -505,7 +512,7 @@ private TypescriptExporter ExportVariable(MemberInfo member, Type type)
             _writer.Variable(
                 member.PropertyName(),
                 DataType(actualType),
-                type.IsArray,
+                actualType.IsArrayLike(out _),
                 isNullable
             );
         }
@@ -534,7 +541,7 @@ private TypescriptExporter ExportParameter(ParameterInfo parameter, int i, int c
             DataType(type),
             i,
             count,
-            type.IsArray,
+            type.IsArrayLike(out _),
             isNullable
             );
         AddPending(type);
@@ -658,9 +665,20 @@ private string DataType(Type type)
             type = type.GetGenericType() ?? typeof(void);
         }
 
-        if (type.IsArray)
+        Type? nullableValueType = type.GetNullableValueType();
+        if (nullableValueType is not null)
+        {
+            type = nullableValueType;
+        }
+
+        if (type.IsDictionary(out Type keyType, out Type valueType))
+        {
+            return DataTypeMap(keyType, valueType);
+        }
+
+        if (type.IsArrayLike(out Type elementType))
         {
-            return DataType(type.GetElementType());
+            return DataType(elementType);
         }
 
         string? typeName = null;
@@ -680,6 +698,23 @@ private string DataType(Type type)
         return typeName;
     }
 
+    private string DataTypeMap(Type keyType, Type valueType)
+    {
+        string valueDataType = DataType(valueType);
+        if (valueType.IsArrayLike(out _))
+        {
+            valueDataType += Typescript.Punctuation.Array;
+        }
+        return $"Record<{MapKeyType(keyType)}, {valueDataType}>";
+    }
+
+    private static string MapKeyType(Type keyType)
+    {
+        // JSON object keys are always strings; only numeric keys are represented as 'number'
+        string? primitive = Typescript.Types.ToPrimitive(keyType);
+        return primitive == Typescript.Types.Number ? Typescript.Types.Number : Typescript.Types.String;
+    }
+
     private string InterfaceName(Type type, bool useMapper = true)
     {
         string? typeName = null;
@@ -756,12 +791,26 @@ protected override bool ShouldExport(Type type, out Type typeToExport)
             return false;
         }
 
-        if (type.IsArray)
+        // Unwrap arrays, collections and dictionaries down to the underlying element/value type
+        while (true)
         {
-            type = type.GetElementType();
+            if (type.IsDictionary(out _, out Type valueType))
+            {
+                type = valueType;
+            }
+            else if (type.IsArrayLike(out Type elementType))
+            {
+                type = elementType;
+            }
+            else
+            {
+                break;
+            }
         }
 
         typeToExport = type;
-        return !type.IsPrimitive && !_nonExportTypes.Contains(type);
+        return !type.IsPrimitive &&
+               !type.IsNullableValueType() &&
+               !_nonExportTypes.Contains(type);
     }
 }
diff --git a/src/typechat/OpenAIConfig.cs b/src/typechat/OpenAIConfig.cs
index bde1f88..6c4128b 100644
--- a/src/typechat/OpenAIConfig.cs
+++ b/src/typechat/OpenAIConfig.cs
@@ -39,11 +39,6 @@ public static class VariableNames
         /// </summary>
         public const string OPENAI_EMBEDDINGMODEL = "OPENAI_EMBEDDINGMODEL";
 
-        /// <summary>
-        /// The embedding endpoint to use
-        /// </summary>
-        public const string OPENAI_EMBEDDING_ENDPOINT = "OPENAI_EMBEDDING_ENDPOINT";
-
         /// <summary>
         /// Api key to use for Azure OpenAI service
         /// </summary>
@@ -149,11 +144,6 @@ public static OpenAIConfig FromEnvironment(bool isEmbedding = false)
         }
         if (isEmbedding)
         {
-            if (Environment.GetEnvironmentVariable(VariableNames.OPENAI_EMBEDDING_ENDPOINT) != null)
-            {
-                config.Endpoint = Environment.GetEnvironmentVariable(VariableNames.OPENAI_EMBEDDING_ENDPOINT);
-            }
-
             config.Model = Environment.GetEnvironmentVariable(VariableNames.OPENAI_EMBEDDINGMODEL);
         }
         else
diff --git a/tests/TypeChat.TestLib/Schemas.cs b/tests/TypeChat.TestLib/Schemas.cs
index f49236e..d50c366 100644
--- a/tests/TypeChat.TestLib/Schemas.cs
+++ b/tests/TypeChat.TestLib/Schemas.cs
@@ -336,6 +336,69 @@ public class FriendsOfPerson
     public Name[] FriendNames { get; set; }
 }
 
+// For testing that IEnumerable<T> exports as a JSON array (string[]) and not as a
+// leaky List_String interface. See https://github.com/microsoft/typechat.net/issues/218
+public sealed class Pizza
+{
+    public IEnumerable<string> Toppings { get; set; }
+    public string Size { get; set; }
+}
+
+// For testing that the various collection and dictionary types all export as JSON arrays/maps
+public class CollectionsObj
+{
+    public IEnumerable<string> Tags { get; set; }
+    public List<Name> Names { get; set; }
+    public IList<int> Scores { get; set; }
+    public ICollection<Location> Locations { get; set; }
+    public IReadOnlyList<double> Ratings { get; set; }
+    public HashSet<string> UniqueTags { get; set; }
+    public string[] Aliases { get; set; }
+    public Dictionary<string, int> Counts { get; set; }
+    public IDictionary<string, Location> LocationsByCity { get; set; }
+    public Dictionary<string, Name> NamesById { get; set; }
+    public Dictionary<string, List<int>> Buckets { get; set; }
+}
+
+// A type that enumerates itself (composite pattern): it implements IEnumerable<Composite>,
+// so it has no finite "array of..." representation. Schema generation must still terminate.
+public class Composite : IEnumerable<Composite>
+{
+    public string Name { get; set; }
+    public IEnumerator<Composite> GetEnumerator() => Enumerable.Empty<Composite>().GetEnumerator();
+    System.Collections.IEnumerator System.Collections.IEnumerable.GetEnumerator() => GetEnumerator();
+}
+
+public class CompositeHolder
+{
+    public List<Composite> Nodes { get; set; }
+    public Composite Root { get; set; }
+}
+
+// For testing that structs export as interfaces: Json serializes a struct's public members as an
+// object, just like a class.
+public struct Money
+{
+    public decimal Amount { get; set; }
+    public string Currency { get; set; }
+}
+
+public struct Coordinates
+{
+    public double Latitude { get; set; }
+    public double Longitude { get; set; }
+}
+
+public class StructHolder
+{
+    public Money Price { get; set; }
+    public Coordinates Location { get; set; }
+    public KeyValuePair<string, int> Pair { get; set; }
+    // Scalar value types that Json writes as a single string - must NOT become empty interfaces
+    public Guid Id { get; set; }
+    public DateTimeOffset When { get; set; }
+}
+
 // For testing Generics
 public class Child<T>
 {
diff --git a/tests/TypeChat.UnitTests/TestSchema.cs b/tests/TypeChat.UnitTests/TestSchema.cs
index ecd36d4..db81aed 100644
--- a/tests/TypeChat.UnitTests/TestSchema.cs
+++ b/tests/TypeChat.UnitTests/TestSchema.cs
@@ -95,5 +95,100 @@ public void ExportGenerics()
         Assert.True(lines.ContainsSubstring("Child_Name[]"));
         Assert.True(lines.ContainsSubstring("Child_Location[]"));
     }
+
+    [Fact]
+    public void ExportEnumerable_Issue218()
+    {
+        var schema = TypescriptExporter.GenerateSchema(typeof(Pizza));
+        var lines = schema.Schema.Text.Lines();
+
+        // IEnumerable<string> must be exported as a JSON array of strings...
+        Assert.True(lines.ContainsSubstring("Toppings", "string[]"));
+        Assert.True(lines.ContainsSubstring("Size", "string"));
+        // ...and NOT as a leaky List_String interface exposing Capacity/Count/Item
+        Assert.False(lines.ContainsSubstring("List_String"));
+        Assert.False(lines.ContainsSubstring("Capacity"));
+    }
+
+    [Fact]
+    public void ExportCollections()
+    {
+        var schema = TypescriptExporter.GenerateSchema(typeof(CollectionsObj));
+        var lines = schema.Schema.Text.Lines();
+
+        // IEnumerable<T>, List<T>, IList<T>, ICollection<T>, IReadOnlyList<T>, HashSet<T> and arrays => T[]
+        Assert.True(lines.ContainsSubstring("Tags", "string[]"));
+        Assert.True(lines.ContainsSubstring("Names", "Name[]"));
+        Assert.True(lines.ContainsSubstring("Scores", "number[]"));
+        Assert.True(lines.ContainsSubstring("Locations", "Location[]"));
+        Assert.True(lines.ContainsSubstring("Ratings", "number[]"));
+        Assert.True(lines.ContainsSubstring("UniqueTags", "string[]"));
+        Assert.True(lines.ContainsSubstring("Aliases", "string[]"));
+
+        // Dictionaries => Record<Key, Value>, including a dictionary whose value is itself a collection
+        Assert.True(lines.ContainsSubstring("Counts", "Record<string, number>"));
+        Assert.True(lines.ContainsSubstring("LocationsByCity", "Record<string, Location>"));
+        Assert.True(lines.ContainsSubstring("NamesById", "Record<string, Name>"));
+        Assert.True(lines.ContainsSubstring("Buckets", "Record<string, number[]>"));
+
+        // Element/value types are still exported as interfaces
+        Assert.True(lines.ContainsSubstring("interface", "Name"));
+        Assert.True(lines.ContainsSubstring("interface", "Location"));
+
+        // The internals of List<T>/Dictionary<> must NOT leak into the schema
+        Assert.False(lines.ContainsSubstring("Capacity"));
+        Assert.False(lines.ContainsSubstring("KeyValuePair"));
+        Assert.False(lines.ContainsSubstring("interface", "List_"));
+    }
+
+    [Fact]
+    public void SelfReferentialEnumerable_Terminates()
+    {
+        // Composite : IEnumerable<Composite> has no finite "array of..." representation.
+        // Schema generation must terminate rather than loop forever while unwrapping it.
+        TypescriptSchema schema = null;
+        var worker = new System.Threading.Thread(
+            () => schema = TypescriptExporter.GenerateSchema(typeof(CompositeHolder)))
+        {
+            IsBackground = true
+        };
+        worker.Start();
+        bool finished = worker.Join(System.TimeSpan.FromSeconds(5));
+
+        Assert.True(finished, "Schema generation did not terminate for a self-referential IEnumerable type");
+
+        var lines = schema.Schema.Text.Lines();
+        // A List<Composite> is still a normal array...
+        Assert.True(lines.ContainsSubstring("Nodes", "Composite[]"));
+        // ...but the self-enumerating Composite itself falls back to a plain object interface
+        Assert.True(lines.ContainsSubstring("interface", "Composite"));
+        Assert.True(lines.ContainsSubstring("Name", "string"));
+    }
+
+    [Fact]
+    public void ExportStructs()
+    {
+        var schema = TypescriptExporter.GenerateSchema(typeof(StructHolder));
+        var lines = schema.Schema.Text.Lines();
+
+        // Structs export as interfaces, because Json serializes their public members as an object
+        Assert.True(lines.ContainsSubstring("Price", "Money"));
+        Assert.True(lines.ContainsSubstring("interface", "Money"));
+        Assert.True(lines.ContainsSubstring("Amount", "number"));
+        Assert.True(lines.ContainsSubstring("Currency", "string"));
+
+        Assert.True(lines.ContainsSubstring("Location", "Coordinates"));
+        Assert.True(lines.ContainsSubstring("interface", "Coordinates"));
+
+        Assert.True(lines.ContainsSubstring("Pair", "KeyValuePair"));
+        Assert.True(lines.ContainsSubstring("Key", "string"));
+        Assert.True(lines.ContainsSubstring("Value", "number"));
+
+        // Scalar value types map to string, NOT to empty interfaces
+        Assert.True(lines.ContainsSubstring("Id", "string"));
+        Assert.True(lines.ContainsSubstring("When", "string"));
+        Assert.False(lines.ContainsSubstring("interface", "Guid"));
+        Assert.False(lines.ContainsSubstring("interface", "DateTimeOffset"));
+    }
 }