diff --git a/RegExtract.Test/Usage.cs b/RegExtract.Test/Usage.cs
index af2e08c..bb3db1e 100644
--- a/RegExtract.Test/Usage.cs
+++ b/RegExtract.Test/Usage.cs
@@ -16,6 +16,62 @@ public class Usage
         const string pattern_nested = "(((.)(.)(.)(.)(.)(.)(.)(.)(.)))";
         const string pattern_named = "(?<n>(?<s>(?<a>.)(?<b>.)(?<c>.)(?<d>.)(?<e>.)(?<f>.)(?<g>.)(?<h>.)(?<i>.)))";
 
+        [Fact]
+        public void can_try_extract_to_tuple_using_extension()
+        {
+            var ok = data.TryExtract<(int a, char b, string c, int d, char e, string f, int g, char h, string i)>(pattern, out var extracted);
+
+            Assert.True(ok);
+
+            Assert.IsType<int>(extracted.a);
+            Assert.IsType<char>(extracted.b);
+            Assert.IsType<string>(extracted.c);
+            Assert.IsType<int>(extracted.d);
+            Assert.IsType<char>(extracted.e);
+            Assert.IsType<string>(extracted.f);
+            Assert.IsType<int>(extracted.g);
+            Assert.IsType<char>(extracted.h);
+            Assert.IsType<string>(extracted.i);
+
+            Assert.Equal(1, extracted.a);
+            Assert.Equal('2', extracted.b);
+            Assert.Equal("3", extracted.c);
+            Assert.Equal(4, extracted.d);
+            Assert.Equal('5', extracted.e);
+            Assert.Equal("6", extracted.f);
+            Assert.Equal(7, extracted.g);
+            Assert.Equal('8', extracted.h);
+            Assert.Equal("9", extracted.i);
+        }
+        [Fact]
+        public void can_try_extract_to_tuple()
+        {
+            var plan = ExtractionPlan<(int a, char b, string c, int d, char e, string f, int g, char h, string i)>.CreatePlan(new Regex(pattern));
+            var ok = plan.TryExtract(data, out var extracted);
+
+            Assert.True(ok);
+
+            Assert.IsType<int>(extracted.a);
+            Assert.IsType<char>(extracted.b);
+            Assert.IsType<string>(extracted.c);
+            Assert.IsType<int>(extracted.d);
+            Assert.IsType<char>(extracted.e);
+            Assert.IsType<string>(extracted.f);
+            Assert.IsType<int>(extracted.g);
+            Assert.IsType<char>(extracted.h);
+            Assert.IsType<string>(extracted.i);
+
+            Assert.Equal(1, extracted.a);
+            Assert.Equal('2', extracted.b);
+            Assert.Equal("3", extracted.c);
+            Assert.Equal(4, extracted.d);
+            Assert.Equal('5', extracted.e);
+            Assert.Equal("6", extracted.f);
+            Assert.Equal(7, extracted.g);
+            Assert.Equal('8', extracted.h);
+            Assert.Equal("9", extracted.i);
+        }
+
         [Fact]
         public void can_parse_lookbehind()
         {
@@ -140,7 +196,7 @@ record PropertiesRecord
         }
 
         // Don't currently handle nested named captures, and I'm not sure we ever will.
-        //[Fact]
+        // [Fact]
         //public void can_extract_named_capture_groups_to_properties()
         //{
         //    PropertiesRecord? record = data.Extract<PropertiesRecord>(pattern_named);
diff --git a/RegExtract/ExtractionPlan.cs b/RegExtract/ExtractionPlan.cs
index ec70ae5..29736c3 100644
--- a/RegExtract/ExtractionPlan.cs
+++ b/RegExtract/ExtractionPlan.cs
@@ -31,6 +31,28 @@ public T Extract(Match match)
             return (T)Plan.Execute(match)!;
         }
 
+        public bool TryExtract(string str, out T result)
+        {
+            result = default!;
+            if (!Plan.TryExecute(_tree?.Regex.Match(str) ?? Regex.Match("",""), out var temp))
+            {
+                return false;
+            }
+            result = (T)temp!;
+            return true;
+        }
+
+        public bool TryExtract(Match match, out T result)
+        {
+            result = default!;
+            if (!Plan.TryExecute(match, out var temp))
+            {
+                return false;
+            }
+            result = (T)temp!;
+            return true;
+        }
+
         static public ExtractionPlan<T> CreatePlan(Regex regex, RegExtractOptions reOptions= RegExtractOptions.None)
         {
             ExtractionPlan<T> plan = new ExtractionPlan<T>();
diff --git a/RegExtract/ExtractionPlanNode.cs b/RegExtract/ExtractionPlanNode.cs
index afa49e8..26cde2f 100644
--- a/RegExtract/ExtractionPlanNode.cs
+++ b/RegExtract/ExtractionPlanNode.cs
@@ -146,11 +146,83 @@ internal virtual void Validate()
             return;
         }
 
+        internal virtual bool TryConstruct(Match match, Type type, (string Value, int Index, int Length) range, out object? result)
+        {
+            result = Construct(match, type, range);
+            return true;
+        }
+
         internal virtual object? Construct(Match match, Type type, (string Value, int Index, int Length) range)
         {
             throw new InvalidOperationException("Can't construct a node based on base ExtractionPlanNode type.");
         }
 
+        internal virtual bool TryExecute(Match match, int captureStart, int captureLength, out object? result)
+        {
+            var ranges = AsEnumerable(match.Groups[groupName].Captures)
+                  .Where(cap => cap.Index >= captureStart && cap.Index + cap.Length <= captureStart + captureLength)
+                  .Select(cap => (cap.Value, cap.Index, cap.Length));
+            Type innerType = IsNullable(type) ? type.GetGenericArguments().Single() : type;
+            bool isCollection = IsCollection(type);
+            if (!isCollection)
+            {
+                if (!ranges.Any())
+                {
+                    if (type.IsClass || Nullable.GetUnderlyingType(type) != null)
+                    {
+                        result = null;
+                        return false;
+                    }
+                    result = Convert.ChangeType(null, type);
+                    return true;
+                }
+                else
+                {
+                    var lastRange = ranges.Last();
+                    if (!TryConstruct(match, innerType, lastRange, out result))
+                    {
+                        return false;
+                    }
+                    foreach (var prop in propertyNodes)
+                    {
+                        result!.GetType().GetProperty(prop.groupName).GetSetMethod().Invoke(result, new[] { prop.Execute(match, lastRange.Index, lastRange.Length) });
+                    }
+                }
+            }
+            else
+            {
+                result = null;
+                var itemType = type.GetGenericArguments().Single();
+                var vals = Activator.CreateInstance(type);
+                var addMethod = type.GetMethod("Add");
+                foreach (var range in ranges)
+                {
+                    if (!TryConstruct(match, itemType, range, out var itemVal))
+                    {
+                        return false;
+                    }
+                    foreach (var prop in propertyNodes)
+                    {
+                        itemVal!.GetType().GetProperty(prop.groupName).GetSetMethod().Invoke(result, new[] { prop.Execute(match, range.Index, range.Length) });
+                    }
+                    addMethod.Invoke(vals, new[] { itemVal });
+                }
+
+                result = vals;
+            }
+            return true;
+        }
+
+        public bool TryExecute(Match match, out object? result)
+        {
+            if (!match.Success)
+            {
+                throw new ArgumentException("Regex didn't match.");
+            }
+
+            return TryExecute(match, match.Groups[groupName].Index, match.Groups[groupName].Length, out result);
+        }
+
         internal virtual object? Execute(Match match, int captureStart, int captureLength)
         {
             object? result = null;
diff --git a/RegExtract/ExtractionPlanNodeTypes.cs b/RegExtract/ExtractionPlanNodeTypes.cs
index e9d0375..88861d9 100644
--- a/RegExtract/ExtractionPlanNodeTypes.cs
+++ b/RegExtract/ExtractionPlanNodeTypes.cs
@@ -104,6 +104,11 @@ internal override void Validate()
     internal record EnumParseNode(string groupName, Type type, ExtractionPlanNode[] constructorParams, ExtractionPlanNode[] propertySetters) :
         ExtractionPlanNode(groupName, type, constructorParams, propertySetters)
     {
+        internal override bool TryConstruct(Match match, Type type, (string Value, int Index, int Length) range, out object? result)
+        {
+            result = Construct(match, type, range);
+            return true;
+        }
         internal override object? Construct(Match match, Type type, (string Value, int Index, int Length) range)
         {
             return Enum.Parse(type, range.Value);
@@ -138,6 +143,27 @@ internal override void Validate()
     internal record StaticParseMethodNode(string groupName, Type type, ExtractionPlanNode[] constructorParams, ExtractionPlanNode[] propertySetters) :
         ExtractionPlanNode(groupName, type, constructorParams, propertySetters)
     {
+        internal override bool TryConstruct(Match match, Type type, (string Value, int Index, int Length) range, out object? result)
+        {
+            type = IsCollection(type) ? type.GetGenericArguments().Single() : type;
+            type = IsNullable(type) ? type.GetGenericArguments().Single() : type;
+            if (type.Namespace != "System")
+            {
+                result = Construct(match, type, range);
+                return true;
+            }
+
+            var args = new object[] { range.Value, null! };
+            var ok = (bool)type.GetMethod(
+                "TryParse",
+                BindingFlags.Static | BindingFlags.Public,
+                null,
+                new Type[] { typeof(string), Type.GetType($"{type.FullName}&") },
+                null
+            ).Invoke(null, args);
+            result = args[1];
+            return ok;
+        }
         internal override object? Construct(Match match, Type type, (string Value, int Index, int Length) range)
         {
             type = IsCollection(type) ? type.GetGenericArguments().Single() : type;
diff --git a/RegExtract/RegExtractExtensions.cs b/RegExtract/RegExtractExtensions.cs
index 73fa7f7..867766b 100644
--- a/RegExtract/RegExtractExtensions.cs
+++ b/RegExtract/RegExtractExtensions.cs
@@ -81,11 +81,87 @@ public static IEnumerable<T> Extract<T>(this IEnumerable<string> str, RegExtract
             var rx = GetRegexFromType(typeof(T));
             return Extract<T>(str, rx, options);
         }
-        
+
         public static IEnumerable<T> Extract<T>(this IEnumerable<string> str, Regex rx, RegExtractOptions options = RegExtractOptions.None)
         {
             var plan = ExtractionPlan<T>.CreatePlan(rx, options);
             return str.Select(s => plan.Extract(rx.Match(s)));
         }
+
+        public static bool TryExtract<T>(this string str, string rx, out T result, RegExtractOptions options = RegExtractOptions.None)
+        {
+            return TryExtract<T>(str, rx, RegexOptions.None, out result, options);
+        }
+
+        public static bool TryExtract<T>(this string str, string rx, RegexOptions rxOptions, out T result, RegExtractOptions options = RegExtractOptions.None)
+        {
+            var match = Regex.Match(str, rx, rxOptions);
+
+            var plan = ExtractionPlan<T>.CreatePlan(new Regex(rx));
+            return plan.TryExtract(match, out result);
+        }
+
+        public static bool TryExtract<T>(this string str, Regex rx, out T result, RegExtractOptions options = RegExtractOptions.None)
+        {
+            var match = rx.Match(str);
+            var plan = ExtractionPlan<T>.CreatePlan(rx);
+            return plan.TryExtract(match, out result);
+        }
+
+        public static bool TryExtract<T>(this string str, ExtractionPlan<T> plan, out T result)
+        {
+            return plan.TryExtract(str, out result);
+        }
+
+        public static bool TryExtract<T>(this string str, out T result, RegExtractOptions options = RegExtractOptions.None)
+        {
+            return TryExtract(str, GetRegexFromType(typeof(T)), out result, options);
+        }
+
+        public static bool TryExtract<T>(this IEnumerable<string> str, string rx, out IEnumerable<T> result, RegExtractOptions options = RegExtractOptions.None)
+        {
+            return TryExtract(str, rx, RegexOptions.None, out result, options);
+        }
+
+        public static bool TryExtract<T>(this IEnumerable<string> str, string rx, RegexOptions rxOptions, out IEnumerable<T> result, RegExtractOptions options = RegExtractOptions.None)
+        {
+            return TryExtract(str, new Regex(rx, rxOptions), out result, options);
+        }
+
+        public static bool TryExtract<T>(this IEnumerable<string> str, ExtractionPlan<T> plan, out IEnumerable<T> result)
+        {
+            var anyFailure = false;
+            result = str.Select(s =>
+            {
+                if (plan.TryExtract(s, out var result))
+                {
+                    return result;
+                }
+                anyFailure = true;
+                return default!;
+            });
+            return anyFailure;
+        }
+
+        public static bool TryExtract<T>(this IEnumerable<string> str, out IEnumerable<T> result, RegExtractOptions options = RegExtractOptions.None)
+        {
+            return TryExtract(str, GetRegexFromType(typeof(T)), out result, options);
+        }
+
+        public static bool TryExtract<T>(this IEnumerable<string> str, Regex rx, out IEnumerable<T> result, RegExtractOptions options = RegExtractOptions.None)
+        {
+            var plan = ExtractionPlan<T>.CreatePlan(rx, options);
+            var anyFailure = false;
+            result = str.Select(s =>
+            {
+                if (plan.TryExtract(rx.Match(s), out var result))
+                {
+                    return result;
+                }
+                anyFailure = true;
+                return default!;
+            });
+            return anyFailure;
+        }
     }
 }