diff --git a/.chloggen/ottl-improve-ismatch.yaml b/.chloggen/ottl-improve-ismatch.yaml
new file mode 100755
index 000000000000..800ff5bc89ee
--- /dev/null
+++ b/.chloggen/ottl-improve-ismatch.yaml
@@ -0,0 +1,16 @@
+# One of 'breaking', 'deprecation', 'new_component', 'enhancement', 'bug_fix'
+change_type: enhancement
+
+# The name of the component, or a single word describing the area of concern, (e.g. filelogreceiver)
+component: pkg/ottl
+
+# A brief description of the change.  Surround your text with quotes ("") if it needs to start with a backtick (`).
+note: Updates the IsMatch function to convert bools, ints, and floats to strings before matching.
+
+# One or more tracking issues related to the change
+issues: [16503]
+
+# (Optional) One or more lines of additional information to render under the primary note.
+# These lines will be padded with 2 spaces and then inserted directly into the document.
+# Use pipe (|) for multiline entries.
+subtext:
diff --git a/pkg/ottl/go.mod b/pkg/ottl/go.mod
index 0baab8c57e88..32bb4539f1ef 100644
--- a/pkg/ottl/go.mod
+++ b/pkg/ottl/go.mod
@@ -6,6 +6,7 @@ require (
 	github.com/alecthomas/participle/v2 v2.0.0-beta.5
 	github.com/gobwas/glob v0.2.3
 	github.com/iancoleman/strcase v0.2.0
+	github.com/json-iterator/go v1.1.12
 	github.com/stretchr/testify v1.8.1
 	go.opentelemetry.io/collector/component v0.66.0
 	go.opentelemetry.io/collector/pdata v0.66.0
@@ -20,7 +21,6 @@ require (
 	github.com/fsnotify/fsnotify v1.6.0 // indirect
 	github.com/gogo/protobuf v1.3.2 // indirect
 	github.com/golang/protobuf v1.5.2 // indirect
-	github.com/json-iterator/go v1.1.12 // indirect
 	github.com/knadh/koanf v1.4.4 // indirect
 	github.com/kr/pretty v0.3.0 // indirect
 	github.com/mitchellh/copystructure v1.2.0 // indirect
diff --git a/pkg/ottl/ottlfuncs/README.md b/pkg/ottl/ottlfuncs/README.md
index e1a6cb974633..9cfd34f699aa 100644
--- a/pkg/ottl/ottlfuncs/README.md
+++ b/pkg/ottl/ottlfuncs/README.md
@@ -117,7 +117,9 @@ The `IsMatch` factory function returns true if the `target` matches the regex `p
 
 `target` is either a path expression to a telemetry field to retrieve or a literal string. `pattern` is a regexp pattern.
 
-The function matches the target against the pattern, returning true if the match is successful and false otherwise. If target is nil or not a string false is always returned.
+The function matches the target against the pattern, returning true if the match is successful and false otherwise.
+If target is a boolean, int, or float it will be converted to a string.
+If target is nil or not a string, boolean, int, or float false is always returned.
 
 Examples:
 
diff --git a/pkg/ottl/ottlfuncs/func_is_match.go b/pkg/ottl/ottlfuncs/func_is_match.go
index dee38a110691..325d20a4a630 100644
--- a/pkg/ottl/ottlfuncs/func_is_match.go
+++ b/pkg/ottl/ottlfuncs/func_is_match.go
@@ -16,8 +16,14 @@ package ottlfuncs // import "github.com/open-telemetry/opentelemetry-collector-c
 
 import (
 	"context"
+	"encoding/base64"
+	"errors"
 	"fmt"
 	"regexp"
+	"strconv"
+
+	jsoniter "github.com/json-iterator/go"
+	"go.opentelemetry.io/collector/pdata/pcommon"
 
 	"github.com/open-telemetry/opentelemetry-collector-contrib/pkg/ottl"
 )
@@ -32,11 +38,34 @@ func IsMatch[K any](target ottl.Getter[K], pattern string) (ottl.ExprFunc[K], er
 		if err != nil {
 			return nil, err
 		}
-		if val != nil {
-			if valStr, ok := val.(string); ok {
-				return compiledPattern.MatchString(valStr), nil
+
+		switch v := val.(type) {
+		case string:
+			return compiledPattern.MatchString(v), nil
+		case bool:
+			return compiledPattern.MatchString(strconv.FormatBool(v)), nil
+		case int64:
+			return compiledPattern.MatchString(strconv.FormatInt(v, 10)), nil
+		case float64:
+			return compiledPattern.MatchString(strconv.FormatFloat(v, 'f', -1, 64)), nil
+		case []byte:
+			return compiledPattern.MatchString(base64.StdEncoding.EncodeToString(v)), nil
+		case pcommon.Map:
+			result, err := jsoniter.MarshalToString(v.AsRaw())
+			if err != nil {
+				return nil, err
+			}
+			return compiledPattern.MatchString(result), nil
+		case pcommon.Slice:
+			result, err := jsoniter.MarshalToString(v.AsRaw())
+			if err != nil {
+				return nil, err
 			}
+			return compiledPattern.MatchString(result), nil
+		case pcommon.Value:
+			return compiledPattern.MatchString(v.AsString()), nil
+		default:
+			return nil, errors.New("unsupported type")
 		}
-		return false, nil
 	}, nil
 }
diff --git a/pkg/ottl/ottlfuncs/func_is_match_test.go b/pkg/ottl/ottlfuncs/func_is_match_test.go
index 4d91894445d1..2178e5e8793f 100644
--- a/pkg/ottl/ottlfuncs/func_is_match_test.go
+++ b/pkg/ottl/ottlfuncs/func_is_match_test.go
@@ -20,6 +20,7 @@ import (
 
 	"github.com/stretchr/testify/assert"
 	"github.com/stretchr/testify/require"
+	"go.opentelemetry.io/collector/pdata/pcommon"
 
 	"github.com/open-telemetry/opentelemetry-collector-contrib/pkg/ottl"
 )
@@ -62,31 +63,53 @@ func Test_isMatch(t *testing.T) {
 			expected: true,
 		},
 		{
-			name: "target not a string",
+			name: "target bool",
 			target: &ottl.StandardGetSetter[interface{}]{
 				Getter: func(ctx context.Context, tCtx interface{}) (interface{}, error) {
-					return 1, nil
+					return true, nil
 				},
 			},
-			pattern:  "doesnt matter will be false",
-			expected: false,
+			pattern:  "true",
+			expected: true,
 		},
 		{
-			name: "target nil",
+			name: "target int",
 			target: &ottl.StandardGetSetter[interface{}]{
 				Getter: func(ctx context.Context, tCtx interface{}) (interface{}, error) {
-					return nil, nil
+					return int64(1), nil
 				},
 			},
-			pattern:  "doesnt matter will be false",
-			expected: false,
+			pattern:  `\d`,
+			expected: true,
+		},
+		{
+			name: "target float",
+			target: &ottl.StandardGetSetter[interface{}]{
+				Getter: func(ctx context.Context, tCtx interface{}) (interface{}, error) {
+					return 1.1, nil
+				},
+			},
+			pattern:  `\d\.\d`,
+			expected: true,
+		},
+		{
+			name: "target pcommon.Value",
+			target: &ottl.StandardGetSetter[interface{}]{
+				Getter: func(ctx context.Context, tCtx interface{}) (interface{}, error) {
+					v := pcommon.NewValueEmpty()
+					v.SetStr("test")
+					return v, nil
+				},
+			},
+			pattern:  `test`,
+			expected: true,
 		},
 	}
 	for _, tt := range tests {
 		t.Run(tt.name, func(t *testing.T) {
 			exprFunc, err := IsMatch(tt.target, tt.pattern)
 			assert.NoError(t, err)
-			result, err := exprFunc(nil, nil)
+			result, err := exprFunc(context.Background(), nil)
 			assert.NoError(t, err)
 			assert.Equal(t, tt.expected, result)
 		})
@@ -102,3 +125,16 @@ func Test_isMatch_validation(t *testing.T) {
 	_, err := IsMatch[interface{}](target, "\\K")
 	require.Error(t, err)
 }
+
+func Test_isMatch_error(t *testing.T) {
+	target := &ottl.StandardGetSetter[interface{}]{
+		Getter: func(ctx context.Context, tCtx interface{}) (interface{}, error) {
+			v := ottl.Path{}
+			return v, nil
+		},
+	}
+	exprFunc, err := IsMatch[interface{}](target, "test")
+	assert.NoError(t, err)
+	_, err = exprFunc(context.Background(), nil)
+	require.Error(t, err)
+}