diff --git a/assertion/json/json.go b/assertion/json/json.go
index b614c21..7a60584 100644
--- a/assertion/json/json.go
+++ b/assertion/json/json.go
@@ -5,6 +5,7 @@
 package json
 
 import (
+	"context"
 	"encoding/json"
 	"fmt"
 	"os"
@@ -170,7 +171,7 @@ func (a *assertions) Failures() []error {
 }
 
 // OK returns true if all contained assertions pass successfully
-func (a *assertions) OK() bool {
+func (a *assertions) OK(ctx context.Context) bool {
 	if a == nil || a.exp == nil {
 		return true
 	}
diff --git a/assertion/json/json_test.go b/assertion/json/json_test.go
index f914568..3eed0e2 100644
--- a/assertion/json/json_test.go
+++ b/assertion/json/json_test.go
@@ -5,6 +5,7 @@
 package json_test
 
 import (
+	"context"
 	"io/ioutil"
 	"path/filepath"
 	"testing"
@@ -98,6 +99,7 @@ func content() []byte {
 func TestLength(t *testing.T) {
 	require := require.New(t)
 
+	ctx := context.TODO()
 	c := content()
 	expLen := len(c)
 
@@ -106,12 +108,12 @@ func TestLength(t *testing.T) {
 	}
 
 	a := gdtjson.New(&exp, c)
-	require.True(a.OK())
+	require.True(a.OK(ctx))
 	require.Empty(a.Failures())
 
 	expLen = 0
 	a = gdtjson.New(&exp, c)
-	require.False(a.OK())
+	require.False(a.OK(ctx))
 	failures := a.Failures()
 	require.Len(failures, 1)
 	require.ErrorIs(failures[0], gdterrors.ErrNotEqual)
@@ -120,6 +122,7 @@ func TestLength(t *testing.T) {
 func TestJSONUnmarshalError(t *testing.T) {
 	require := require.New(t)
 
+	ctx := context.TODO()
 	c := []byte(`not { value } json`)
 
 	exp := gdtjson.Expect{
@@ -129,7 +132,7 @@ func TestJSONUnmarshalError(t *testing.T) {
 	}
 
 	a := gdtjson.New(&exp, c)
-	require.False(a.OK())
+	require.False(a.OK(ctx))
 	failures := a.Failures()
 	require.Len(failures, 1)
 	require.ErrorIs(failures[0], gdtjson.ErrJSONUnmarshalError)
@@ -138,6 +141,7 @@ func TestJSONUnmarshalError(t *testing.T) {
 func TestJSONPathError(t *testing.T) {
 	require := require.New(t)
 
+	ctx := context.TODO()
 	c := content()
 
 	exp := gdtjson.Expect{
@@ -147,7 +151,7 @@ func TestJSONPathError(t *testing.T) {
 	}
 
 	a := gdtjson.New(&exp, c)
-	require.False(a.OK())
+	require.False(a.OK(ctx))
 	failures := a.Failures()
 	require.Len(failures, 1)
 	require.ErrorIs(failures[0], gdtjson.ErrJSONPathNotFound)
@@ -156,6 +160,7 @@ func TestJSONPathError(t *testing.T) {
 func TestJSONPathConversionError(t *testing.T) {
 	require := require.New(t)
 
+	ctx := context.TODO()
 	c := content()
 
 	exp := gdtjson.Expect{
@@ -165,7 +170,7 @@ func TestJSONPathConversionError(t *testing.T) {
 	}
 
 	a := gdtjson.New(&exp, c)
-	require.False(a.OK())
+	require.False(a.OK(ctx))
 	failures := a.Failures()
 	require.Len(failures, 1)
 	require.ErrorIs(failures[0], gdtjson.ErrJSONPathConversionError)
@@ -174,6 +179,7 @@ func TestJSONPathConversionError(t *testing.T) {
 func TestJSONPathNotEqual(t *testing.T) {
 	require := require.New(t)
 
+	ctx := context.TODO()
 	c := content()
 
 	exp := gdtjson.Expect{
@@ -183,7 +189,7 @@ func TestJSONPathNotEqual(t *testing.T) {
 	}
 
 	a := gdtjson.New(&exp, c)
-	require.True(a.OK())
+	require.True(a.OK(ctx))
 	require.Empty(a.Failures())
 
 	exp = gdtjson.Expect{
@@ -193,7 +199,7 @@ func TestJSONPathNotEqual(t *testing.T) {
 	}
 
 	a = gdtjson.New(&exp, c)
-	require.False(a.OK())
+	require.False(a.OK(ctx))
 	failures := a.Failures()
 	require.Len(failures, 1)
 	require.ErrorIs(failures[0], gdtjson.ErrJSONPathNotEqual)
@@ -202,6 +208,7 @@ func TestJSONPathNotEqual(t *testing.T) {
 func TestJSONPathFormatNotFound(t *testing.T) {
 	require := require.New(t)
 
+	ctx := context.TODO()
 	c := content()
 
 	exp := gdtjson.Expect{
@@ -211,7 +218,7 @@ func TestJSONPathFormatNotFound(t *testing.T) {
 	}
 
 	a := gdtjson.New(&exp, c)
-	require.False(a.OK())
+	require.False(a.OK(ctx))
 	failures := a.Failures()
 	require.Len(failures, 1)
 	require.ErrorIs(failures[0], gdtjson.ErrJSONPathNotFound)
@@ -220,6 +227,7 @@ func TestJSONPathFormatNotFound(t *testing.T) {
 func TestJSONPathFormatNotEqual(t *testing.T) {
 	require := require.New(t)
 
+	ctx := context.TODO()
 	c := content()
 
 	exp := gdtjson.Expect{
@@ -229,7 +237,7 @@ func TestJSONPathFormatNotEqual(t *testing.T) {
 	}
 
 	a := gdtjson.New(&exp, c)
-	require.True(a.OK())
+	require.True(a.OK(ctx))
 	require.Empty(a.Failures())
 
 	exp = gdtjson.Expect{
@@ -239,7 +247,7 @@ func TestJSONPathFormatNotEqual(t *testing.T) {
 	}
 
 	a = gdtjson.New(&exp, c)
-	require.False(a.OK())
+	require.False(a.OK(ctx))
 	failures := a.Failures()
 	require.Len(failures, 1)
 	require.ErrorIs(failures[0], gdtjson.ErrJSONFormatNotEqual)
diff --git a/plugin/exec/assertions.go b/plugin/exec/assertions.go
index 330b34c..b72553a 100644
--- a/plugin/exec/assertions.go
+++ b/plugin/exec/assertions.go
@@ -6,6 +6,7 @@ package exec
 
 import (
 	"bytes"
+	"context"
 	"strings"
 
 	"github.com/gdt-dev/gdt/errors"
@@ -76,7 +77,7 @@ func (a *pipeAssertions) Terminal() bool {
 
 // OK checks all the assertions in the pipeAssertions against the supplied pipe
 // contents and returns true if all assertions pass.
-func (a *pipeAssertions) OK() bool {
+func (a *pipeAssertions) OK(ctx context.Context) bool {
 	if a == nil || a.pipe == nil {
 		return true
 	}
@@ -167,17 +168,17 @@ func (a *assertions) Terminal() bool {
 
 // OK checks all the assertions against the supplied arguments and returns true
 // if all assertions pass.
-func (a *assertions) OK() bool {
+func (a *assertions) OK(ctx context.Context) bool {
 	res := true
 	if a.expExitCode != a.exitCode {
 		a.Fail(errors.NotEqual(a.expExitCode, a.exitCode))
 		res = false
 	}
-	if !a.expOutPipe.OK() {
+	if !a.expOutPipe.OK(ctx) {
 		a.failures = append(a.failures, a.expOutPipe.Failures()...)
 		res = false
 	}
-	if !a.expErrPipe.OK() {
+	if !a.expErrPipe.OK(ctx) {
 		a.failures = append(a.failures, a.expErrPipe.Failures()...)
 		res = false
 	}
diff --git a/plugin/exec/eval.go b/plugin/exec/eval.go
index 34c7fd7..565ab16 100644
--- a/plugin/exec/eval.go
+++ b/plugin/exec/eval.go
@@ -30,7 +30,7 @@ func (s *Spec) Eval(ctx context.Context, t *testing.T) *result.Result {
 		return result.New(result.WithRuntimeError(ExecRuntimeError(err)))
 	}
 	a := newAssertions(s.Assert, ec, outbuf, errbuf)
-	if !a.OK() {
+	if !a.OK(ctx) {
 		for _, fail := range a.Failures() {
 			t.Error(fail)
 		}
diff --git a/types/assertions.go b/types/assertions.go
index dbb51f7..510d436 100644
--- a/types/assertions.go
+++ b/types/assertions.go
@@ -4,12 +4,14 @@
 
 package types
 
+import "context"
+
 // Assertions track zero or more assertions about some result
 type Assertions interface {
 	// OK returns true if all contained assertions pass successfully, false
 	// otherwise. If false is returned, Failures() is guaranteed to be
 	// non-empty.
-	OK() bool
+	OK(context.Context) bool
 	// Fail appends a supplied error to the set of failed assertions
 	Fail(error)
 	// Failures returns a slice of failure messages indicating which assertions