diff --git a/pkg/engine/engine.go b/pkg/engine/engine.go
index df5189e4..1133a346 100644
--- a/pkg/engine/engine.go
+++ b/pkg/engine/engine.go
@@ -221,7 +221,7 @@ func (e *Engine) Eval(ctx context.Context, options *EvalOptions) *models.Results
 		allRuleResults := []models.RuleResults{}
 		totalResults := 0
 		for _, p := range e.policySets {
-			err := withtimeout.Do(ctx, e.timeouts.Eval, ErrEvalTimedOut, func(ctx context.Context) error {
+			err := withtimeout.Do(ctx, e.timeouts.Eval, ErrEvalTimedOut{Timeout: e.timeouts.Eval}, func(ctx context.Context) error {
 				ruleResults, err := p.eval(ctx, &parallelEvalOptions{
 					resourcesResolver: options.ResourcesResolver,
 					input:             &input,
diff --git a/pkg/engine/errors.go b/pkg/engine/errors.go
index 4e7d8929..6ad3b900 100644
--- a/pkg/engine/errors.go
+++ b/pkg/engine/errors.go
@@ -16,6 +16,8 @@ package engine
 
 import (
 	"errors"
+	"fmt"
+	"time"
 )
 
 // FailedToLoadRegoAPI indicates that an error occurred while initializing the snyk
@@ -35,10 +37,28 @@ var FailedToCompile = errors.New("Failed to compile rules")
 var ErrFailedToReadBundle = errors.New("failed to load bundle")
 
 // ErrInitTimedOut indicates that initialization took too long and was cancelled.
-var ErrInitTimedOut = errors.New("initialization timed out")
+type ErrInitTimedOut struct {
+	Timeout time.Duration
+}
+
+func (e ErrInitTimedOut) Error() string {
+	return fmt.Sprintf("initialization timed out after %s", e.Timeout.String())
+}
 
 // ErrEvalTimedOut indicates that evaluation took too long and was cancelled.
-var ErrEvalTimedOut = errors.New("evaluation timed out")
+type ErrEvalTimedOut struct {
+	Timeout time.Duration
+}
+
+func (e ErrEvalTimedOut) Error() string {
+	return fmt.Sprintf("initialization timed out after %s", e.Timeout.String())
+}
 
 // ErrQueryTimedOut indicates that a query took too long and was cancelled.
-var ErrQueryTimedOut = errors.New("query timed out")
+type ErrQueryTimedOut struct {
+	Timeout time.Duration
+}
+
+func (e ErrQueryTimedOut) Error() string {
+	return fmt.Sprintf("query timed out after %s", e.Timeout.String())
+}
diff --git a/pkg/engine/policyset.go b/pkg/engine/policyset.go
index a0e7846d..dd63e4ea 100644
--- a/pkg/engine/policyset.go
+++ b/pkg/engine/policyset.go
@@ -96,7 +96,7 @@ func newPolicySet(ctx context.Context, options policySetOptions) (*policySet, er
 	s.instrumentation.startInitialization(ctx)
 	defer s.instrumentation.finishInitialization(ctx, s)
 
-	err := withtimeout.Do(ctx, options.timeouts.Init, ErrInitTimedOut, func(ctx context.Context) error {
+	err := withtimeout.Do(ctx, options.timeouts.Init, ErrInitTimedOut{options.timeouts.Init}, func(ctx context.Context) error {
 		if err := s.loadRegoAPI(ctx); err != nil {
 			return fmt.Errorf("%w: %v", FailedToLoadRegoAPI, err)
 		}
@@ -211,7 +211,7 @@ type policyFilter func(ctx context.Context, pol policy.Policy) (bool, error)
 func (s *policySet) selectPolicies(ctx context.Context, filters []policyFilter) ([]policy.Policy, error) {
 	s.instrumentation.startPolicySelection(ctx)
 	var subset []policy.Policy
-	err := withtimeout.Do(ctx, s.timeouts.Query, ErrQueryTimedOut, func(ctx context.Context) error {
+	err := withtimeout.Do(ctx, s.timeouts.Query, ErrQueryTimedOut{s.timeouts.Query}, func(ctx context.Context) error {
 		for _, pol := range s.policies {
 			include := true
 			for _, filter := range filters {
@@ -408,7 +408,7 @@ func (s *policySet) metadata(ctx context.Context) ([]MetadataResult, error) {
 		return policies[i].Package() < policies[j].Package()
 	})
 	metadata := make([]MetadataResult, len(policies))
-	err := withtimeout.Do(ctx, s.timeouts.Query, ErrQueryTimedOut, func(ctx context.Context) error {
+	err := withtimeout.Do(ctx, s.timeouts.Query, ErrQueryTimedOut{s.timeouts.Query}, func(ctx context.Context) error {
 		for idx, p := range policies {
 			m, err := p.Metadata(ctx, s.rego)
 			result := MetadataResult{
diff --git a/pkg/interfacetricks/extract.go b/pkg/interfacetricks/extract.go
index 7385ace8..e117dd2f 100644
--- a/pkg/interfacetricks/extract.go
+++ b/pkg/interfacetricks/extract.go
@@ -15,15 +15,24 @@
 package interfacetricks
 
 import (
+	"errors"
 	"fmt"
 	"reflect"
 	"strings"
 )
 
+var SetError = errors.New("cannot set destination (hint: use pointer receiver?)")
+var TypeError = errors.New("type error")
+
 type ExtractError struct {
-	SrcPath []interface{}
-	SrcType reflect.Type
-	DstType reflect.Type
+	underlying error
+	SrcPath    []interface{}
+	SrcType    reflect.Type
+	DstType    reflect.Type
+}
+
+func (e ExtractError) Unwrap() error {
+	return e.underlying
 }
 
 func (e ExtractError) Error() string {
@@ -72,9 +81,27 @@ func Extract(src interface{}, dst interface{}) []error {
 // there as well.
 func extract(path []interface{}, src interface{}, dst reflect.Value) (errs []error) {
 	ty := dst.Type()
-	switch ty.Kind() {
-	case reflect.Pointer:
+
+	makeExtractError := func(err error) ExtractError {
+		pcopy := make([]interface{}, len(path))
+		copy(pcopy, path)
+		return ExtractError{
+			underlying: err,
+			SrcPath:    pcopy,
+			SrcType:    reflect.TypeOf(src),
+			DstType:    ty,
+		}
+	}
+
+	if ty.Kind() == reflect.Pointer {
 		return extract(path, src, dst.Elem())
+	}
+
+	if !dst.CanSet() {
+		return []error{makeExtractError(SetError)}
+	}
+
+	switch ty.Kind() {
 	case reflect.Struct:
 		if srcObject, ok := src.(map[string]interface{}); ok {
 			for i := 0; i < ty.NumField(); i++ {
@@ -92,13 +119,12 @@ func extract(path []interface{}, src interface{}, dst reflect.Value) (errs []err
 						errs = append(errs, extract(path, srcFieldVal, goFieldVal)...)
 						path = path[:len(path)-1]
 					}
-				} else {
 				}
 			}
 			return
 		}
 	case reflect.Slice:
-		if srcArray, ok := src.([]interface{}); ok && dst.CanSet() {
+		if srcArray, ok := src.([]interface{}); ok {
 			dst.Set(reflect.MakeSlice(ty, len(srcArray), len(srcArray)))
 			for i := 0; i < len(srcArray); i++ {
 				path = append(path, i)
@@ -108,7 +134,7 @@ func extract(path []interface{}, src interface{}, dst reflect.Value) (errs []err
 			return
 		}
 	case reflect.Map:
-		if srcObject, ok := src.(map[string]interface{}); ok && dst.CanSet() {
+		if srcObject, ok := src.(map[string]interface{}); ok {
 			dst.Set(reflect.MakeMap(ty))
 			for k, v := range srcObject {
 				path = append(path, k)
@@ -125,57 +151,37 @@ func extract(path []interface{}, src interface{}, dst reflect.Value) (errs []err
 			return
 		}
 	case reflect.Interface:
-		if dst.CanSet() {
-			dst.Set(reflect.ValueOf(src))
-			return
-		}
+		dst.Set(reflect.ValueOf(src))
+		return
 	case reflect.Bool:
-		if boolean, ok := src.(bool); ok && dst.CanSet() {
+		if boolean, ok := src.(bool); ok {
 			dst.SetBool(boolean)
 			return
 		}
 	case reflect.Int:
 		if number, ok := src.(int64); ok {
-			if dst.CanSet() {
-				dst.SetInt(number)
-				return
-			}
+			dst.SetInt(number)
+			return
 		} else if number, ok := src.(int); ok {
-			if dst.CanSet() {
-				dst.SetInt(int64(number))
-				return
-			}
+			dst.SetInt(int64(number))
+			return
 		} else if number, ok := src.(float64); ok {
-			if dst.CanSet() {
-				dst.SetInt(int64(number))
-				return
-			}
+			dst.SetInt(int64(number))
+			return
 		}
 	case reflect.Float64:
 		if number, ok := src.(float64); ok {
-			if dst.CanSet() {
-				dst.SetFloat(number)
-				return
-			}
+			dst.SetFloat(number)
+			return
 		}
 	case reflect.String:
-		if str, ok := src.(string); ok && dst.CanSet() {
+		if str, ok := src.(string); ok {
 			dst.SetString(str)
 			return
 		}
 	}
 
-	return []error{newExtractError(path, src, ty)}
-}
-
-func newExtractError(path []interface{}, src interface{}, dst reflect.Type) ExtractError {
-	pcopy := make([]interface{}, len(path))
-	copy(pcopy, path)
-	return ExtractError{
-		SrcPath: pcopy,
-		SrcType: reflect.TypeOf(src),
-		DstType: dst,
-	}
+	return []error{makeExtractError(TypeError)}
 }
 
 func getJsonFieldName(field reflect.StructField) (string, bool) {
diff --git a/pkg/interfacetricks/extract_test.go b/pkg/interfacetricks/extract_test.go
index 524d3ff8..783b5833 100644
--- a/pkg/interfacetricks/extract_test.go
+++ b/pkg/interfacetricks/extract_test.go
@@ -34,6 +34,23 @@ func TestPrimitives(t *testing.T) {
 	}, &p1, &p2)
 }
 
+func TestPrimitiveErrors(t *testing.T) {
+	p1 := Primitives{}
+	errs := Extract(map[string]interface{}{
+		"int": int(1),
+	}, p1)
+	require.Equal(t, []error{
+		ExtractError{
+			underlying: SetError,
+			SrcPath:    []interface{}{},
+			SrcType:    reflect.TypeOf(map[string]interface{}{}),
+			DstType:    reflect.TypeOf(p1),
+		},
+	}, errs)
+	require.ErrorAs(t, errs[0], &ExtractError{})
+	require.ErrorIs(t, errs[0], SetError)
+}
+
 type Collections struct {
 	Slice []Primitives   `json:"slice"`
 	Map   map[string]int `json:"map"`
@@ -70,16 +87,20 @@ func TestCollectionErrors(t *testing.T) {
 	}, &dst)
 	require.Equal(t, []error{
 		ExtractError{
-			SrcPath: []interface{}{"slice", 0},
-			SrcType: intType,
-			DstType: reflect.TypeOf(Primitives{}),
+			underlying: TypeError,
+			SrcPath:    []interface{}{"slice", 0},
+			SrcType:    intType,
+			DstType:    reflect.TypeOf(Primitives{}),
 		},
 		ExtractError{
-			SrcPath: []interface{}{"slice", 1, "bool"},
-			SrcType: stringType,
-			DstType: boolType,
+			underlying: TypeError,
+			SrcPath:    []interface{}{"slice", 1, "bool"},
+			SrcType:    stringType,
+			DstType:    boolType,
 		},
 	}, errs)
+	require.ErrorAs(t, errs[0], &ExtractError{})
+	require.ErrorIs(t, errs[0], TypeError)
 	require.Equal(t, Collections{
 		Slice: []Primitives{
 			{},