diff --git a/.golangci.next.reference.yml b/.golangci.next.reference.yml
index bfc20df37c51..a3de5ad5086f 100644
--- a/.golangci.next.reference.yml
+++ b/.golangci.next.reference.yml
@@ -2115,14 +2115,17 @@ linters-settings:
     min-complexity: 4
 
   nilnil:
+    # In addition, detect opposite situation (simultaneous return of non-nil error and valid value).
+    # Default: false
+    detect-opposite: true
     # List of return types to check.
-    # Default: ["ptr", "func", "iface", "map", "chan", "uintptr", "unsafeptr"]
+    # Default: ["chan", "func", "iface", "map", "ptr", "uintptr", "unsafeptr"]
     checked-types:
-      - ptr
+      - chan
       - func
       - iface
       - map
-      - chan
+      - ptr
       - uintptr
       - unsafeptr
 
diff --git a/go.mod b/go.mod
index cdfc1b309b2a..1e273fce06a2 100644
--- a/go.mod
+++ b/go.mod
@@ -8,7 +8,7 @@ require (
 	github.com/4meepo/tagalign v1.3.4
 	github.com/Abirdcfly/dupword v0.1.1
 	github.com/Antonboom/errname v1.0.0
-	github.com/Antonboom/nilnil v0.1.9
+	github.com/Antonboom/nilnil v1.0.0
 	github.com/Antonboom/testifylint v1.5.0
 	github.com/BurntSushi/toml v1.4.1-0.20240526193622-a339e1f7089c
 	github.com/Crocmagnon/fatcontext v0.5.2
diff --git a/go.sum b/go.sum
index 53887a10fec6..bcd9f1ca7345 100644
--- a/go.sum
+++ b/go.sum
@@ -41,8 +41,8 @@ github.com/Abirdcfly/dupword v0.1.1 h1:Bsxe0fIw6OwBtXMIncaTxCLHYO5BB+3mcsR5E8VXl
 github.com/Abirdcfly/dupword v0.1.1/go.mod h1:B49AcJdTYYkpd4HjgAcutNGG9HZ2JWwKunH9Y2BA6sM=
 github.com/Antonboom/errname v1.0.0 h1:oJOOWR07vS1kRusl6YRSlat7HFnb3mSfMl6sDMRoTBA=
 github.com/Antonboom/errname v1.0.0/go.mod h1:gMOBFzK/vrTiXN9Oh+HFs+e6Ndl0eTFbtsRTSRdXyGI=
-github.com/Antonboom/nilnil v0.1.9 h1:eKFMejSxPSA9eLSensFmjW2XTgTwJMjZ8hUHtV4s/SQ=
-github.com/Antonboom/nilnil v0.1.9/go.mod h1:iGe2rYwCq5/Me1khrysB4nwI7swQvjclR8/YRPl5ihQ=
+github.com/Antonboom/nilnil v1.0.0 h1:n+v+B12dsE5tbAqRODXmEKfZv9j2KcTBrp+LkoM4HZk=
+github.com/Antonboom/nilnil v1.0.0/go.mod h1:fDJ1FSFoLN6yoG65ANb1WihItf6qt9PJVTn/s2IrcII=
 github.com/Antonboom/testifylint v1.5.0 h1:dlUIsDMtCrZWUnvkaCz3quJCoIjaGi41GzjPBGkkJ8A=
 github.com/Antonboom/testifylint v1.5.0/go.mod h1:wqaJbu0Blb5Wag2wv7Z5xt+CIV+eVLxtGZrlK13z3AE=
 github.com/BurntSushi/toml v0.3.1/go.mod h1:xHWCNGjB5oqiDr8zfno3MHue2Ht5sIBksp03qcyfWMU=
diff --git a/jsonschema/golangci.next.jsonschema.json b/jsonschema/golangci.next.jsonschema.json
index 24f26ba4cd68..a1fc391253d2 100644
--- a/jsonschema/golangci.next.jsonschema.json
+++ b/jsonschema/golangci.next.jsonschema.json
@@ -2188,13 +2188,18 @@
           "type": "object",
           "additionalProperties": false,
           "properties": {
+            "detect-opposite": {
+              "type": "boolean",
+              "description": "In addition, detect opposite situation (simultaneous return of non-nil error and valid value).",
+              "default": false
+            },
             "checked-types": {
               "type": "array",
               "description": "List of return types to check.",
               "items": {
-                "enum": ["ptr", "func", "iface", "map", "chan", "uintptr", "unsafeptr"]
+                "enum": ["chan", "func", "iface", "map", "ptr", "uintptr", "unsafeptr"]
               },
-              "default": ["ptr", "func", "iface", "map", "chan", "uintptr", "unsafeptr"]
+              "default": ["chan", "func", "iface", "map", "ptr", "uintptr", "unsafeptr"]
             }
           }
         },
diff --git a/pkg/config/linters_settings.go b/pkg/config/linters_settings.go
index e1a777ea8127..12f9725d6bdc 100644
--- a/pkg/config/linters_settings.go
+++ b/pkg/config/linters_settings.go
@@ -733,7 +733,8 @@ type NestifSettings struct {
 }
 
 type NilNilSettings struct {
-	CheckedTypes []string `mapstructure:"checked-types"`
+	DetectOpposite bool     `mapstructure:"detect-opposite"`
+	CheckedTypes   []string `mapstructure:"checked-types"`
 }
 
 type NlreturnSettings struct {
diff --git a/pkg/golinters/nilnil/nilnil.go b/pkg/golinters/nilnil/nilnil.go
index c9237035d331..d8d677d9997e 100644
--- a/pkg/golinters/nilnil/nilnil.go
+++ b/pkg/golinters/nilnil/nilnil.go
@@ -1,8 +1,6 @@
 package nilnil
 
 import (
-	"strings"
-
 	"github.com/Antonboom/nilnil/pkg/analyzer"
 	"golang.org/x/tools/go/analysis"
 
@@ -10,13 +8,16 @@ import (
 	"github.com/golangci/golangci-lint/pkg/goanalysis"
 )
 
-func New(cfg *config.NilNilSettings) *goanalysis.Linter {
+func New(settings *config.NilNilSettings) *goanalysis.Linter {
 	a := analyzer.New()
 
 	cfgMap := make(map[string]map[string]any)
-	if cfg != nil && len(cfg.CheckedTypes) != 0 {
+	if settings != nil {
 		cfgMap[a.Name] = map[string]any{
-			"checked-types": strings.Join(cfg.CheckedTypes, ","),
+			"detect-opposite": settings.DetectOpposite,
+		}
+		if len(settings.CheckedTypes) != 0 {
+			cfgMap[a.Name]["checked-types"] = settings.CheckedTypes
 		}
 	}
 
diff --git a/pkg/golinters/nilnil/testdata/nilnil.go b/pkg/golinters/nilnil/testdata/nilnil.go
index 970ef24ddbb4..2446df779ee7 100644
--- a/pkg/golinters/nilnil/testdata/nilnil.go
+++ b/pkg/golinters/nilnil/testdata/nilnil.go
@@ -3,8 +3,11 @@ package testdata
 
 import (
 	"bytes"
+	"errors"
+	"fmt"
 	"go/token"
 	"io"
+	"net"
 	"net/http"
 	"os"
 	"unsafe"
@@ -13,100 +16,100 @@ import (
 type User struct{}
 
 func primitivePtr() (*int, error) {
-	return nil, nil // want "return both the `nil` error and invalid value: use a sentinel error instead"
+	return nil, nil // want "return both a `nil` error and an invalid value: use a sentinel error instead"
 }
 
 func structPtr() (*User, error) {
-	return nil, nil // want "return both the `nil` error and invalid value: use a sentinel error instead"
+	return nil, nil // want "return both a `nil` error and an invalid value: use a sentinel error instead"
 }
 
 func emptyStructPtr() (*struct{}, error) {
-	return nil, nil // want "return both the `nil` error and invalid value: use a sentinel error instead"
+	return nil, nil // want "return both a `nil` error and an invalid value: use a sentinel error instead"
 }
 
 func anonymousStructPtr() (*struct{ ID string }, error) {
-	return nil, nil // want "return both the `nil` error and invalid value: use a sentinel error instead"
+	return nil, nil // want "return both a `nil` error and an invalid value: use a sentinel error instead"
 }
 
 func unsafePtr() (unsafe.Pointer, error) {
-	return nil, nil // want "return both the `nil` error and invalid value: use a sentinel error instead"
+	return nil, nil // want "return both a `nil` error and an invalid value: use a sentinel error instead"
 }
 
 func uintPtr() (uintptr, error) {
-	return 0, nil // want "return both the `nil` error and invalid value: use a sentinel error instead"
+	return 0, nil // want "return both a `nil` error and an invalid value: use a sentinel error instead"
 }
 
 func uintPtr0b() (uintptr, error) {
-	return 0b0, nil // want "return both the `nil` error and invalid value: use a sentinel error instead"
+	return 0b0, nil // want "return both a `nil` error and an invalid value: use a sentinel error instead"
 }
 
 func uintPtr0x() (uintptr, error) {
-	return 0x00, nil // want "return both the `nil` error and invalid value: use a sentinel error instead"
+	return 0x00, nil // want "return both a `nil` error and an invalid value: use a sentinel error instead"
 }
 
 func uintPtr0o() (uintptr, error) {
-	return 0o000, nil // want "return both the `nil` error and invalid value: use a sentinel error instead"
+	return 0o000, nil // want "return both a `nil` error and an invalid value: use a sentinel error instead"
 }
 
 func chBi() (chan int, error) {
-	return nil, nil // want "return both the `nil` error and invalid value: use a sentinel error instead"
+	return nil, nil // want "return both a `nil` error and an invalid value: use a sentinel error instead"
 }
 
 func chIn() (chan<- int, error) {
-	return nil, nil // want "return both the `nil` error and invalid value: use a sentinel error instead"
+	return nil, nil // want "return both a `nil` error and an invalid value: use a sentinel error instead"
 }
 
 func chOut() (<-chan int, error) {
-	return nil, nil // want "return both the `nil` error and invalid value: use a sentinel error instead"
+	return nil, nil // want "return both a `nil` error and an invalid value: use a sentinel error instead"
 }
 
 func fun() (func(), error) {
-	return nil, nil // want "return both the `nil` error and invalid value: use a sentinel error instead"
+	return nil, nil // want "return both a `nil` error and an invalid value: use a sentinel error instead"
 }
 
 func funWithArgsAndResults() (func(a, b, c int) (int, int), error) {
-	return nil, nil // want "return both the `nil` error and invalid value: use a sentinel error instead"
+	return nil, nil // want "return both a `nil` error and an invalid value: use a sentinel error instead"
 }
 
 func iface() (interface{}, error) {
-	return nil, nil // want "return both the `nil` error and invalid value: use a sentinel error instead"
+	return nil, nil // want "return both a `nil` error and an invalid value: use a sentinel error instead"
 }
 
 func anyType() (any, error) {
-	return nil, nil // want "return both the `nil` error and invalid value: use a sentinel error instead"
+	return nil, nil // want "return both a `nil` error and an invalid value: use a sentinel error instead"
 }
 
 func m1() (map[int]int, error) {
-	return nil, nil // want "return both the `nil` error and invalid value: use a sentinel error instead"
+	return nil, nil // want "return both a `nil` error and an invalid value: use a sentinel error instead"
 }
 
 func m2() (map[int]*User, error) {
-	return nil, nil // want "return both the `nil` error and invalid value: use a sentinel error instead"
+	return nil, nil // want "return both a `nil` error and an invalid value: use a sentinel error instead"
 }
 
 type mapAlias = map[int]*User
 
 func m3() (mapAlias, error) {
-	return nil, nil // want "return both the `nil` error and invalid value: use a sentinel error instead"
+	return nil, nil // want "return both a `nil` error and an invalid value: use a sentinel error instead"
 }
 
 type Storage struct{}
 
 func (s *Storage) GetUser() (*User, error) {
-	return nil, nil // want "return both the `nil` error and invalid value: use a sentinel error instead"
+	return nil, nil // want "return both a `nil` error and an invalid value: use a sentinel error instead"
 }
 
 func ifReturn() (*User, error) {
 	var s Storage
 	if _, err := s.GetUser(); err != nil {
-		return nil, nil // want "return both the `nil` error and invalid value: use a sentinel error instead"
+		return nil, nil // want "return both a `nil` error and an invalid value: use a sentinel error instead"
 	}
 	return new(User), nil
 }
 
 func forReturn() (*User, error) {
 	for {
-		return nil, nil // want "return both the `nil` error and invalid value: use a sentinel error instead"
+		return nil, nil // want "return both a `nil` error and an invalid value: use a sentinel error instead"
 	}
 }
 
@@ -114,15 +117,15 @@ func multipleReturn() (*User, error) {
 	var s Storage
 
 	if _, err := s.GetUser(); err != nil {
-		return nil, nil // want "return both the `nil` error and invalid value: use a sentinel error instead"
+		return nil, nil // want "return both a `nil` error and an invalid value: use a sentinel error instead"
 	}
 
 	if _, err := s.GetUser(); err != nil {
-		return nil, nil // want "return both the `nil` error and invalid value: use a sentinel error instead"
+		return nil, nil // want "return both a `nil` error and an invalid value: use a sentinel error instead"
 	}
 
 	if _, err := s.GetUser(); err != nil {
-		return nil, nil // want "return both the `nil` error and invalid value: use a sentinel error instead"
+		return nil, nil // want "return both a `nil` error and an invalid value: use a sentinel error instead"
 	}
 
 	return new(User), nil
@@ -130,11 +133,11 @@ func multipleReturn() (*User, error) {
 
 func nested() {
 	_ = func() (*User, error) {
-		return nil, nil // want "return both the `nil` error and invalid value: use a sentinel error instead"
+		return nil, nil // want "return both a `nil` error and an invalid value: use a sentinel error instead"
 	}
 
 	_, _ = func() (*User, error) {
-		return nil, nil // want "return both the `nil` error and invalid value: use a sentinel error instead"
+		return nil, nil // want "return both a `nil` error and an invalid value: use a sentinel error instead"
 	}()
 }
 
@@ -145,7 +148,7 @@ func deeplyNested() {
 				_ = func() (*User, error) {
 					_ = func() {}
 					_ = func() int { return 0 }
-					return nil, nil // want "return both the `nil` error and invalid value: use a sentinel error instead"
+					return nil, nil // want "return both a `nil` error and an invalid value: use a sentinel error instead"
 				}
 			}
 			return 0
@@ -159,31 +162,31 @@ type MyError interface {
 }
 
 func myError() (*User, MyError) {
-	return nil, nil // want "return both the `nil` error and invalid value: use a sentinel error instead"
+	return nil, nil // want "return both a `nil` error and an invalid value: use a sentinel error instead"
 }
 
 // Types.
 
 func structPtrTypeExtPkg() (*os.File, error) {
-	return nil, nil // want "return both the `nil` error and invalid value: use a sentinel error instead"
+	return nil, nil // want "return both a `nil` error and an invalid value: use a sentinel error instead"
 }
 
 func primitivePtrTypeExtPkg() (*token.Token, error) {
-	return nil, nil // want "return both the `nil` error and invalid value: use a sentinel error instead"
+	return nil, nil // want "return both a `nil` error and an invalid value: use a sentinel error instead"
 }
 
 func funcTypeExtPkg() (http.HandlerFunc, error) {
-	return nil, nil // want "return both the `nil` error and invalid value: use a sentinel error instead"
+	return nil, nil // want "return both a `nil` error and an invalid value: use a sentinel error instead"
 }
 
 func ifaceTypeExtPkg() (io.Closer, error) {
-	return nil, nil // want "return both the `nil` error and invalid value: use a sentinel error instead"
+	return nil, nil // want "return both a `nil` error and an invalid value: use a sentinel error instead"
 }
 
 type closerAlias = io.Closer
 
 func ifaceTypeAliasedExtPkg() (closerAlias, error) {
-	return nil, nil // want "return both the `nil` error and invalid value: use a sentinel error instead"
+	return nil, nil // want "return both a `nil` error and an invalid value: use a sentinel error instead"
 }
 
 type (
@@ -195,29 +198,29 @@ type (
 )
 
 func structPtrType() (StructPtrType, error) {
-	return nil, nil // want "return both the `nil` error and invalid value: use a sentinel error instead"
+	return nil, nil // want "return both a `nil` error and an invalid value: use a sentinel error instead"
 }
 
 func primitivePtrType() (PrimitivePtrType, error) {
-	return nil, nil // want "return both the `nil` error and invalid value: use a sentinel error instead"
+	return nil, nil // want "return both a `nil` error and an invalid value: use a sentinel error instead"
 }
 
 func channelType() (ChannelType, error) {
-	return nil, nil // want "return both the `nil` error and invalid value: use a sentinel error instead"
+	return nil, nil // want "return both a `nil` error and an invalid value: use a sentinel error instead"
 }
 
 func funcType() (FuncType, error) {
-	return nil, nil // want "return both the `nil` error and invalid value: use a sentinel error instead"
+	return nil, nil // want "return both a `nil` error and an invalid value: use a sentinel error instead"
 }
 
 func ifaceType() (Checker, error) {
-	return nil, nil // want "return both the `nil` error and invalid value: use a sentinel error instead"
+	return nil, nil // want "return both a `nil` error and an invalid value: use a sentinel error instead"
 }
 
 type checkerAlias = Checker
 
 func ifaceTypeAliased() (checkerAlias, error) {
-	return nil, nil // want "return both the `nil` error and invalid value: use a sentinel error instead"
+	return nil, nil // want "return both a `nil` error and an invalid value: use a sentinel error instead"
 }
 
 type (
@@ -226,7 +229,7 @@ type (
 )
 
 func ptrIntegerType() (PtrIntegerType, error) {
-	return nil, nil // want "return both the `nil` error and invalid value: use a sentinel error instead"
+	return nil, nil // want "return both a `nil` error and an invalid value: use a sentinel error instead"
 }
 
 // Not checked at all.
@@ -317,3 +320,57 @@ func implicitNil3() (*User, error) {
 	return nil, wrap(nil)
 }
 func wrap(err error) error { return err }
+
+// Opposite.
+
+func primitivePtrTypeOpposite() (*int, error) {
+	if false {
+		return nil, io.EOF
+	}
+	return new(int), errors.New("validation failed")
+}
+
+func structPtrTypeOpposite() (*User, error) {
+	if false {
+		return nil, io.EOF
+	}
+	return new(User), fmt.Errorf("invalid %v", 42)
+}
+
+func unsafePtrOpposite() (unsafe.Pointer, error) {
+	if false {
+		return nil, io.EOF
+	}
+	var i int
+	return unsafe.Pointer(&i), io.EOF
+}
+
+func uintPtrOpposite() (uintptr, error) {
+	if false {
+		return 0, io.EOF
+	}
+	return 0xc82000c290, wrap(io.EOF)
+}
+
+func channelTypeOpposite() (ChannelType, error) {
+	if false {
+		return nil, io.EOF
+	}
+	return make(ChannelType), fmt.Errorf("wrapped: %w", io.EOF)
+}
+
+func funcTypeOpposite() (FuncType, error) {
+	if false {
+		return nil, io.EOF
+	}
+	return func(i int) int {
+		return 0
+	}, errors.New("no func type, please")
+}
+
+func ifaceTypeOpposite() (io.Reader, error) {
+	if false {
+		return nil, io.EOF
+	}
+	return new(bytes.Buffer), new(net.AddrError)
+}
diff --git a/pkg/golinters/nilnil/testdata/nilnil_detect_opposite.go b/pkg/golinters/nilnil/testdata/nilnil_detect_opposite.go
new file mode 100644
index 000000000000..799d86de6796
--- /dev/null
+++ b/pkg/golinters/nilnil/testdata/nilnil_detect_opposite.go
@@ -0,0 +1,83 @@
+//golangcitest:args -Enilnil
+//golangcitest:config_path testdata/nilnil_detect_opposite.yml
+package testdata
+
+import (
+	"bytes"
+	"errors"
+	"fmt"
+	"io"
+	"net"
+	"unsafe"
+)
+
+func primitivePtrTypeOpposite() (*int, error) {
+	if false {
+		return nil, io.EOF
+	}
+	return new(int), errors.New("validation failed") // want "return both a non-nil error and a valid value: use separate returns instead"
+}
+
+func structPtrTypeOpposite() (*User, error) {
+	if false {
+		return nil, io.EOF
+	}
+	return new(User), fmt.Errorf("invalid %v", 42) // want "return both a non-nil error and a valid value: use separate returns instead"
+}
+
+func unsafePtrOpposite() (unsafe.Pointer, error) {
+	if false {
+		return nil, io.EOF
+	}
+	var i int
+	return unsafe.Pointer(&i), io.EOF // want "return both a non-nil error and a valid value: use separate returns instead"
+}
+
+func uintPtrOpposite() (uintptr, error) {
+	if false {
+		return 0, io.EOF
+	}
+	return 0xc82000c290, wrap(io.EOF) // want "return both a non-nil error and a valid value: use separate returns instead"
+}
+
+func channelTypeOpposite() (ChannelType, error) {
+	if false {
+		return nil, io.EOF
+	}
+	return make(ChannelType), fmt.Errorf("wrapped: %w", io.EOF) // want "return both a non-nil error and a valid value: use separate returns instead"
+}
+
+func funcTypeOpposite() (FuncType, error) {
+	if false {
+		return nil, io.EOF
+	}
+	return func(i int) int { // want "return both a non-nil error and a valid value: use separate returns instead"
+		return 0
+	}, errors.New("no func type, please")
+}
+
+func ifaceTypeOpposite() (io.Reader, error) {
+	if false {
+		return nil, io.EOF
+	}
+	return new(bytes.Buffer), new(net.AddrError) // want "return both a non-nil error and a valid value: use separate returns instead"
+}
+
+type (
+	User             struct{}
+	StructPtrType    *User
+	PrimitivePtrType *int
+	ChannelType      chan int
+	FuncType         func(int) int
+	Checker          interface{ Check() }
+)
+
+func wrap(err error) error { return err }
+
+func structPtr() (*int, error) {
+	return nil, nil // want "return both a `nil` error and an invalid value: use a sentinel error instead"
+}
+
+func structPtrValid() (*int, error) {
+	return new(int), nil
+}
diff --git a/pkg/golinters/nilnil/testdata/nilnil_detect_opposite.yml b/pkg/golinters/nilnil/testdata/nilnil_detect_opposite.yml
new file mode 100644
index 000000000000..1c2d5ef724fb
--- /dev/null
+++ b/pkg/golinters/nilnil/testdata/nilnil_detect_opposite.yml
@@ -0,0 +1,3 @@
+linters-settings:
+  nilnil:
+    detect-opposite: true
diff --git a/pkg/golinters/nilnil/testdata/nilnil_pointers_only.go b/pkg/golinters/nilnil/testdata/nilnil_pointers_only.go
new file mode 100644
index 000000000000..f8fb1838e1a7
--- /dev/null
+++ b/pkg/golinters/nilnil/testdata/nilnil_pointers_only.go
@@ -0,0 +1,39 @@
+//golangcitest:args -Enilnil
+//golangcitest:config_path testdata/nilnil_pointers_only.yml
+package testdata
+
+import "unsafe"
+
+type User struct{}
+
+func primitivePtr() (*int, error) {
+	return nil, nil // want "return both a `nil` error and an invalid value: use a sentinel error instead"
+}
+
+func structPtr() (*User, error) {
+	return nil, nil // want "return both a `nil` error and an invalid value: use a sentinel error instead"
+}
+
+func unsafePtr() (unsafe.Pointer, error) {
+	return nil, nil
+}
+
+func uintPtr0o() (uintptr, error) {
+	return 0o000, nil // want "return both a `nil` error and an invalid value: use a sentinel error instead"
+}
+
+func chBi() (chan int, error) {
+	return nil, nil
+}
+
+func fun() (func(), error) {
+	return nil, nil
+}
+
+func anyType() (any, error) {
+	return nil, nil
+}
+
+func m1() (map[int]int, error) {
+	return nil, nil
+}
diff --git a/pkg/golinters/nilnil/testdata/nilnil_pointers_only.yml b/pkg/golinters/nilnil/testdata/nilnil_pointers_only.yml
new file mode 100644
index 000000000000..42d89b34b120
--- /dev/null
+++ b/pkg/golinters/nilnil/testdata/nilnil_pointers_only.yml
@@ -0,0 +1,5 @@
+linters-settings:
+  nilnil:
+    checked-types:
+      - ptr
+      - uintptr