diff --git a/src/Identities/PrivateKey.php b/src/Identities/PrivateKey.php
index 9ea6b2a..ec2b2a0 100644
--- a/src/Identities/PrivateKey.php
+++ b/src/Identities/PrivateKey.php
@@ -5,6 +5,7 @@
 namespace ArkEcosystem\Crypto\Identities;
 
 use ArkEcosystem\Crypto\Configuration\Network;
+use ArkEcosystem\Crypto\Helpers;
 use BitWasp\Bitcoin\Bitcoin;
 use BitWasp\Bitcoin\Crypto\EcAdapter\EcAdapterFactory;
 use BitWasp\Bitcoin\Crypto\EcAdapter\Impl\PhpEcc\Signature\CompactSignature;
@@ -75,7 +76,7 @@ public static function fromWif(string $wif): self
     }
 
     /**
-     * Derive the private key for the given WIF.
+     * Sign a message using the private key.
      *
      * @param BufferInterface $message
      *
@@ -86,6 +87,25 @@ public function sign(BufferInterface $message): CompactSignature
         return $this->instance->signCompact($message);
     }
 
+    /**
+     * Sign a message using the private key and return an ECDSA signature.
+     *
+     * @param BufferInterface $message
+     *
+     * @return string
+     */
+    public function signToEcdsa(BufferInterface $message): string
+    {
+        $signature = $this->instance->signCompact($message);
+
+        return sprintf(
+            '%s%s%s',
+            Helpers::gmpToHex($signature->getR()),
+            Helpers::gmpToHex($signature->getS()),
+            str_pad((string) $signature->getRecoveryId(), 2, '0', STR_PAD_LEFT),
+        );
+    }
+
     private static function factory(): PrivateKeyFactory
     {
         return new PrivateKeyFactory(
diff --git a/src/Transactions/Builder/AbstractTransactionBuilder.php b/src/Transactions/Builder/AbstractTransactionBuilder.php
index 3af3bb7..88543b7 100644
--- a/src/Transactions/Builder/AbstractTransactionBuilder.php
+++ b/src/Transactions/Builder/AbstractTransactionBuilder.php
@@ -75,6 +75,17 @@ public function sign(string $passphrase): static
         return $this;
     }
 
+    public function legacySecondSign(string $passphrase, string $secondPassphrase): static
+    {
+        $this->sign($passphrase);
+
+        $this->transaction->legacySecondSign(
+            PrivateKey::fromPassphrase($secondPassphrase)
+        );
+
+        return $this;
+    }
+
     public function verify(): bool
     {
         return $this->transaction->verify();
diff --git a/src/Transactions/Types/AbstractTransaction.php b/src/Transactions/Types/AbstractTransaction.php
index b84e0ab..2d56b64 100644
--- a/src/Transactions/Types/AbstractTransaction.php
+++ b/src/Transactions/Types/AbstractTransaction.php
@@ -58,6 +58,15 @@ public function sign(PrivateKey $privateKey): static
         return $this;
     }
 
+    public function legacySecondSign(PrivateKey $privateKey): static
+    {
+        $hash = $this->hash(skipSignature: true);
+
+        $this->data['legacySecondSignature'] = $privateKey->signToEcdsa($hash);
+
+        return $this;
+    }
+
     public function recoverSender(): void
     {
         $compactSignature = $this->getSignature();
diff --git a/src/Utils/TransactionUtils.php b/src/Utils/TransactionUtils.php
index 48b65e0..952c2c8 100644
--- a/src/Utils/TransactionUtils.php
+++ b/src/Utils/TransactionUtils.php
@@ -36,6 +36,10 @@ public static function toBuffer(array $transaction, bool $skipSignature = false)
             $fields[] = self::toBeArray($transaction['v'] + Network::get()->chainId() * 2 + 35);
             $fields[] = '0x'.$transaction['r'];
             $fields[] = '0x'.$transaction['s'];
+
+            if (isset($transaction['legacySecondSignature'])) {
+                $fields[] = '0x'.$transaction['legacySecondSignature'];
+            }
         } else {
             // Push chainId + 0s for r and s
             $fields[] = self::toBeArray(Network::get()->chainId());
@@ -47,9 +51,7 @@ public static function toBuffer(array $transaction, bool $skipSignature = false)
 
         $encoded = RlpEncoder::encode($fields);
 
-        $payload = substr($encoded, 2);
-
-        return new Buffer(hex2bin($payload));
+        return new Buffer(hex2bin(substr($encoded, 2)));
     }
 
     /**
diff --git a/tests/TestCase.php b/tests/TestCase.php
index f272348..b78747b 100644
--- a/tests/TestCase.php
+++ b/tests/TestCase.php
@@ -20,7 +20,7 @@ abstract class TestCase extends BaseTestCase
 
     protected $passphrase = 'found lobster oblige describe ready addict body brave live vacuum display salute lizard combine gift resemble race senior quality reunion proud tell adjust angle';
 
-    protected $secondPassphrase = 'this is a top secret second passphrase';
+    protected $secondPassphrase = 'gold favorite math anchor detect march purpose such sausage crucial reform novel connect misery update episode invite salute barely garbage exclude winner visa cruise';
 
     protected $passphrases = [
         'album pony urban cheap small blade cannon silent run reveal luxury glad predict excess fire beauty hollow reward solar egg exclude leaf sight degree',
diff --git a/tests/Unit/Transactions/Builder/TransferBuilderTest.php b/tests/Unit/Transactions/Builder/TransferBuilderTest.php
index 44da533..9bce326 100644
--- a/tests/Unit/Transactions/Builder/TransferBuilderTest.php
+++ b/tests/Unit/Transactions/Builder/TransferBuilderTest.php
@@ -32,6 +32,34 @@
     expect($builder->verify())->toBeTrue();
 });
 
+it('should sign with a second passphrase', function () {
+    $fixture = $this->getTransactionFixture('evm_call', 'transfer-legacy-second-signature');
+
+    $builder = TransferBuilder::new()
+        ->gasPrice(UnitConverter::parseUnits($fixture['data']['gasPrice'], 'wei'))
+        ->gasLimit(UnitConverter::parseUnits($fixture['data']['gasLimit'], 'wei'))
+        ->nonce($fixture['data']['nonce'])
+        ->to($fixture['data']['to'])
+        ->value(UnitConverter::parseUnits($fixture['data']['value'], 'wei'))
+        ->legacySecondSign($this->passphrase, $this->secondPassphrase);
+
+    expect((string) $builder->transaction->data['gasPrice'])->toBe((string) $fixture['data']['gasPrice']);
+    expect((string) $builder->transaction->data['gasLimit'])->toBe((string) $fixture['data']['gasLimit']);
+    expect($builder->transaction->data['nonce'])->toBe($fixture['data']['nonce']);
+    expect($builder->transaction->data['to'])->toBe($fixture['data']['to']);
+    expect((string) $builder->transaction->data['value'])->toBe((string) $fixture['data']['value']);
+    expect($builder->transaction->data['v'])->toBe($fixture['data']['v']);
+    expect($builder->transaction->data['r'])->toBe($fixture['data']['r']);
+    expect($builder->transaction->data['s'])->toBe($fixture['data']['s']);
+    expect($builder->transaction->data['legacySecondSignature'])->toBe($fixture['data']['legacySecondSignature']);
+
+    expect($builder->transaction->serialize()->getHex())->toBe($fixture['serialized']);
+
+    expect($builder->transaction->data['hash'])->toBe($fixture['data']['hash']);
+
+    expect($builder->verify())->toBeTrue();
+});
+
 it('should handle large amounts', function () {
     $fixture = $this->getTransactionFixture('evm_call', 'transfer-large-amount');
 
diff --git a/tests/fixtures/transactions/evm_call/transfer-legacy-second-signature.json b/tests/fixtures/transactions/evm_call/transfer-legacy-second-signature.json
new file mode 100644
index 0000000..b803943
--- /dev/null
+++ b/tests/fixtures/transactions/evm_call/transfer-legacy-second-signature.json
@@ -0,0 +1,19 @@
+{
+	"data": {
+		"nonce": "1",
+		"gasPrice": "5000000000",
+		"gasLimit": "21000",
+		"to": "0x6F0182a0cc707b055322CcF6d4CB6a5Aff1aEb22",
+		"value": "100000000",
+		"data": "",
+		"network": 11812,
+		"v": 0,
+		"r": "a1f79cb40a4bb409d6cebd874002ceda3ec0ccb614c1d8155f5c2f7f798135f9",
+		"s": "2d2ef517aaf6feed747385e260c206f46b2ce9d6b2a585427a111685a097bd79",
+		"legacySecondSignature": "094b33b2d10c4d48cff9a9b10f79990c9a902a762b00d2f2a4d2ddad7823b59332b2da193265068c67cefea9ca8bc84e47acec406f3300a0a10b77a56ea8c18801",
+		"senderPublicKey": "0243333347c8cbf4e3cbc7a96964181d02a2b0c854faa2fef86b4b8d92afcf473d",
+		"from": "0x1E6747BEAa5B4076a6A98D735DF8c35a70D18Bdd",
+		"hash": "a39435ec5de418e77479856d06a653efc171afe43e091472af22ee359eeb83be"
+	},
+	"serialized": "f8ad0185012a05f200825208946f0182a0cc707b055322ccf6d4cb6a5aff1aeb228405f5e10080825c6ba0a1f79cb40a4bb409d6cebd874002ceda3ec0ccb614c1d8155f5c2f7f798135f9a02d2ef517aaf6feed747385e260c206f46b2ce9d6b2a585427a111685a097bd79b841094b33b2d10c4d48cff9a9b10f79990c9a902a762b00d2f2a4d2ddad7823b59332b2da193265068c67cefea9ca8bc84e47acec406f3300a0a10b77a56ea8c18801"
+}