diff --git a/nixos/doc/manual/release-notes/rl-2411.section.md b/nixos/doc/manual/release-notes/rl-2411.section.md
index 54c281b0670b..57c83e5cf202 100644
--- a/nixos/doc/manual/release-notes/rl-2411.section.md
+++ b/nixos/doc/manual/release-notes/rl-2411.section.md
@@ -90,6 +90,10 @@
 
 - `services.ddclient.use` has been deprecated: `ddclient` now supports separate IPv4 and IPv6 configuration. Use `services.ddclient.usev4` and `services.ddclient.usev6` instead.
 
+- `teleport` has been upgraded from major version 15 to major version 16.
+  Refer to upstream [upgrade instructions](https://goteleport.com/docs/management/operations/upgrading/)
+  and [release notes for v16](https://goteleport.com/docs/changelog/#1600-061324).
+
 - `vaultwarden` lost the capability to bind to privileged ports. If you rely on
    this behavior, override the systemd unit to allow `CAP_NET_BIND_SERVICE` in
    your local configuration.
diff --git a/nixos/tests/teleport.nix b/nixos/tests/teleport.nix
index 3621cce0599e..0d0b9a713065 100644
--- a/nixos/tests/teleport.nix
+++ b/nixos/tests/teleport.nix
@@ -10,6 +10,7 @@ let
   packages = with pkgs; {
     "default" = teleport;
     "14" = teleport_14;
+    "15" = teleport_15;
   };
 
   minimal = package: {
diff --git a/pkgs/servers/teleport/14/default.nix b/pkgs/servers/teleport/14/default.nix
index 456938012664..eda21fd7cb12 100644
--- a/pkgs/servers/teleport/14/default.nix
+++ b/pkgs/servers/teleport/14/default.nix
@@ -10,8 +10,4 @@ import ../generic.nix (args // {
       "rdp-rs-0.1.0" = "sha256-U52FVuqo2DH/7f0cQ1qcb1GbFZ97yxExVFMX5cs0zw4=";
     };
   };
-  extPatches = [
-    # https://github.com/NixOS/nixpkgs/issues/120738
-    ../tsh_14.patch
-  ];
 })
diff --git a/pkgs/servers/teleport/15/default.nix b/pkgs/servers/teleport/15/default.nix
index 8c356547270a..1dcaad94fa0b 100644
--- a/pkgs/servers/teleport/15/default.nix
+++ b/pkgs/servers/teleport/15/default.nix
@@ -12,10 +12,6 @@ import ../generic.nix (args // {
       "sspi-0.10.1" = "sha256-fkclC/plTh2d8zcmqthYmr5yXqbPTeFxI1VuaPX5vxk=";
     };
   };
-  extPatches = [
-    # https://github.com/NixOS/nixpkgs/issues/120738
-    ../tsh_14.patch
-  ];
 
   # wasm-bindgen-cli version must match the version of wasm-bindgen in Cargo.lock
   wasm-bindgen-cli = wasm-bindgen-cli.override {
diff --git a/pkgs/servers/teleport/16/Cargo.lock b/pkgs/servers/teleport/16/Cargo.lock
new file mode 100644
index 000000000000..45249a280c20
--- /dev/null
+++ b/pkgs/servers/teleport/16/Cargo.lock
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+[[package]]
+name = "utf8parse"
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+[[package]]
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+dependencies = [
+ "getrandom",
+ "serde",
+]
+
+[[package]]
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+version = "0.1.0"
+source = "registry+https://github.com/rust-lang/crates.io-index"
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+ "try-lock",
+]
+
+[[package]]
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+
+[[package]]
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+checksum = "4be2531df63900aeb2bca0daaaddec08491ee64ceecbee5076636a3b026795a8"
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+ "wasm-bindgen-macro",
+]
+
+[[package]]
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+source = "registry+https://github.com/rust-lang/crates.io-index"
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+ "bumpalo",
+ "log",
+ "once_cell",
+ "proc-macro2",
+ "quote",
+ "syn 2.0.68",
+ "wasm-bindgen-shared",
+]
+
+[[package]]
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+dependencies = [
+ "cfg-if",
+ "js-sys",
+ "wasm-bindgen",
+ "web-sys",
+]
+
+[[package]]
+name = "wasm-bindgen-macro"
+version = "0.2.92"
+source = "registry+https://github.com/rust-lang/crates.io-index"
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+dependencies = [
+ "quote",
+ "wasm-bindgen-macro-support",
+]
+
+[[package]]
+name = "wasm-bindgen-macro-support"
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+ "proc-macro2",
+ "quote",
+ "syn 2.0.68",
+ "wasm-bindgen-backend",
+ "wasm-bindgen-shared",
+]
+
+[[package]]
+name = "wasm-bindgen-shared"
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+
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+ "winapi-i686-pc-windows-gnu",
+ "winapi-x86_64-pc-windows-gnu",
+]
+
+[[package]]
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+
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+dependencies = [
+ "windows-sys 0.52.0",
+]
+
+[[package]]
+name = "winapi-x86_64-pc-windows-gnu"
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+source = "registry+https://github.com/rust-lang/crates.io-index"
+checksum = "712e227841d057c1ee1cd2fb22fa7e5a5461ae8e48fa2ca79ec42cfc1931183f"
+
+[[package]]
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+checksum = "ca229916c5ee38c2f2bc1e9d8f04df975b4bd93f9955dc69fabb5d91270045c9"
+dependencies = [
+ "windows-core",
+ "windows-targets 0.48.5",
+]
+
+[[package]]
+name = "windows-core"
+version = "0.51.1"
+source = "registry+https://github.com/rust-lang/crates.io-index"
+checksum = "f1f8cf84f35d2db49a46868f947758c7a1138116f7fac3bc844f43ade1292e64"
+dependencies = [
+ "windows-targets 0.48.5",
+]
+
+[[package]]
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+source = "registry+https://github.com/rust-lang/crates.io-index"
+checksum = "677d2418bec65e3338edb076e806bc1ec15693c5d0104683f2efe857f61056a9"
+dependencies = [
+ "windows-targets 0.48.5",
+]
+
+[[package]]
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+checksum = "282be5f36a8ce781fad8c8ae18fa3f9beff57ec1b52cb3de0789201425d9a33d"
+dependencies = [
+ "windows-targets 0.52.5",
+]
+
+[[package]]
+name = "windows-targets"
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+checksum = "9a2fa6e2155d7247be68c096456083145c183cbbbc2764150dda45a87197940c"
+dependencies = [
+ "windows_aarch64_gnullvm 0.48.5",
+ "windows_aarch64_msvc 0.48.5",
+ "windows_i686_gnu 0.48.5",
+ "windows_i686_msvc 0.48.5",
+ "windows_x86_64_gnu 0.48.5",
+ "windows_x86_64_gnullvm 0.48.5",
+ "windows_x86_64_msvc 0.48.5",
+]
+
+[[package]]
+name = "windows-targets"
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+checksum = "6f0713a46559409d202e70e28227288446bf7841d3211583a4b53e3f6d96e7eb"
+dependencies = [
+ "windows_aarch64_gnullvm 0.52.5",
+ "windows_aarch64_msvc 0.52.5",
+ "windows_i686_gnu 0.52.5",
+ "windows_i686_gnullvm",
+ "windows_i686_msvc 0.52.5",
+ "windows_x86_64_gnu 0.52.5",
+ "windows_x86_64_gnullvm 0.52.5",
+ "windows_x86_64_msvc 0.52.5",
+]
+
+[[package]]
+name = "windows_aarch64_gnullvm"
+version = "0.48.5"
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+
+[[package]]
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+ "windows-sys 0.48.0",
+]
+
+[[package]]
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+ "cfg-if",
+ "windows-sys 0.48.0",
+]
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+[[package]]
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+]
+
+[[package]]
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+ "curve25519-dalek",
+ "rand_core",
+ "serde",
+ "zeroize",
+]
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+[[package]]
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+dependencies = [
+ "const-oid",
+ "der",
+ "spki",
+ "tls_codec",
+]
+
+[[package]]
+name = "zeroize"
+version = "1.8.1"
+source = "registry+https://github.com/rust-lang/crates.io-index"
+checksum = "ced3678a2879b30306d323f4542626697a464a97c0a07c9aebf7ebca65cd4dde"
+dependencies = [
+ "zeroize_derive",
+]
+
+[[package]]
+name = "zeroize_derive"
+version = "1.4.2"
+source = "registry+https://github.com/rust-lang/crates.io-index"
+checksum = "ce36e65b0d2999d2aafac989fb249189a141aee1f53c612c1f37d72631959f69"
+dependencies = [
+ "proc-macro2",
+ "quote",
+ "syn 2.0.68",
+]
diff --git a/pkgs/servers/teleport/16/default.nix b/pkgs/servers/teleport/16/default.nix
new file mode 100644
index 000000000000..eaf0ab11d992
--- /dev/null
+++ b/pkgs/servers/teleport/16/default.nix
@@ -0,0 +1,22 @@
+{ wasm-bindgen-cli, ... }@args:
+import ../generic.nix (args // {
+  version = "16.0.4";
+  hash = "sha256-svDqcYm6PbmPyHhN00VKn/sGRkfb7ah2N7BtEVdZ9hg=";
+  vendorHash = "sha256-H4Rwel/UAvxY8/4CfSbneJYjt9HHgsuNbYXUM6MtqXM=";
+  yarnHash = "sha256-OHNnN66MevDiH4Zr6Uq3Om65XBzf4O3AIrPvhlvhkbE=";
+  cargoLock = {
+    lockFile = ./Cargo.lock;
+    outputHashes = {
+      "boring-4.7.0" = "sha256-ACzw4Bfo6OUrwvi3h21tvx5CpdQaWCEIDkslzjzy9o8=";
+      "ironrdp-async-0.1.0" = "sha256-nE5O/wRJ3vJqJG5zdYmpVkhx6JC6Yb92pR4EKSWSdkA=";
+      "sspi-0.10.1" = "sha256-fkclC/plTh2d8zcmqthYmr5yXqbPTeFxI1VuaPX5vxk=";
+    };
+  };
+
+  # wasm-bindgen-cli version must match the version of wasm-bindgen in Cargo.lock
+  wasm-bindgen-cli = wasm-bindgen-cli.override {
+    version = "0.2.92";
+    hash = "sha256-1VwY8vQy7soKEgbki4LD+v259751kKxSxmo/gqE6yV0=";
+    cargoHash = "sha256-aACJ+lYNEU8FFBs158G1/JG8sc6Rq080PeKCMnwdpH0=";
+  };
+})
diff --git a/pkgs/servers/teleport/default.nix b/pkgs/servers/teleport/default.nix
index 79eafe528683..10b4eb98efad 100644
--- a/pkgs/servers/teleport/default.nix
+++ b/pkgs/servers/teleport/default.nix
@@ -3,7 +3,8 @@ let
   f = args: rec {
     teleport_14 = import ./14 args;
     teleport_15 = import ./15 args;
-    teleport = teleport_15;
+    teleport_16 = import ./16 args;
+    teleport = teleport_16;
   };
   # Ensure the following callPackages invocation includes everything 'generic' needs.
   f' = lib.setFunctionArgs f (builtins.functionArgs (import ./generic.nix));
diff --git a/pkgs/servers/teleport/generic.nix b/pkgs/servers/teleport/generic.nix
index 51bea403f7db..003f0b79320f 100644
--- a/pkgs/servers/teleport/generic.nix
+++ b/pkgs/servers/teleport/generic.nix
@@ -27,7 +27,7 @@
 , version
 , hash
 , vendorHash
-, extPatches ? null
+, extPatches ? []
 , cargoHash ? null
 , cargoLock ? null
 , yarnHash
@@ -136,6 +136,7 @@ buildGoModule rec {
   patches = extPatches ++ [
     ./0001-fix-add-nix-path-to-exec-env.patch
     ./rdpclient.patch
+    ./tsh.patch
   ];
 
   # Reduce closure size for client machines
diff --git a/pkgs/servers/teleport/tsh.patch b/pkgs/servers/teleport/tsh.patch
index fac9c98ab049..6344a3915717 100644
--- a/pkgs/servers/teleport/tsh.patch
+++ b/pkgs/servers/teleport/tsh.patch
@@ -1,8 +1,8 @@
-diff --git a/tool/tsh/tsh.go b/tool/tsh/tsh.go
-index f73b0a4e46..6848286781 100644
---- a/tool/tsh/tsh.go
-+++ b/tool/tsh/tsh.go
-@@ -1065,10 +1065,11 @@ func Run(ctx context.Context, args []string, opts ...cliOption) error {
+diff --git a/tool/tsh/common/tsh.go b/tool/tsh/common/tsh.go
+index 5de21c69d0..3995c19e3c 100644
+--- a/tool/tsh/common/tsh.go
++++ b/tool/tsh/common/tsh.go
+@@ -1084,10 +1084,11 @@ func Run(ctx context.Context, args []string, opts ...CliOption) error {
  
  	var err error
  
diff --git a/pkgs/servers/teleport/tsh_14.patch b/pkgs/servers/teleport/tsh_14.patch
deleted file mode 100644
index 6344a3915717..000000000000
--- a/pkgs/servers/teleport/tsh_14.patch
+++ /dev/null
@@ -1,17 +0,0 @@
-diff --git a/tool/tsh/common/tsh.go b/tool/tsh/common/tsh.go
-index 5de21c69d0..3995c19e3c 100644
---- a/tool/tsh/common/tsh.go
-+++ b/tool/tsh/common/tsh.go
-@@ -1084,10 +1084,11 @@ func Run(ctx context.Context, args []string, opts ...CliOption) error {
- 
- 	var err error
- 
--	cf.executablePath, err = os.Executable()
-+	tempBinaryPath, err := os.Executable()
- 	if err != nil {
- 		return trace.Wrap(err)
- 	}
-+	cf.executablePath = path.Dir(tempBinaryPath) + "/tsh"
- 
- 	// configs
- 	setEnvFlags(&cf)
diff --git a/pkgs/top-level/all-packages.nix b/pkgs/top-level/all-packages.nix
index 703bdaf0af14..83e9aceb273c 100644
--- a/pkgs/top-level/all-packages.nix
+++ b/pkgs/top-level/all-packages.nix
@@ -13353,7 +13353,7 @@ with pkgs;
 
   inherit (callPackages ../servers/teleport {
     inherit (darwin.apple_sdk.frameworks) CoreFoundation Security AppKit;
-  }) teleport_14 teleport_15 teleport;
+  }) teleport_14 teleport_15 teleport_16 teleport;
 
   telepresence = callPackage ../tools/networking/telepresence {
     pythonPackages = python3Packages;