diff --git a/go.mod b/go.mod
index dd9e6a91..46074b77 100644
--- a/go.mod
+++ b/go.mod
@@ -55,3 +55,7 @@ require (
 	google.golang.org/protobuf v1.33.0 // indirect
 	gopkg.in/yaml.v3 v3.0.1 // indirect
 )
+
+replace github.com/masterzen/winrm => github.com/bosh-dep-forks/winrm v0.0.0-20240321234108-df0e10ca9199
+
+replace github.com/packer-community/winrmcp => github.com/bosh-dep-forks/winrmcp v0.0.0-20240506194308-1105f7feefc7
diff --git a/go.sum b/go.sum
index c75d94d2..1342ee2c 100644
--- a/go.sum
+++ b/go.sum
@@ -8,6 +8,10 @@ github.com/bodgit/ntlmssp v0.0.0-20240405225621-bc7a66a52237 h1:IRHxBGP4NtipmCHv
 github.com/bodgit/ntlmssp v0.0.0-20240405225621-bc7a66a52237/go.mod h1:ZcREh7an/iQI1JTsS+K9YAlig9Twd+OAGqB75LT+5+8=
 github.com/bodgit/windows v1.0.1 h1:tF7K6KOluPYygXa3Z2594zxlkbKPAOvqr97etrGNIz4=
 github.com/bodgit/windows v1.0.1/go.mod h1:a6JLwrB4KrTR5hBpp8FI9/9W9jJfeQ2h4XDXU74ZCdM=
+github.com/bosh-dep-forks/winrm v0.0.0-20240321234108-df0e10ca9199 h1:r+PWI7A4K516n3vsCpt1EqPKxOUR4pf421cUkLS+N3Q=
+github.com/bosh-dep-forks/winrm v0.0.0-20240321234108-df0e10ca9199/go.mod h1:otHfftEJdo9JWGoq9GcJRaeNLp/uhqNq8JOk5lL+8Ks=
+github.com/bosh-dep-forks/winrmcp v0.0.0-20240506194308-1105f7feefc7 h1:XYRnxVBwHQp8t8HuXVj5mrFpg9o8RROlVXgZWmHDZmw=
+github.com/bosh-dep-forks/winrmcp v0.0.0-20240506194308-1105f7feefc7/go.mod h1:XqA4/u+BKsCZL3OWCFUYKBUkITkjyFL4+hvRxDBAY5w=
 github.com/concourse/pool-resource v1.1.1 h1:c1G+A4ncmdCr5DWDSdhg9wRaYBLn7cX8e5nxvCNXLYw=
 github.com/concourse/pool-resource v1.1.1/go.mod h1:g6Q2Jjcl64dYYqprEhjhELiVLa/fl6ybgU4s9nUoB4A=
 github.com/creack/pty v1.1.9/go.mod h1:oKZEueFk5CKHvIhNR5MUki03XCEU+Q6VDXinZuGJ33E=
@@ -80,8 +84,6 @@ github.com/kr/text v0.2.0 h1:5Nx0Ya0ZqY2ygV366QzturHI13Jq95ApcVaJBhpS+AY=
 github.com/kr/text v0.2.0/go.mod h1:eLer722TekiGuMkidMxC/pM04lWEeraHUUmBw8l2grE=
 github.com/masterzen/simplexml v0.0.0-20190410153822-31eea3082786 h1:2ZKn+w/BJeL43sCxI2jhPLRv73oVVOjEKZjKkflyqxg=
 github.com/masterzen/simplexml v0.0.0-20190410153822-31eea3082786/go.mod h1:kCEbxUJlNDEBNbdQMkPSp6yaKcRXVI6f4ddk8Riv4bc=
-github.com/masterzen/winrm v0.0.0-20231227165926-e811dad5ac77 h1:psY7rHKhnfqjTEgkleIYpF1vVxVfYsUYFTO/cL5Z6xM=
-github.com/masterzen/winrm v0.0.0-20231227165926-e811dad5ac77/go.mod h1:otHfftEJdo9JWGoq9GcJRaeNLp/uhqNq8JOk5lL+8Ks=
 github.com/maxbrunsfeld/counterfeiter/v6 v6.8.1 h1:NicmruxkeqHjDv03SfSxqmaLuisddudfP3h5wdXFbhM=
 github.com/maxbrunsfeld/counterfeiter/v6 v6.8.1/go.mod h1:eyp4DdUJAKkr9tvxR3jWhw2mDK7CWABMG5r9uyaKC7I=
 github.com/mitchellh/mapstructure v1.3.0 h1:iDwIio/3gk2QtLLEsqU5lInaMzos0hDTz8a6lazSFVw=
@@ -101,8 +103,6 @@ github.com/onsi/gomega v1.7.1/go.mod h1:XdKZgCCFLUoM/7CFJVPcG8C1xQ1AJ0vpAezJrB7J
 github.com/onsi/gomega v1.10.1/go.mod h1:iN09h71vgCQne3DLsj+A5owkum+a2tYe+TOCB1ybHNo=
 github.com/onsi/gomega v1.33.1 h1:dsYjIxxSR755MDmKVsaFQTE22ChNBcuuTWgkUDSubOk=
 github.com/onsi/gomega v1.33.1/go.mod h1:U4R44UsT+9eLIaYRB2a5qajjtQYn0hauxvRm16AVYg0=
-github.com/packer-community/winrmcp v0.0.0-20221126162354-6e900dd2c68f h1:sWm3fnjG6kxvDuGiQf46Io5xCTj3QJfNJIeICJ4g1kw=
-github.com/packer-community/winrmcp v0.0.0-20221126162354-6e900dd2c68f/go.mod h1:f6Izs6JvFTdnRbziASagjZ2vmf55NSIkC/weStxCHqk=
 github.com/pkg/errors v0.9.1 h1:FEBLx1zS214owpjy7qsBeixbURkuhQAwrK5UwLGTwt4=
 github.com/pkg/errors v0.9.1/go.mod h1:bwawxfHBFNV+L2hUp1rHADufV3IMtnDRdf1r5NINEl0=
 github.com/pmezard/go-difflib v1.0.0 h1:4DBwDE0NGyQoBHbLQYPwSUPoCMWR5BEzIk/f1lZbAQM=
diff --git a/remotemanager/winrm_remotemanager.go b/remotemanager/winrm_remotemanager.go
index f4faea26..954b6285 100644
--- a/remotemanager/winrm_remotemanager.go
+++ b/remotemanager/winrm_remotemanager.go
@@ -70,6 +70,7 @@ func (w *WinRM) UploadArtifact(sourceFilePath, destinationFilePath string) error
 		ConnectTimeout:        WinRmTimeout,
 		OperationTimeout:      WinRmTimeout,
 		MaxOperationsPerShell: 15,
+		AllowTimeout:          true,
 	})
 
 	if err != nil {
diff --git a/vendor/github.com/masterzen/winrm/command.go b/vendor/github.com/masterzen/winrm/command.go
index f7c35514..a7cecb52 100644
--- a/vendor/github.com/masterzen/winrm/command.go
+++ b/vendor/github.com/masterzen/winrm/command.go
@@ -144,7 +144,7 @@ func (c *Command) slurpAllOutput() (bool, error) {
 	response, err := c.client.sendRequest(request)
 	if err != nil {
 		var errWithTimeout *url.Error
-		if errors.As(err, &errWithTimeout) && errWithTimeout.Timeout() {
+		if !c.client.AllowTimeout && errors.As(err, &errWithTimeout) && errWithTimeout.Timeout() {
 			// Operation timeout because the server didn't respond in time
 			return false, err
 		}
diff --git a/vendor/github.com/masterzen/winrm/parameters.go b/vendor/github.com/masterzen/winrm/parameters.go
index 08adcc99..d0c1c1ae 100644
--- a/vendor/github.com/masterzen/winrm/parameters.go
+++ b/vendor/github.com/masterzen/winrm/parameters.go
@@ -8,6 +8,7 @@ type Parameters struct {
 	Timeout            string
 	Locale             string
 	EnvelopeSize       int
+	AllowTimeout       bool // Allow Commands to finish if connection times out. Useful if the command causes the Host to shut down.
 	TransportDecorator func() Transporter
 	Dial               func(network, addr string) (net.Conn, error)
 }
diff --git a/vendor/github.com/packer-community/winrmcp/winrmcp/winrmcp.go b/vendor/github.com/packer-community/winrmcp/winrmcp/winrmcp.go
index df2c2e3e..7cfab774 100644
--- a/vendor/github.com/packer-community/winrmcp/winrmcp/winrmcp.go
+++ b/vendor/github.com/packer-community/winrmcp/winrmcp/winrmcp.go
@@ -26,6 +26,7 @@ type Config struct {
 	OperationTimeout      time.Duration
 	MaxOperationsPerShell int
 	TransportDecorator    func() winrm.Transporter
+	AllowTimeout          bool
 }
 
 type Auth struct {
@@ -48,6 +49,8 @@ func New(addr string, config *Config) (*Winrmcp, error) {
 		winrm.DefaultParameters.EnvelopeSize,
 	)
 
+	params.AllowTimeout = config.AllowTimeout
+
 	if config.TransportDecorator != nil {
 		params.TransportDecorator = config.TransportDecorator
 	}
diff --git a/vendor/modules.txt b/vendor/modules.txt
index 5edfdeac..a613db35 100644
--- a/vendor/modules.txt
+++ b/vendor/modules.txt
@@ -132,7 +132,7 @@ github.com/kr/text
 # github.com/masterzen/simplexml v0.0.0-20190410153822-31eea3082786
 ## explicit
 github.com/masterzen/simplexml/dom
-# github.com/masterzen/winrm v0.0.0-20231227165926-e811dad5ac77
+# github.com/masterzen/winrm v0.0.0-20231227165926-e811dad5ac77 => github.com/bosh-dep-forks/winrm v0.0.0-20240321234108-df0e10ca9199
 ## explicit; go 1.21
 github.com/masterzen/winrm
 github.com/masterzen/winrm/soap
@@ -187,7 +187,7 @@ github.com/onsi/gomega/matchers/support/goraph/edge
 github.com/onsi/gomega/matchers/support/goraph/node
 github.com/onsi/gomega/matchers/support/goraph/util
 github.com/onsi/gomega/types
-# github.com/packer-community/winrmcp v0.0.0-20221126162354-6e900dd2c68f
+# github.com/packer-community/winrmcp v0.0.0-20221126162354-6e900dd2c68f => github.com/bosh-dep-forks/winrmcp v0.0.0-20240506194308-1105f7feefc7
 ## explicit
 github.com/packer-community/winrmcp/winrmcp
 # github.com/pkg/errors v0.9.1
@@ -358,3 +358,5 @@ google.golang.org/protobuf/runtime/protoimpl
 # gopkg.in/yaml.v3 v3.0.1
 ## explicit
 gopkg.in/yaml.v3
+# github.com/masterzen/winrm => github.com/bosh-dep-forks/winrm v0.0.0-20240321234108-df0e10ca9199
+# github.com/packer-community/winrmcp => github.com/bosh-dep-forks/winrmcp v0.0.0-20240506194308-1105f7feefc7