Getting Handshake error while performing SoapUI testing after upgrading Apache Tomcat to the latest

HI Everyone,

As a part of vulnerability remediation, we are required to upgrade to the latest Apache Tomcat package.

After the upgrade in one of our test environments, we are permanently getting the below error:

Fri Jul 08 10:31:04 AEST 2022:ERROR:javax.net.ssl.SSLException: Couldn't kickstart handshaking

[The complete Error in SoapUI I will be providing in the bottom of this message.]

I have gone through every possible fix advised by everyone over this conversation trail but none of it resolved the issue.

I am providing you the current configurations in place. 

1. vmoptions file contents:

-XX:MinHeapFreeRatio=20
-XX:MaxHeapFreeRatio=40
-Xms128m
-Xmx1000m
-Dsoapui.properties=soapui.properties
-Dsoapui.home=C:\Program Files\SmartBear\SoapUI-5.7.0/bin
-Dsoapui.ext.libraries=C:\Program Files\SmartBear\SoapUI-5.7.0/bin/ext
-Dsoapui.ext.listeners=C:\Program Files\SmartBear\SoapUI-5.7.0/bin/listeners
-Dsoapui.ext.actions=C:\Program Files\SmartBear\SoapUI-5.7.0/bin/actions
-Dwsi.dir=C:\Program Files\SmartBear\SoapUI-5.7.0/wsi-test-tools
-Djava.library.path=C:\Program Files\SmartBear\SoapUI-5.7.0/bin
-Djava.util.Arrays.useLegacyMergeSort=true
-splash:SoapUI-Spashscreen.png
--illegal-access=permit
-Dlog4j2.formatMsgNoLookups=true

2. JAVA Tab in Tomcat10.0.22w.exe:

-Dcatalina.home=E:\Program Files\Apache Software Foundation\Apache-Tomcat-10.0.22\
-Dcatalina.base=E:\Program Files\Apache Software Foundation\Apache-Tomcat-10.0.22\
-Dignore.endorsed.dirs=E:\Program Files\Apache Software Foundation\Apache-Tomcat-10.0.22\endorsed
-Djava.io.tmpdir=E:\Program Files\Apache Software Foundation\Apache-Tomcat-10.0.22\temp
-Djava.util.logging.manager=org.apache.juli.ClassLoaderLogManager
-Djava.util.logging.config.file=E:\Program Files\Apache Software Foundation\Apache-Tomcat-10.0.22\conf\logging.properties
-Dlog4j2.formatMsgNoLookups=true

I have cross-checked few times the details and paths so there is no issues with the path/locations provided above.

I would really appreciate if someone could help me with this issue. It has been 3 weeks but not solution found so far.

Please find the complete Error Message from SoapUI below:

• Fri Jul 08 10:31:04 AEST 2022:ERROR:javax.net.ssl.SSLException: Couldn't kickstart handshaking
• javax.net.ssl.SSLException: Couldn't kickstart handshaking
• at java.base/sun.security.ssl.Alert.createSSLException(Alert.java:127)
• at java.base/sun.security.ssl.TransportContext.fatal(TransportContext.java:369)
• at java.base/sun.security.ssl.TransportContext.fatal(TransportContext.java:312)
• at java.base/sun.security.ssl.SSLSocketImpl.startHandshake(SSLSocketImpl.java:451)
• at java.base/sun.security.ssl.SSLSocketImpl.ensureNegotiated(SSLSocketImpl.java:904)
• at java.base/sun.security.ssl.SSLSocketImpl$AppOutputStream.write(SSLSocketImpl.java:1274)
• at com.eviware.soapui.impl.wsdl.support.http.SoapUILoggingOutputStream.write(SoapUILoggingOutputStream.java:41)
• at org.apache.http.impl.io.SessionOutputBufferImpl.streamWrite(SessionOutputBufferImpl.java:124)
• at org.apache.http.impl.io.SessionOutputBufferImpl.flushBuffer(SessionOutputBufferImpl.java:136)
• at org.apache.http.impl.io.SessionOutputBufferImpl.write(SessionOutputBufferImpl.java:158)
• at org.apache.http.impl.io.ContentLengthOutputStream.write(ContentLengthOutputStream.java:113)
• at org.apache.http.entity.ByteArrayEntity.writeTo(ByteArrayEntity.java:114)
• at org.apache.http.impl.DefaultBHttpClientConnection.sendRequestEntity(DefaultBHttpClientConnection.java:156)
• at org.apache.http.impl.conn.CPoolProxy.sendRequestEntity(CPoolProxy.java:160)
• at org.apache.http.protocol.HttpRequestExecutor.doSendRequest(HttpRequestExecutor.java:238)
• at com.eviware.soapui.impl.wsdl.support.http.HttpClientSupport$SoapUIHttpRequestExecutor.doSendRequest(HttpClientSupport.java:460)
• at org.apache.http.protocol.HttpRequestExecutor.execute(HttpRequestExecutor.java:123)
• at org.apache.http.impl.execchain.MainClientExec.execute(MainClientExec.java:272)
• at org.apache.http.impl.execchain.ProtocolExec.execute(ProtocolExec.java:185)
• at org.apache.http.impl.execchain.RetryExec.execute(RetryExec.java:89)
• at org.apache.http.impl.execchain.RedirectExec.execute(RedirectExec.java:111)
• at org.apache.http.impl.client.InternalHttpClient.doExecute(InternalHttpClient.java:185)
• at org.apache.http.impl.client.CloseableHttpClient.execute(CloseableHttpClient.java:72)
• at com.eviware.soapui.impl.wsdl.support.http.HttpClientSupport$SoapUIHttpClient.doExecute(HttpClientSupport.java:344)
• at org.apache.http.impl.client.CloseableHttpClient.execute(CloseableHttpClient.java:83)
• at com.eviware.soapui.impl.wsdl.support.http.HttpClientSupport$Helper.execute(HttpClientSupport.java:548)
• at com.eviware.soapui.impl.wsdl.support.http.HttpClientSupport.execute(HttpClientSupport.java:614)
• at com.eviware.soapui.impl.wsdl.submit.transports.http.HttpClientRequestTransport.submitRequest(HttpClientRequestTransport.java:302)
• at com.eviware.soapui.impl.wsdl.submit.transports.http.HttpClientRequestTransport.sendRequest(HttpClientRequestTransport.java:232)
• at com.eviware.soapui.impl.wsdl.WsdlSubmit.run(WsdlSubmit.java:120)
• at java.base/java.util.concurrent.Executors$RunnableAdapter.call(Executors.java:515)
• at java.base/java.util.concurrent.FutureTask.run(FutureTask.java:264)
• at java.base/java.util.concurrent.ThreadPoolExecutor.runWorker(ThreadPoolExecutor.java:1130)
• at java.base/java.util.concurrent.ThreadPoolExecutor$Worker.run(ThreadPoolExecutor.java:630)
• at java.base/java.lang.Thread.run(Thread.java:831)
• Suppressed: java.net.SocketException: Connection reset by peer
• at java.base/sun.nio.ch.NioSocketImpl.implWrite(NioSocketImpl.java:420)
• at java.base/sun.nio.ch.NioSocketImpl.write(NioSocketImpl.java:440)
• at java.base/sun.nio.ch.NioSocketImpl$2.write(NioSocketImpl.java:826)
• at java.base/java.net.Socket$SocketOutputStream.write(Socket.java:1045)
• at java.base/sun.security.ssl.SSLSocketOutputRecord.encodeAlert(SSLSocketOutputRecord.java:82)
• at java.base/sun.security.ssl.TransportContext.fatal(TransportContext.java:400)
• ... 33 more
• Caused by: java.net.SocketException: Connection reset by peer
• at java.base/sun.nio.ch.NioSocketImpl.implWrite(NioSocketImpl.java:420)
• at java.base/sun.nio.ch.NioSocketImpl.write(NioSocketImpl.java:440)
• at java.base/sun.nio.ch.NioSocketImpl$2.write(NioSocketImpl.java:826)
• at java.base/java.net.Socket$SocketOutputStream.write(Socket.java:1045)
• at java.base/sun.security.ssl.SSLSocketOutputRecord.flush(SSLSocketOutputRecord.java:268)
• at java.base/sun.security.ssl.HandshakeOutStream.flush(HandshakeOutStream.java:89)
• at java.base/sun.security.ssl.ClientHello$ClientHelloKickstartProducer.produce(ClientHello.java:657)
• at java.base/sun.security.ssl.SSLHandshake.kickstart(SSLHandshake.java:529)
• at java.base/sun.security.ssl.ClientHandshakeContext.kickstart(ClientHandshakeContext.java:107)
• at java.base/sun.security.ssl.TransportContext.kickstart(TransportContext.java:249)
• at java.base/sun.security.ssl.SSLSocketImpl.startHandshake(SSLSocketImpl.java:434)
• ... 31 more