A Jenkins job configured with Conditional Step to trigger another Jenkins job. Though the condition met the job is not getting triggerred.

Extracted the below from Console log:
Build step 'PowerShell' marked build as failure
[Current build status] check if current [FAILURE] is worse or equals then [SUCCESS] and better or equals then [SUCCESS]
Run condition [Current build status] preventing perform for step [Builder to mark whether executed]
[Current build status] check if current [FAILURE] is worse or equals then [NOT_BUILT] and better or equals then [FAILURE]
Run condition [Current build status] enabling perform for step [Builder to mark whether executed]
Thought the second condition met the job specified is not getting triggered. It has been executed once only it is newly configured and saved.

Jenkins Version: 2.577

Java: Microsoft OpenJDK 25+36-LTS

Installed Plugins:

Office-365-Connector | Office 365 Connector / Power Automate workflows | 5.3.1
TestComplete | TestComplete support plug-in | 2.11
ant | Ant Plugin | 520.vd082ecfb_16a_9
antisamy-markup-formatter | OWASP Markup Formatter Plugin | 173.v680e3a_b_69ff3
apache-httpcomponents-client-4-api | Apache HttpComponents Client 4.x API Plugin | 4.5.14-269.vfa_2321039a_83
apache-httpcomponents-client-5-api | Apache HttpComponents Client 5.x API Plugin | 5.6.4-204.vfa_29df89ffcf
asm-api | ASM API Plugin | 9.10.1-216.va_9256d3b_844b_
audit-log | Audit Log Plugin | 1.3
audit-trail | Audit Trail | 456.v39d2fd1ed556
authentication-tokens | Authentication Tokens API Plugin | 1.144.v5ff4a_5ec5c33
bitbucket | Bitbucket Plugin | 322.v882c6a_b_82c52
bootstrap5-api | Bootstrap 5 API Plugin | 5.3.8-1048.va_c299057e35c
bouncycastle-api | bouncycastle API Plugin | 2.30.1.84-291.v9f17b_21896e2
branch-api | Branch API Plugin | 2.1280.v0d4e5b_b_460ef
build-blocker-plugin | Build Blocker Plugin | 177.ve433d85b_3fd7
build-timeout | Build Timeout | 1.41
build-user-vars-plugin | build user vars plugin | 214.va_eed2ed849ca_
built-on-column | built-on-column | 1.5
byte-buddy-api | Byte Buddy API Plugin | 1.18.12-254.vb_933fb_ce06b_4
caffeine-api | Caffeine API Plugin | 3.2.4-208.v7e2da_a_7db_82b_
checks-api | Checks API plugin | 422.vc7e8b_51488c6
cloud-stats | Cloud Statistics Plugin | 423.v63f017a_f582c
cloudbees-folder | Folders Plugin | 6.1106.v3a_d9a_6d2465e
command-launcher | Command Agent Launcher Plugin | 134.v025a_5fcf9dea_
commons-compress-api | Commons Compress API | 1.28.0-89.v706d5e672f99
commons-httpclient3-api | Commons HttpClient 3.x API | 3.1-3
commons-lang3-api | commons-lang3 v3.x Jenkins API Plugin | 3.20.0-109.ve43756e2d2b_4
commons-text-api | commons-text API Plugin | 1.15.0-218.va_61573470393
conditional-buildstep | Conditional BuildStep | 1.5.0
config-file-provider | Config File Provider Plugin | 1013.v73c323e52b_1f
copyartifact | Copy Artifact Plugin | 795.ve8e151429b_27
credentials | Credentials Plugin | 1511.v2e3cb_0008ef0
credentials-binding | Credentials Binding Plugin | 728.v902a_273b_8947
dark-theme | Dark Theme | 652.vea_da_dfea_e769
data-tables-api | DataTables.net API Plugin | 2.3.8-1570.v1cb_1cd2a_0fb_c
database | Database | 309.vf39a_d78a_cb_e8
database-mysql | MySQL Database Plugin | 142.vc259713f0032
disable-job-button | Disable Job Button Plugin | 1.3.vf55949267366
display-url-api | Display URL API | 2.217.va_6b_de84cc74b_
docker-commons | Docker Commons Plugin | 477.v289085a_b_6896
docker-java-api | Docker API Plugin | 3.7.1-136.v5d70f77a_c3d6
docker-plugin | Docker plugin | 1327.v9524f1ee134e
docker-workflow | Docker Pipeline | 653.v2f2c08eff0ec
durable-task | Durable Task Plugin | 686.v80ff80875b_82
echarts-api | ECharts API Plugin | 6.1.0-1306.vcee1648c16a_4
eddsa-api | EDDSA API Plugin | 0.3.0.1-29.v67e9a_1c969b_b_
email-ext | Email Extension Plugin | 2038.v7b_8817a_499d9
emailext-template | Email Extension Template Plugin | 249.v81d6ea_f33f2e
envinject | Environment Injector Plugin | 2.941.v351a_20c0a_3ca_
envinject-api | EnvInject API Plugin | 1.241.vdd714803b_403
external-monitor-job | External Monitor Job Type Plugin | 223.vb_fddcf42c9b_3
font-awesome-api | Font Awesome API Plugin | 7.3.1-1013.v0835a_879ec6d
fstrigger | Filesystem Trigger Plug-in | 1.02
git | Git plugin | 5.10.1
git-client | Git client plugin | 6.6.1
git-server | Git server Plugin | 137.ve0060b_432302
github | GitHub plugin | 1.47.0
github-api | GitHub API Plugin | 1.330-492.v3941a_032db_2a_
github-branch-source | GitHub Branch Source Plugin | 1983.vfa_27ed961853
global-variable-string-parameter | Global Variable String Parameter | 1.2
gradle | Gradle Plugin | 2.19.1252.v15196b_5a_6e10
gson-api | Gson API Plugin | 2.14.0-201.v8eefe5515533
htmlpublisher | HTML Publisher plugin | 429
instance-identity | Instance Identity | 203.v15e81a_1b_7a_38
ionicons-api | Ionicons API | 94.vcc3065403257
jackson-annotations2-api | Jackson Annotations 2 API Plugin | 2.22-19.v10a_a_582ea_26e
jackson2-api | Jackson 2 API Plugin | 2.22.2-445.vdc613f1d8012
jackson3-api | Jackson 3 API Plugin | 3.2.2-96.v599957900a_1a_
jakarta-activation-api | Jakarta Activation API | 2.1.4-1
jakarta-mail-api | Jakarta Mail API | 2.1.5-1
jakarta-xml-bind-api | Jakarta XML Binding API | 4.0.9-19.v2b_a_5b_44d9a_1c
javadoc | Javadoc Plugin | 354.vee1a_660b_4990
javax-activation-api | JavaBeans Activation Framework (JAF) API | 1.2.0-8
javax-mail-api | JavaMail API | 1.6.2-11
jaxb | JAXB plugin | 2.3.9-143.v5979df3304e6
jdk-tool | Oracle Java SE Development Kit Installer Plugin | 83.v417146707a_3d
jenkins-multijob-plugin | Multijob plugin | 682.v4ed91b_52d621
jjwt-api | Java JSON Web Token (JJWT) Plugin | 0.13.0-141.vd58b_a_9592b_6c
jnr-posix-api | jnr-posix API Plugin | 3.2.2-218.vd6064f4fa_0a_d
job-import-plugin | Job Import Plugin | 143.145.v48f9a_a_6ff384
joda-time-api | Joda Time API Plugin | 2.14.3-200.v65623733c99f
jqs-monitoring | Job/Queue/Agents Monitoring Plugin | 37.vf50a_82a_0b_f32
jquery | jQuery plugin | 1.12.4-3
jquery3-api | JQuery3 API Plugin | 3.7.1-687.v68d468e40b_30
jsch | JSch dependency plugin | 0.2.16-95.v3eecb_55fa_b_78
json-api | JSON API Plugin | 20260814-226.v20f9685d642c
json-path-api | JSON Path API Plugin | 3.0.0-218.vcd4dd1355de2
jsoup | jsoup API Plugin | 1.23.2-106.v1161f282b_eb_f
junit | JUnit Plugin | 1424.vc64a_edde7777
ldap | LDAP Plugin | 807.809.vd3a_4e5e4ec98
lockable-resources | Lockable Resources plugin | 1554.v491fcb_27c716
mail-watcher-plugin | Mail Watcher Plugin | 1.22
mailer | Mailer Plugin | 534.v1b_36f5864073
matrix-auth | Matrix Authorization Strategy Plugin | 3.3
matrix-project | Matrix Project Plugin | 917.v22eda_817646e
maven-info | Maven Info Plugin | 0.3.2
maven-plugin | Maven Integration plugin | 3.27
mercurial | Mercurial plugin | 1323.ve69d2a_db_8a_b_d
mina-sshd-api-common | Mina SSHD API :: Common | 2.19.0-192.v2b_a_7b_2c1dc71
mina-sshd-api-core | Mina SSHD API :: Core | 2.19.0-192.v2b_a_7b_2c1dc71
mysql-api | MySQL API Plugin | 9.6.0-83.v04c82b_70c653
nodejs | NodeJS Plugin | 1.6.6
nodelabelparameter | Node and Label parameter plugin | 851.vd94e5048d321
okhttp-api | OkHttp Plugin | 5.3.2-200.vedb_720a_cf1f8
opentelemetry-api | OpenTelemetry API Plugin | 1.54.1.102.v276c93ee966d
oss-symbols-api | Dev Tools Symbols API Plugin | 465.v25d9fdc88c26
pam-auth | PAM Authentication plugin | 1.12
parameterized-trigger | Parameterized Trigger plugin | 893.va_383a_9b_a_4c11
people-view | People View Plugin | 1.16.v774d3b_4b_3a_f3
performance | Performance Plugin | 1015.v09ca_52b_3370e
perfpublisher | Performance Publisher plugin | 8.09
pipeline-build-step | Pipeline: Build Step | 599.v4b_67ea_11b_152
pipeline-graph-analysis | Pipeline Graph Analysis Plugin | 254.v0f63a_a_447dca_
pipeline-groovy-lib | Pipeline: Groovy Libraries | 798.v5cc688825312
pipeline-input-step | Pipeline: Input Step | 560.v56198a_642157
pipeline-milestone-step | Pipeline: Milestone Step | 152.v6e22b_8cfc66c
pipeline-model-api | Pipeline: Model API | 2.2293.v6e7193cec599
pipeline-model-definition | Pipeline: Declarative | 2.2293.v6e7193cec599
pipeline-model-extensions | Pipeline: Declarative Extension Points API | 2.2293.v6e7193cec599
pipeline-rest-api | Pipeline: REST API Plugin | 2.41
pipeline-stage-step | Pipeline: Stage Step | 345.va_96187909426
pipeline-stage-tags-metadata | Pipeline: Stage Tags Metadata | 2.2293.v6e7193cec599
pipeline-stage-view | Pipeline: Stage View Plugin | 2.41
pipeline-utility-steps | Pipeline Utility Steps | 3.810.va_7672d206740
plain-credentials | Plain Credentials Plugin | 199.v9f8e1f741799
plugin-util-api | Plugin Utilities API Plugin | 7.1341.v039f146993d9
poll-mailbox-trigger-plugin | Poll Mailbox Trigger Plugin | 223.v0ea_2a_7a_5ca_ef
popper-api | Popper.js API Plugin | 1.16.1-3
powershell | PowerShell plugin | 185.v7a_026da_c54ee
prism-api | Prism API Plugin | 1.30.0-741.v034eb_0b_0a_a_fa_
publish-over | Infrastructure plugin for Publish Over X | 242.vf56f6892cb_b_a_
publish-over-ssh | Publish Over SSH | 409.v73ca_23a_5b_48e
python | Python Plugin | 1.3
resource-disposer | Resource Disposer Plugin | 0.25
role-strategy | Role-based Authorization Strategy | 898.vc050ed2424ca_
run-condition | Run Condition Plugin | 276.v97298f3a_cd51
scm-api | SCM API Plugin | 728.vc30dcf7a_0df5
script-security | Script Security Plugin | 1412.v7737b_3405f86
simple-theme-plugin | Simple Theme Plugin | 230.v8b_fd91b_b_800c
snakeyaml-api | SnakeYAML API Plugin | 2.5-149.v72471e9c6371
snakeyaml-engine-api | SnakeYAML Engine API Plugin | 3.1.1-12.v4320c7d6f89c
ssh-agent | SSH Agent Plugin | 430.v8c9869373423
ssh-credentials | SSH Credentials Plugin | 372.va_250881b_08cd
ssh-slaves | SSH Build Agents plugin | 3.1097.v868116049892
sshd | SSH server | 3.384.vc89b_5e138cf9
structs | Structs Plugin | 362.va_b_695ef4fdf9
theme-manager | Theme Manager | 346.v06cca_64c6a_37
thinBackup | ThinBackup | 2.1.5
timestamper | Timestamper | 1.30
token-macro | Token Macro Plugin | 477.vd4f0dc3cb_cf1
trilead-api | Trilead API Plugin | 2.284.v1974ea_324382
uno-choice | Active Choices Plug-in | 2.8.10
variant | Variant Plugin | 70.va_d9f17f859e0
versioncolumn | Versions Node Monitors plugin | 400.v3c5c3004f31d
windows-slaves | WMI Windows Agents Plugin | 1.8.1
woodstox-core-api | Woodstox Core API Plugin | 7.2.2-10.vcb_629759b_2c2
workflow-api | Pipeline: API | 1413.v2ff1a_5e720fa_
workflow-basic-steps | Pipeline: Basic Steps | 1098.v808b_fd7f8cf4
workflow-cps | Pipeline: Groovy | 4370.v49a_6937566b_6
workflow-cps-global-lib | Pipeline: Deprecated Groovy Libraries | 636.v3d2c06d018a_6
workflow-durable-task-step | Pipeline: Nodes and Processes | 1479.v56e587f413a_7
workflow-job | Pipeline: Job | 1595.v0ee1a_de2c0a_3
workflow-multibranch | Pipeline: Multibranch | 841.vec5b_9e1806ec
workflow-scm-step | Pipeline: SCM Step | 466.va_d69e602552b_
workflow-step-api | Pipeline: Step API | 724.v538c2362b_dfb_
workflow-support | Pipeline: Supporting APIs | 1015.v785e5a_b_b_8b_22
ws-cleanup | Workspace Cleanup Plugin | 0.49
xtrigger-api | XTrigger API Plugin | 1.2