diff --git a/.changeset/flat-toys-roll.md b/.changeset/flat-toys-roll.md
new file mode 100644
index 00000000..a733abf4
--- /dev/null
+++ b/.changeset/flat-toys-roll.md
@@ -0,0 +1,5 @@
+---
+'@smartcontractkit/operator-ui': patch
+---
+
+feat: allow approval of previous versions of job specs
diff --git a/src/screens/JobProposal/SpecsView.test.tsx b/src/screens/JobProposal/SpecsView.test.tsx
index 9ea34ece..5624d704 100644
--- a/src/screens/JobProposal/SpecsView.test.tsx
+++ b/src/screens/JobProposal/SpecsView.test.tsx
@@ -1,5 +1,5 @@
 import * as React from 'react'
-import { render, screen, waitFor } from 'support/test-utils'
+import { render, screen, waitFor, within } from 'support/test-utils'
 import userEvent from '@testing-library/user-event'
 
 import {
@@ -260,4 +260,151 @@ describe('SpecsView', () => {
       expect(queryByText('Cancel')).not.toBeInTheDocument()
     })
   })
+
+  describe('Approve button', () => {
+    let specs: ReadonlyArray<JobProposal_SpecsFields>
+    let proposal: JobProposalPayloadFields
+
+    beforeEach(() => {
+      specs = [
+        buildJobProposalSpec({ id: '106', version: 6, status: 'CANCELLED' }),
+        buildJobProposalSpec({ id: '105', version: 5, status: 'PENDING' }),
+        buildJobProposalSpec({ id: '104', version: 4, status: 'CANCELLED' }),
+        buildJobProposalSpec({ id: '103', version: 3, status: 'CANCELLED' }),
+        buildJobProposalSpec({ id: '102', version: 2, status: 'APPROVED' }),
+        buildJobProposalSpec({ id: '101', version: 1, status: 'REVOKED' }),
+      ]
+    })
+
+    it('is visible in latest two cancelled specs if proposal is not deleted or revoked', async () => {
+      proposal = buildJobProposal({ status: 'PENDING' })
+      renderComponent(specs, proposal)
+
+      const panels = screen.getAllByTestId('expansion-panel')
+      expect(panels).toHaveLength(6)
+      expect(
+        within(panels[0]).queryByRole('button', {
+          name: 'Approve',
+          hidden: false,
+        }),
+      ).toBeInTheDocument()
+      expect(
+        within(panels[1]).queryByRole('button', {
+          name: 'Approve',
+          hidden: true,
+        }),
+      ).not.toBeInTheDocument()
+      expect(
+        within(panels[2]).queryByRole('button', {
+          name: 'Approve',
+          hidden: true,
+        }),
+      ).toBeInTheDocument()
+      expect(
+        within(panels[3]).queryByRole('button', {
+          name: 'Approve',
+          hidden: true,
+        }),
+      ).not.toBeInTheDocument()
+      expect(
+        within(panels[4]).queryByRole('button', {
+          name: 'Approve',
+          hidden: true,
+        }),
+      ).not.toBeInTheDocument()
+      expect(
+        within(panels[5]).queryByRole('button', {
+          name: 'Approve',
+          hidden: true,
+        }),
+      ).not.toBeInTheDocument()
+    })
+
+    it('is visible in latest pending spec if proposal is not deleted or revoked', async () => {
+      specs = [
+        buildJobProposalSpec({ id: '103', version: 3, status: 'PENDING' }),
+        buildJobProposalSpec({ id: '102', version: 2, status: 'PENDING' }),
+        buildJobProposalSpec({ id: '101', version: 1, status: 'CANCELLED' }),
+      ]
+      proposal = buildJobProposal({ status: 'PENDING' })
+      renderComponent(specs, proposal)
+
+      const panels = screen.getAllByTestId('expansion-panel')
+      expect(panels).toHaveLength(3)
+      expect(
+        within(panels[0]).queryByRole('button', {
+          name: 'Approve',
+          hidden: false,
+        }),
+      ).toBeInTheDocument()
+      expect(
+        within(panels[1]).queryByRole('button', {
+          name: 'Approve',
+          hidden: true,
+        }),
+      ).not.toBeInTheDocument()
+      expect(
+        within(panels[2]).queryByRole('button', {
+          name: 'Approve',
+          hidden: true,
+        }),
+      ).toBeInTheDocument()
+    })
+
+    it('is not visible in any specs if proposal is deleted', async () => {
+      proposal = buildJobProposal({ status: 'DELETED' })
+      renderComponent(specs, proposal)
+
+      const panels = screen.getAllByTestId('expansion-panel')
+      expect(panels).toHaveLength(6)
+      expect(
+        screen.queryByRole('button', { name: 'Approve', hidden: false }),
+      ).not.toBeInTheDocument()
+    })
+
+    it('is not visible in any specs if proposal is revoked', async () => {
+      proposal = buildJobProposal({ status: 'REVOKED' })
+      renderComponent(specs, proposal)
+
+      const panels = screen.getAllByTestId('expansion-panel')
+      expect(panels).toHaveLength(6)
+      expect(
+        screen.queryByRole('button', { name: 'Approve', hidden: false }),
+      ).not.toBeInTheDocument()
+    })
+
+    it('is visible with single pending job', async () => {
+      proposal = buildJobProposal({ status: 'PENDING' })
+      specs = [
+        buildJobProposalSpec({ id: '101', version: 1, status: 'PENDING' }),
+      ]
+      renderComponent(specs, proposal)
+
+      const panels = screen.getAllByTestId('expansion-panel')
+      expect(panels).toHaveLength(1)
+      expect(
+        within(panels[0]).queryByRole('button', {
+          name: 'Approve',
+          hidden: false,
+        }),
+      ).toBeInTheDocument()
+    })
+
+    it('is visible with single cancelled job', async () => {
+      proposal = buildJobProposal({ status: 'PENDING' })
+      specs = [
+        buildJobProposalSpec({ id: '101', version: 1, status: 'CANCELLED' }),
+      ]
+      renderComponent(specs, proposal)
+
+      const panels = screen.getAllByTestId('expansion-panel')
+      expect(panels).toHaveLength(1)
+      expect(
+        within(panels[0]).queryByRole('button', {
+          name: 'Approve',
+          hidden: false,
+        }),
+      ).toBeInTheDocument()
+    })
+  })
 })
diff --git a/src/screens/JobProposal/SpecsView.tsx b/src/screens/JobProposal/SpecsView.tsx
index 0e54d71e..63ce586b 100644
--- a/src/screens/JobProposal/SpecsView.tsx
+++ b/src/screens/JobProposal/SpecsView.tsx
@@ -72,7 +72,7 @@ interface Props extends WithStyles<typeof styles> {
 }
 
 interface ConfirmationDialogArgs {
-  action: 'reject' | 'approve' | 'cancel'
+  action: 'reject' | 'approve' | 'approvePrevious' | 'cancel'
   id: string
 }
 
@@ -81,6 +81,25 @@ const confirmationDialogText = {
     title: 'Approve Job Proposal',
     body: 'Approving this job proposal will start running a new job. WARNING: If a job using the same contract address already exists, it will be deleted before running the new one.',
   },
+  approvePrevious: {
+    title: 'Approve Previous Version of Job Proposal',
+    body: (
+      <div>
+        <p>
+          ⚠️ You have selected a job spec version that is not the most recent
+          one.
+        </p>
+        <p>
+          Approving this job proposal will start running a new job with the old
+          spec version.
+        </p>
+        <p>
+          WARNING: If a job using the same contract address already exists, it
+          will be deleted before running the new one.
+        </p>
+      </div>
+    ),
+  },
   cancel: {
     title: 'Cancel Job Proposal',
     body: 'Cancelling this job proposal will delete the running job. Are you sure you want to cancel this job proposal?',
@@ -124,6 +143,11 @@ export const SpecsView = withStyles(styles)(
       return sorted.sort((a, b) => b.version - a.version)
     }, [specs])
 
+    const approvableCancelledJobSpecs = sortedSpecs
+      .filter((spec) => spec.status === 'CANCELLED')
+      .slice(0, 2)
+      .map((spec) => spec.id)
+
     const renderActions = (
       status: SpecStatus,
       specID: string,
@@ -193,7 +217,7 @@ export const SpecsView = withStyles(styles)(
           )
         case 'CANCELLED':
           if (
-            latestSpec.id === specID &&
+            approvableCancelledJobSpecs.includes(specID) &&
             proposal.status !== 'DELETED' &&
             proposal.status !== 'REVOKED'
           ) {
@@ -201,7 +225,12 @@ export const SpecsView = withStyles(styles)(
               <Button
                 variant="contained"
                 color="primary"
-                onClick={() => openConfirmationDialog('approve', specID)}
+                onClick={() =>
+                  openConfirmationDialog(
+                    specID === latestSpec.id ? 'approve' : 'approvePrevious',
+                    specID,
+                  )
+                }
               >
                 Approve
               </Button>
@@ -217,7 +246,11 @@ export const SpecsView = withStyles(styles)(
     return (
       <div>
         {sortedSpecs.map((spec, idx) => (
-          <ExpansionPanel defaultExpanded={idx === 0} key={idx}>
+          <ExpansionPanel
+            defaultExpanded={idx === 0}
+            key={idx}
+            data-testid="expansion-panel"
+          >
             <ExpansionPanelSummary expandIcon={<ExpandMoreIcon />}>
               <Typography className={classes.versionText}>
                 Version {spec.version}
@@ -285,6 +318,7 @@ export const SpecsView = withStyles(styles)(
             if (confirmationDialog) {
               switch (confirmationDialog.action) {
                 case 'approve':
+                case 'approvePrevious':
                   onApprove(confirmationDialog.id)
 
                   break