diff --git a/src/apps/onboarding/src/redux/actions/member.ts b/src/apps/onboarding/src/redux/actions/member.ts
index 836759f96..7b1f23b50 100644
--- a/src/apps/onboarding/src/redux/actions/member.ts
+++ b/src/apps/onboarding/src/redux/actions/member.ts
@@ -212,6 +212,7 @@ const createWorksPayloadData: any = (works: WorkInfo[]) => {
     const data: any = works.map(work => {
         const {
             companyName,
+            company,
             position,
             industry,
             otherIndustry,
@@ -222,10 +223,12 @@ const createWorksPayloadData: any = (works: WorkInfo[]) => {
             city,
             associatedSkills,
         }: any = work
+        const normalizedCompanyName: string = _.trim(companyName || company || '')
         return {
             associatedSkills: Array.isArray(associatedSkills) ? associatedSkills : undefined,
             cityName: city,
-            companyName: companyName || '',
+            company: normalizedCompanyName || undefined,
+            companyName: normalizedCompanyName,
             description: description || undefined,
             // eslint-disable-next-line unicorn/no-null
             endDate: endDate ? endDate.toISOString() : null,
diff --git a/src/apps/wallet-admin/src/home/tabs/payments/PaymentsTab.tsx b/src/apps/wallet-admin/src/home/tabs/payments/PaymentsTab.tsx
index 92f6b14f0..b679bc89f 100644
--- a/src/apps/wallet-admin/src/home/tabs/payments/PaymentsTab.tsx
+++ b/src/apps/wallet-admin/src/home/tabs/payments/PaymentsTab.tsx
@@ -4,7 +4,7 @@ import { toast } from 'react-toastify'
 import { AxiosError } from 'axios'
 import React, { FC, useCallback, useEffect } from 'react'
 
-import { Collapsible, ConfirmModal, LoadingCircles } from '~/libs/ui'
+import { Collapsible, ConfirmModal, InputText, LoadingCircles } from '~/libs/ui'
 import { UserProfile } from '~/libs/core'
 import { downloadBlob } from '~/libs/shared'
 
@@ -13,6 +13,7 @@ import { Winning, WinningDetail } from '../../../lib/models/WinningDetail'
 import { FilterBar, formatIOSDateString, PaymentView } from '../../../lib'
 import { ConfirmFlowData } from '../../../lib/models/ConfirmFlowData'
 import { PaginationInfo } from '../../../lib/models/PaginationInfo'
+import { Filter } from '../../../lib/components/filter-bar/FilterBar'
 import PaymentEditForm from '../../../lib/components/payment-edit/PaymentEdit'
 import PaymentsTable from '../../../lib/components/payments-table/PaymentTable'
 
@@ -69,6 +70,7 @@ const ListView: FC<ListViewProps> = (props: ListViewProps) => {
     const [isConfirmFormValid, setIsConfirmFormValid] = React.useState<boolean>(false)
     const [winnings, setWinnings] = React.useState<ReadonlyArray<Winning>>([])
     const [selectedPayments, setSelectedPayments] = React.useState<{ [paymentId: string]: Winning }>({})
+    const selectedPaymentsCount = Object.keys(selectedPayments).length
     const [isLoading, setIsLoading] = React.useState<boolean>(false)
     const [filters, setFilters] = React.useState<Record<string, string[]>>({})
     const [pagination, setPagination] = React.useState<PaginationInfo>({
@@ -290,6 +292,50 @@ const ListView: FC<ListViewProps> = (props: ListViewProps) => {
         || props.profile.roles.includes('Payment Editor')
     )
 
+    const isEngagementPaymentApprover = props.profile.roles.includes('Engagement Payment Approver')
+    const [bulkOpen, setBulkOpen] = React.useState(false)
+    const [bulkAuditNote, setBulkAuditNote] = React.useState('')
+
+    const onBulkApprove = useCallback(async (auditNote: string) => {
+        const ids = Object.keys(selectedPayments)
+        if (ids.length === 0) return
+
+        toast.success('Starting bulk approve', { position: toast.POSITION.BOTTOM_RIGHT })
+
+        let successfullyUpdated = 0
+        for (const id of ids) {
+            const updates: any = {
+                auditNote,
+                paymentStatus: 'OWED',
+                winningsId: id,
+            }
+
+            try {
+                // awaiting sequentially to preserve order and server load control
+                // errors for individual items are caught and reported
+                // eslint-disable-next-line no-await-in-loop
+                await editPayment(updates)
+                successfullyUpdated += 1
+            } catch (err:any) {
+                const paymentName = selectedPayments[id]?.handle || id
+                if (err?.message) {
+                    toast.error(`Failed to update payment ${paymentName} (${id}): ${err.message}`, { position: toast.POSITION.BOTTOM_RIGHT })
+                } else {
+                    toast.error(`Failed to update payment ${paymentName} (${id})`, { position: toast.POSITION.BOTTOM_RIGHT })
+                }
+            }
+        }
+
+        if (successfullyUpdated === ids.length) {
+            toast.success(`Successfully updated ${successfullyUpdated} winnings`, { position: toast.POSITION.BOTTOM_RIGHT })
+        }
+
+        setBulkAuditNote('')
+        setBulkOpen(false)
+        setSelectedPayments({})
+        await fetchWinnings()
+    }, [selectedPayments, fetchWinnings])
+
     return (
         <>
             <div className={styles.container}>
@@ -300,6 +346,8 @@ const ListView: FC<ListViewProps> = (props: ListViewProps) => {
                     <Collapsible header={<h3>Payment Listing</h3>}>
                         <FilterBar
                             showExportButton
+                            selectedCount={selectedPaymentsCount}
+                            onBulkClick={() => setBulkOpen(true)}
                             onExport={async () => {
                                 toast.success('Downloading payments report. This may take a few moments.', { position: toast.POSITION.BOTTOM_RIGHT })
                                 downloadBlob(
@@ -354,33 +402,35 @@ const ListView: FC<ListViewProps> = (props: ListViewProps) => {
                                     ],
                                     type: 'dropdown',
                                 },
-                                {
-                                    key: 'type',
-                                    label: 'Type',
-                                    options: [
-                                        {
-                                            label: 'Task Payment',
-                                            value: 'TASK_PAYMENT',
-                                        },
-                                        {
-                                            label: 'Contest Payment',
-                                            value: 'CONTEST_PAYMENT',
-                                        },
-                                        {
-                                            label: 'Copilot Payment',
-                                            value: 'COPILOT_PAYMENT',
-                                        },
-                                        {
-                                            label: 'Review Board Payment',
-                                            value: 'REVIEW_BOARD_PAYMENT',
-                                        },
-                                        {
-                                            label: 'Engagement Payment',
-                                            value: 'ENGAGEMENT_PAYMENT',
-                                        },
-                                    ],
-                                    type: 'dropdown',
-                                },
+                                ...(isEngagementPaymentApprover ? [] : [
+                                    {
+                                        key: 'category',
+                                        label: 'Type',
+                                        options: [
+                                            {
+                                                label: 'Task Payment',
+                                                value: 'TASK_PAYMENT',
+                                            },
+                                            {
+                                                label: 'Contest Payment',
+                                                value: 'CONTEST_PAYMENT',
+                                            },
+                                            {
+                                                label: 'Copilot Payment',
+                                                value: 'COPILOT_PAYMENT',
+                                            },
+                                            {
+                                                label: 'Review Board Payment',
+                                                value: 'REVIEW_BOARD_PAYMENT',
+                                            },
+                                            {
+                                                label: 'Engagement Payment',
+                                                value: 'ENGAGEMENT_PAYMENT',
+                                            },
+                                        ],
+                                        type: 'dropdown',
+                                    },
+                                ] as Filter[]),
                                 {
                                     key: 'date',
                                     label: 'Date',
@@ -449,11 +499,13 @@ const ListView: FC<ListViewProps> = (props: ListViewProps) => {
                         {isLoading && <LoadingCircles className={styles.centered} />}
                         {!isLoading && winnings.length > 0 && (
                             <PaymentsTable
+                                enableBulkEdit={isEngagementPaymentApprover}
                                 canEdit={isEditingAllowed()}
                                 currentPage={pagination.currentPage}
                                 numPages={pagination.totalPages}
                                 payments={winnings}
                                 selectedPayments={selectedPayments}
+                                onSelectionChange={selected => setSelectedPayments(selected)}
                                 onNextPageClick={async function onNextPageClicked() {
                                     if (pagination.currentPage === pagination.totalPages) {
                                         return
@@ -513,6 +565,44 @@ const ListView: FC<ListViewProps> = (props: ListViewProps) => {
                     </Collapsible>
                 </div>
             </div>
+            {bulkOpen && (
+                <ConfirmModal
+                    maxWidth='800px'
+                    size='lg'
+                    showButtons
+                    title={`${selectedPaymentsCount > 1 ? 'Bulk ' : ''}Approve Payment${selectedPaymentsCount > 1 ? 's' : ''}`}
+                    action='Approve'
+                    onClose={function onClose() {
+                        setBulkAuditNote('')
+                        setBulkOpen(false)
+                    }}
+                    onConfirm={function onConfirm() {
+                        onBulkApprove(bulkAuditNote)
+                    }}
+                    canSave={bulkAuditNote.trim().length > 0}
+                    open={bulkOpen}
+                >
+                    <div>
+                        <p>
+                            You are about to approve
+                            {' '}
+                            {selectedPaymentsCount}
+                            {' '}
+                            payment
+                            {selectedPaymentsCount > 1 ? 's' : ''}
+                            .
+                        </p>
+                        <br />
+                        <InputText
+                            type='text'
+                            label='Audit Note'
+                            name='bulkAuditNote'
+                            value={bulkAuditNote}
+                            onChange={(e: React.ChangeEvent<HTMLInputElement>) => setBulkAuditNote(e.target.value)}
+                        />
+                    </div>
+                </ConfirmModal>
+            )}
             {confirmFlow && (
                 <ConfirmModal
                     maxWidth='800px'
diff --git a/src/apps/wallet-admin/src/lib/components/filter-bar/FilterBar.tsx b/src/apps/wallet-admin/src/lib/components/filter-bar/FilterBar.tsx
index da5b4b023..1a0809fe1 100644
--- a/src/apps/wallet-admin/src/lib/components/filter-bar/FilterBar.tsx
+++ b/src/apps/wallet-admin/src/lib/components/filter-bar/FilterBar.tsx
@@ -14,7 +14,7 @@ type FilterOptions = {
     value: string;
 };
 
-type Filter = {
+export type Filter = {
     key: string;
     label: string;
     type: 'input' | 'dropdown' | 'member_autocomplete';
@@ -27,6 +27,8 @@ interface FilterBarProps {
     onFilterChange: (key: string, value: string[]) => void;
     onResetFilters?: () => void;
     onExport?: () => void;
+    selectedCount?: number;
+    onBulkClick?: () => void;
 }
 
 const FilterBar: React.FC<FilterBarProps> = (props: FilterBarProps) => {
@@ -120,6 +122,17 @@ const FilterBar: React.FC<FilterBarProps> = (props: FilterBarProps) => {
                     size='lg'
                 />
             )}
+            {!!props.selectedCount && props.selectedCount > 0 && (
+                <>
+                    <Button
+                        primary
+                        className={styles.bulkButton}
+                        label={`${props.selectedCount > 1 ? 'Bulk ' : ''}Approve (${props.selectedCount})`}
+                        size='lg'
+                        onClick={() => props.onBulkClick?.()}
+                    />
+                </>
+            )}
             <Button
                 primary
                 className={styles.resetButton}
diff --git a/src/apps/wallet-admin/src/lib/components/payments-table/PaymentTable.tsx b/src/apps/wallet-admin/src/lib/components/payments-table/PaymentTable.tsx
index 207fef3ba..7ed0831c9 100644
--- a/src/apps/wallet-admin/src/lib/components/payments-table/PaymentTable.tsx
+++ b/src/apps/wallet-admin/src/lib/components/payments-table/PaymentTable.tsx
@@ -10,8 +10,10 @@ import { Winning } from '../../models/WinningDetail'
 import styles from './PaymentTable.module.scss'
 
 interface PaymentTableProps {
+    enableBulkEdit?: boolean
     payments: ReadonlyArray<Winning>;
     selectedPayments?: { [paymentId: string]: Winning };
+    onSelectionChange?: (selected: { [paymentId: string]: Winning }) => void;
     currentPage: number;
     numPages: number;
     onPaymentEditClick: (payment: Winning) => void;
@@ -31,12 +33,61 @@ const PaymentsTable: React.FC<PaymentTableProps> = (props: PaymentTableProps) =>
         }
     }, [props.selectedPayments])
 
+    // Only rows with this status are selectable for bulk actions
+    const selectableStatus = 'On Hold (Admin)'
+
+    const onToggleRow = (payment: Winning, checked: boolean) => {
+        setSelectedPayments(prev => {
+            const next = { ...prev }
+            if (checked) {
+                next[payment.id] = payment
+            } else {
+                delete next[payment.id]
+            }
+
+            props.onSelectionChange?.(next)
+            return next
+        })
+    }
+
+    const visibleSelectablePayments = props.payments.filter(p => p.status === selectableStatus)
+    const allVisibleSelected = visibleSelectablePayments.length > 0 && visibleSelectablePayments.every(p => selectedPayments[p.id])
+    const someVisibleSelected = visibleSelectablePayments.some(p => selectedPayments[p.id]) && !allVisibleSelected
+
+    const onToggleSelectAll = (checked: boolean) => {
+        if (checked) {
+            const next: { [paymentId: string]: Winning } = {}
+            visibleSelectablePayments.forEach(p => { next[p.id] = p })
+            setSelectedPayments(next)
+            props.onSelectionChange?.(next)
+        } else {
+            // deselect all visible selectable rows
+            setSelectedPayments(prev => {
+                const next = { ...prev }
+                visibleSelectablePayments.forEach(p => { delete next[p.id] })
+                props.onSelectionChange?.(next)
+                return next
+            })
+        }
+    }
+
     return (
         <>
             <div className={styles.tableContainer}>
                 <table>
                     <thead>
                         <tr>
+                            {props.enableBulkEdit && (
+                                <th>
+                                    <input
+                                        type='checkbox'
+                                        aria-label='Select All'
+                                        checked={allVisibleSelected}
+                                        ref={el => { if (el) el.indeterminate = someVisibleSelected }}
+                                        onChange={e => onToggleSelectAll(e.target.checked)}
+                                    />
+                                </th>
+                            )}
                             <th className='body-ultra-small-bold'>HANDLE</th>
                             <th className={`body-ultra-small-bold ${styles.description}`}>DESCRIPTION</th>
                             <th className='body-ultra-small-bold'>CREATE DATE</th>
@@ -53,6 +104,17 @@ const PaymentsTable: React.FC<PaymentTableProps> = (props: PaymentTableProps) =>
                                 key={`${payment.id}`}
                                 className={selectedPayments[payment.id] ? 'selected' : ''}
                             >
+                                {props.enableBulkEdit && (
+                                    <td>
+                                        <input
+                                            type='checkbox'
+                                            aria-label={`Select ${payment.handle}`}
+                                            checked={!!selectedPayments[payment.id]}
+                                            disabled={payment.status !== selectableStatus}
+                                            onChange={e => onToggleRow(payment, e.target.checked)}
+                                        />
+                                    </td>
+                                )}
                                 <td className='body-small-bold'>{payment.handle}</td>
                                 <td className='body-small'>{payment.description}</td>
                                 <td className='body-small-bold'>{payment.createDate}</td>
diff --git a/src/apps/wallet-admin/src/lib/services/wallet.ts b/src/apps/wallet-admin/src/lib/services/wallet.ts
index 240fac0de..3aa32989c 100644
--- a/src/apps/wallet-admin/src/lib/services/wallet.ts
+++ b/src/apps/wallet-admin/src/lib/services/wallet.ts
@@ -88,6 +88,7 @@ export async function exportSearchResults(filters: Record<string, string[]>): Pr
         winnerIds?: string[], [key: string]: string | number | string[] | undefined
     } = {
         ...filteredFilters,
+        type: 'PAYMENT',
     }
 
     if (filters.winnerIds && filters.winnerIds.length > 0) {
diff --git a/src/libs/core/lib/profile/user-skill.model.ts b/src/libs/core/lib/profile/user-skill.model.ts
index 13d858820..80d77792c 100644
--- a/src/libs/core/lib/profile/user-skill.model.ts
+++ b/src/libs/core/lib/profile/user-skill.model.ts
@@ -55,7 +55,9 @@ export type UserSkillWithActivity = {
     activity: {
         certification?: UserSkillActivity
         course?: UserSkillActivity
-        challenge?: UserSkillActivity
+        challenge?: {
+            [key: string]: UserSkillActivity,
+        }
         engagement?: UserSkillActivity
     }
 } & UserSkill
diff --git a/src/libs/shared/lib/components/skill-pill/SkillPill.tsx b/src/libs/shared/lib/components/skill-pill/SkillPill.tsx
index 3a592cfab..ebb021343 100644
--- a/src/libs/shared/lib/components/skill-pill/SkillPill.tsx
+++ b/src/libs/shared/lib/components/skill-pill/SkillPill.tsx
@@ -62,33 +62,42 @@ const SkillPill: FC<SkillPillProps> = props => {
             return 'Loading...'
         }
 
+        if (!skillDetails.lastUsedDate && !skillDetails.activity) {
+            return ''
+        }
+
         return (
             <>
                 <div className={styles.tooltipRow}>
-                    <strong>Last used:</strong>
-                    <span>{format(new Date(skillDetails.lastUsedDate), 'MMM dd, yyyy HH:mm')}</span>
+                    <strong>Last activity:</strong>
+                    <span>{format(new Date(skillDetails.lastUsedDate), 'MMM dd, yyyy')}</span>
                 </div>
                 <ul className={styles.tooltipDetails}>
-                    {skillDetails.activity.challenge && (
-                        <li>
-                            <div className={styles.tooltipRow}>
-                                Challenges (
-                                {skillDetails.activity.challenge.count}
-                                ):
-                            </div>
-                            {skillDetails.activity.challenge.lastSources.map(s => (
-                                <a
-                                    key={s.id}
-                                    className={classNames(styles.tooltipRow, styles.padLeft)}
-                                    href={`${EnvironmentConfig.URLS.CHALLENGES_PAGE}/${s.id}`}
-                                    target='_blank'
-                                    rel='noopener noreferrer'
-                                >
-                                    {s.name}
-                                </a>
-                            ))}
-                        </li>
-                    )}
+                    {skillDetails.activity.challenge && Object.keys(skillDetails.activity.challenge)
+                        .map(role => (
+                            <li key={role}>
+                                <div className={styles.tooltipRow}>
+                                    Challenges -
+                                    {' '}
+                                    {role}
+                                    {' '}
+                                    (
+                                    {skillDetails.activity.challenge![role].count}
+                                    ):
+                                </div>
+                                {skillDetails.activity.challenge![role].lastSources.map(s => (
+                                    <a
+                                        key={s.id}
+                                        className={classNames(styles.tooltipRow, styles.padLeft)}
+                                        href={`${EnvironmentConfig.URLS.CHALLENGES_PAGE}/${s.id}`}
+                                        target='_blank'
+                                        rel='noopener noreferrer'
+                                    >
+                                        {s.name}
+                                    </a>
+                                ))}
+                            </li>
+                        ))}
                     {skillDetails.activity.course && (
                         <li>
                             <div className={styles.tooltipRow}>