diff --git a/web-ui/src/components/member_selector/member_selector_dialog/MemberSelectorDialog.css b/web-ui/src/components/member_selector/member_selector_dialog/MemberSelectorDialog.css
index 464874ec46..d7f8f4b6f6 100644
--- a/web-ui/src/components/member_selector/member_selector_dialog/MemberSelectorDialog.css
+++ b/web-ui/src/components/member_selector/member_selector_dialog/MemberSelectorDialog.css
@@ -1,3 +1,7 @@
+.member-selector-dialog .custom-tenure-picker {
+  width: 8rem;
+}
+
 .member-selector-dialog .toolbar-title-container {
   display: flex;
   flex-direction: row;
@@ -30,15 +34,15 @@
 }
 
 .member-selector-dialog .name-search-field {
-  width: 350px;
-  margin-right: 3rem;
+  width: 300px;
 }
 
 .member-selector-dialog .filter-input-container {
   display: flex;
   flex-direction: row;
-  gap: 0.5rem;
+  gap: 1rem;
   flex-wrap: wrap;
+  width: 100%;
 }
 
 .member-selector-dialog .direct-reports-only-checkbox {
diff --git a/web-ui/src/components/member_selector/member_selector_dialog/MemberSelectorDialog.jsx b/web-ui/src/components/member_selector/member_selector_dialog/MemberSelectorDialog.jsx
index eaf0b7452a..6c49459abc 100644
--- a/web-ui/src/components/member_selector/member_selector_dialog/MemberSelectorDialog.jsx
+++ b/web-ui/src/components/member_selector/member_selector_dialog/MemberSelectorDialog.jsx
@@ -1,14 +1,20 @@
+import { differenceInMonths } from 'date-fns';
 import React, { useCallback, useContext, useEffect, useState } from 'react';
 import PropTypes from 'prop-types';
 import {
   AppBar,
+  Autocomplete,
   Avatar,
   Button,
   Checkbox,
   Dialog,
   DialogContent,
+  Divider,
+  FormControl,
+  FormControlLabel,
   FormGroup,
   IconButton,
+  InputAdornment,
   InputLabel,
   List,
   ListItem,
@@ -17,16 +23,15 @@ import {
   ListItemText,
   MenuItem,
   Select,
+  Slide,
   TextField,
   Toolbar,
   Typography
 } from '@mui/material';
-import Slide from '@mui/material/Slide';
 import CloseIcon from '@mui/icons-material/Close';
-import InputAdornment from '@mui/material/InputAdornment';
 import SearchIcon from '@mui/icons-material/Search';
-import Autocomplete from '@mui/material/Autocomplete';
-import FormControl from '@mui/material/FormControl';
+import { DatePicker } from '@mui/x-date-pickers';
+
 import { getAvatarURL } from '../../../api/api';
 import { AppContext } from '../../../context/AppContext';
 import {
@@ -47,8 +52,6 @@ import { getMembersByGuild } from '../../../api/guild';
 import { getSkillMembers } from '../../../api/memberskill';
 
 import './MemberSelectorDialog.css';
-import FormControlLabel from '@mui/material/FormControlLabel';
-import Divider from '@mui/material/Divider';
 
 const DialogTransition = React.forwardRef((props, ref) => (
   <Slide direction="up" ref={ref} {...props} />
@@ -64,9 +67,29 @@ export const FilterType = Object.freeze({
   MANAGER: 'Manager'
 });
 
+export const Tenures = Object.freeze({
+  All: 'All',
+  Months6: '6 Months',
+  Years1: '1 Year',
+  Years5: '5 Years',
+  Years10: '10 Years',
+  Years20: '20 Years',
+  Custom: 'Custom'
+});
+
+const tenureToMonths = {
+  [Tenures.Months6]: 6,
+  [Tenures.Years1]: 12,
+  [Tenures.Years5]: 60,
+  [Tenures.Years10]: 120,
+  [Tenures.Years20]: 240,
+  [Tenures.Custom]: 0
+};
+
 const propTypes = {
   initialFilters: PropTypes.arrayOf(
     PropTypes.shape({
+      tenure: PropTypes.oneOf(Object.values(Tenures)),
       type: PropTypes.oneOf(Object.values(FilterType)),
       value: PropTypes.oneOfType([
         PropTypes.string,
@@ -108,8 +131,9 @@ const MemberSelectorDialog = ({
   const [filter, setFilter] = useState(null);
   const [filteredMembers, setFilteredMembers] = useState([]);
   const [directReportsOnly, setDirectReportsOnly] = useState(false);
-
   const [selectableMembers, setSelectableMembers] = useState([]);
+  const [tenure, setTenure] = useState(initialFilter?.tenure || Tenures.All);
+  const [customTenure, setCustomTenure] = useState(new Date());
 
   const handleSubmit = useCallback(() => {
     const membersToAdd = members.filter(member => checked.has(member.id));
@@ -230,6 +254,22 @@ const MemberSelectorDialog = ({
         member => !selectedMembers.includes(member)
       );
 
+      // Exclude members that don't have the selected tenure.
+      if (tenure === Tenures.Custom) {
+        filteredMemberList = members.filter(member => {
+          const start = new Date(member.startDate);
+          return start <= customTenure;
+        });
+      } else if (tenure !== Tenures.All) {
+        const now = new Date();
+        const requiredMonths = tenureToMonths[tenure];
+        filteredMemberList = members.filter(member => {
+          const start = new Date(member.startDate);
+          const diffMonths = differenceInMonths(now, start);
+          return diffMonths >= requiredMonths;
+        });
+      }
+
       // If a filter is selected, use it to filter the list of selectable members
       if (filter) {
         switch (filterType) {
@@ -330,15 +370,17 @@ const MemberSelectorDialog = ({
       });
     }
   }, [
-    state,
     csrf,
-    members,
-    filterType,
+    customTenure,
+    directReportsOnly,
     filter,
+    filterType,
+    members,
+    open,
     selectedMembers,
     showError,
-    directReportsOnly,
-    open
+    state,
+    tenure
   ]);
 
   useEffect(() => {
@@ -438,13 +480,32 @@ const MemberSelectorDialog = ({
                 )
               }}
             />
+            <FormControl className="filter-type-select">
+              <InputLabel id="filter-type-label">Filter Type</InputLabel>
+              <Select
+                labelId="filter-type-label"
+                label="Filter Type"
+                value={filterType}
+                onChange={event => {
+                  setFilter(null);
+                  setFilterType(event.target.value);
+                }}
+                disabled={!!initialFilter}
+              >
+                {Object.values(FilterType).map(name => (
+                  <MenuItem key={name} value={name}>
+                    {name}
+                  </MenuItem>
+                ))}
+              </Select>
+            </FormControl>
             <Autocomplete
               className="filter-input"
               renderInput={params => (
                 <TextField
                   {...params}
                   variant="outlined"
-                  label="Filter Members"
+                  label="Filter Value"
                   placeholder={`Search for ${filterType.toLowerCase()}`}
                 />
               )}
@@ -458,53 +519,71 @@ const MemberSelectorDialog = ({
               value={filter}
               onChange={(_, value) => setFilter(value)}
             />
+          </div>
+          <Checkbox
+            className="toggle-selectable-members-checkbox"
+            onChange={event => handleToggleAll(event.target.checked)}
+            checked={
+              selectableMembers.length > 0 &&
+              visibleChecked().length === selectableMembers.length
+            }
+            indeterminate={
+              visibleChecked().length > 0 &&
+              visibleChecked().length !== selectableMembers.length
+            }
+            disabled={selectableMembers.length === 0}
+          />
+        </FormGroup>
+        <FormGroup className="dialog-form-group">
+          <div className="filter-input-container">
+            {filterType === FilterType.MANAGER && (
+              <FormControlLabel
+                className="direct-reports-only-checkbox"
+                control={
+                  <Checkbox
+                    checked={directReportsOnly}
+                    onChange={event =>
+                      setDirectReportsOnly(event.target.checked)
+                    }
+                  />
+                }
+                label="Direct reports only"
+              />
+            )}
             <FormControl className="filter-type-select">
-              <InputLabel id="member-filter-label">Filter by</InputLabel>
+              <InputLabel id="member-filter-label">Required Tenure</InputLabel>
               <Select
                 labelId="member-filter-label"
-                label="Filter by"
-                value={filterType}
+                label="Required Tenure"
+                value={tenure}
                 onChange={event => {
-                  setFilter(null);
-                  setFilterType(event.target.value);
+                  const tenure = event.target.value;
+                  setTenure(tenure);
                 }}
                 disabled={!!initialFilter}
               >
-                {Object.values(FilterType).map(name => (
+                {Object.values(Tenures).map(name => (
                   <MenuItem key={name} value={name}>
                     {name}
                   </MenuItem>
                 ))}
               </Select>
             </FormControl>
-            {filterType === FilterType.MANAGER && (
-              <FormControlLabel
-                className="direct-reports-only-checkbox"
-                control={
-                  <Checkbox
-                    checked={directReportsOnly}
-                    onChange={event =>
-                      setDirectReportsOnly(event.target.checked)
-                    }
-                  />
-                }
-                label="Direct reports only"
+            {tenure === Tenures.Custom && (
+              <DatePicker
+                className="custom-tenure-picker"
+                slotProps={{ textField: { className: 'halfWidth' } }}
+                label="Custom Tenure Start"
+                format="MM/dd/yyyy"
+                value={customTenure}
+                openTo="year"
+                onChange={setCustomTenure}
+                KeyboardButtonProps={{
+                  'aria-label': 'Change Date'
+                }}
               />
             )}
           </div>
-          <Checkbox
-            className="toggle-selectable-members-checkbox"
-            onChange={event => handleToggleAll(event.target.checked)}
-            checked={
-              selectableMembers.length > 0 &&
-              visibleChecked().length === selectableMembers.length
-            }
-            indeterminate={
-              visibleChecked().length > 0 &&
-              visibleChecked().length !== selectableMembers.length
-            }
-            disabled={selectableMembers.length === 0}
-          />
         </FormGroup>
         <Divider />
         <List dense role="list" sx={{ height: '85%', overflowY: 'scroll' }}>
diff --git a/web-ui/src/components/member_selector/member_selector_dialog/MemberSelectorDialog.spec.jsx b/web-ui/src/components/member_selector/member_selector_dialog/MemberSelectorDialog.spec.jsx
index 7a6f2d1621..5e5f8cc157 100644
--- a/web-ui/src/components/member_selector/member_selector_dialog/MemberSelectorDialog.spec.jsx
+++ b/web-ui/src/components/member_selector/member_selector_dialog/MemberSelectorDialog.spec.jsx
@@ -122,10 +122,10 @@ describe('MemberSelectorDialog', () => {
     expect(memberList).toHaveLength(initialState.memberProfiles.length);
 
     const filterField = await screen.findByRole('combobox', {
-      name: /filter members/i
+      name: /filter value/i
     });
     let filterTypeField = await screen.findByRole('combobox', {
-      name: /filter by/i
+      name: /filter type/i
     });
     expect(filterField.innerHTML).toBe('');
     expect(filterTypeField.innerHTML).toBe('Team');
@@ -155,10 +155,10 @@ describe('MemberSelectorDialog', () => {
     expect(memberList).toHaveLength(initialState.memberProfiles.length);
 
     const filterField = await screen.findByRole('combobox', {
-      name: /filter members/i
+      name: /filter value/i
     });
     let filterTypeField = await screen.findByRole('combobox', {
-      name: /filter by/i
+      name: /filter type/i
     });
     expect(filterField.innerHTML).toBe('');
     expect(filterTypeField.innerHTML).toBe('Team');
diff --git a/web-ui/src/components/member_selector/member_selector_dialog/__snapshots__/MemberSelectorDialog.test.jsx.snap b/web-ui/src/components/member_selector/member_selector_dialog/__snapshots__/MemberSelectorDialog.test.jsx.snap
index c34574635c..560c0170df 100644
--- a/web-ui/src/components/member_selector/member_selector_dialog/__snapshots__/MemberSelectorDialog.test.jsx.snap
+++ b/web-ui/src/components/member_selector/member_selector_dialog/__snapshots__/MemberSelectorDialog.test.jsx.snap
@@ -145,6 +145,62 @@ exports[`MemberSelectorDialog > renders correctly 1`] = `
                   </fieldset>
                 </div>
               </div>
+              <div
+                class="MuiFormControl-root filter-type-select css-1nrlq1o-MuiFormControl-root"
+              >
+                <label
+                  class="MuiFormLabel-root MuiInputLabel-root MuiInputLabel-formControl MuiInputLabel-animated MuiInputLabel-shrink MuiInputLabel-sizeMedium MuiInputLabel-outlined MuiFormLabel-colorPrimary MuiFormLabel-filled MuiInputLabel-root MuiInputLabel-formControl MuiInputLabel-animated MuiInputLabel-shrink MuiInputLabel-sizeMedium MuiInputLabel-outlined css-1jy569b-MuiFormLabel-root-MuiInputLabel-root"
+                  data-shrink="true"
+                  id="filter-type-label"
+                >
+                  Filter Type
+                </label>
+                <div
+                  class="MuiInputBase-root MuiOutlinedInput-root MuiInputBase-colorPrimary MuiInputBase-formControl  css-1yk1gt9-MuiInputBase-root-MuiOutlinedInput-root-MuiSelect-root"
+                >
+                  <div
+                    aria-controls=":r2:"
+                    aria-expanded="false"
+                    aria-haspopup="listbox"
+                    aria-labelledby="filter-type-label"
+                    class="MuiSelect-select MuiSelect-outlined MuiInputBase-input MuiOutlinedInput-input css-11u53oe-MuiSelect-select-MuiInputBase-input-MuiOutlinedInput-input"
+                    role="combobox"
+                    tabindex="0"
+                  >
+                    Team
+                  </div>
+                  <input
+                    aria-hidden="true"
+                    aria-invalid="false"
+                    class="MuiSelect-nativeInput css-yf8vq0-MuiSelect-nativeInput"
+                    tabindex="-1"
+                    value="Team"
+                  />
+                  <svg
+                    aria-hidden="true"
+                    class="MuiSvgIcon-root MuiSvgIcon-fontSizeMedium MuiSelect-icon MuiSelect-iconOutlined css-hfutr2-MuiSvgIcon-root-MuiSelect-icon"
+                    data-testid="ArrowDropDownIcon"
+                    focusable="false"
+                    viewBox="0 0 24 24"
+                  >
+                    <path
+                      d="M7 10l5 5 5-5z"
+                    />
+                  </svg>
+                  <fieldset
+                    aria-hidden="true"
+                    class="MuiOutlinedInput-notchedOutline css-1d3z3hw-MuiOutlinedInput-notchedOutline"
+                  >
+                    <legend
+                      class="css-14lo706"
+                    >
+                      <span>
+                        Filter Type
+                      </span>
+                    </legend>
+                  </fieldset>
+                </div>
+              </div>
               <div
                 class="MuiAutocomplete-root MuiAutocomplete-hasPopupIcon filter-input css-clttge-MuiAutocomplete-root"
               >
@@ -154,10 +210,10 @@ exports[`MemberSelectorDialog > renders correctly 1`] = `
                   <label
                     class="MuiFormLabel-root MuiInputLabel-root MuiInputLabel-formControl MuiInputLabel-animated MuiInputLabel-sizeMedium MuiInputLabel-outlined MuiFormLabel-colorPrimary MuiInputLabel-root MuiInputLabel-formControl MuiInputLabel-animated MuiInputLabel-sizeMedium MuiInputLabel-outlined css-14s5rfu-MuiFormLabel-root-MuiInputLabel-root"
                     data-shrink="false"
-                    for=":r2:"
-                    id=":r2:-label"
+                    for=":r3:"
+                    id=":r3:-label"
                   >
-                    Filter Members
+                    Filter Value
                   </label>
                   <div
                     class="MuiInputBase-root MuiOutlinedInput-root MuiInputBase-colorPrimary MuiInputBase-fullWidth MuiInputBase-formControl MuiInputBase-adornedEnd MuiAutocomplete-inputRoot css-154xyx0-MuiInputBase-root-MuiOutlinedInput-root"
@@ -169,7 +225,7 @@ exports[`MemberSelectorDialog > renders correctly 1`] = `
                       autocapitalize="none"
                       autocomplete="off"
                       class="MuiInputBase-input MuiOutlinedInput-input MuiInputBase-inputAdornedEnd MuiAutocomplete-input MuiAutocomplete-inputFocused css-nxo287-MuiInputBase-input-MuiOutlinedInput-input"
-                      id=":r2:"
+                      id=":r3:"
                       placeholder="Search for team"
                       role="combobox"
                       spellcheck="false"
@@ -210,13 +266,44 @@ exports[`MemberSelectorDialog > renders correctly 1`] = `
                         class="css-yjsfm1"
                       >
                         <span>
-                          Filter Members
+                          Filter Value
                         </span>
                       </legend>
                     </fieldset>
                   </div>
                 </div>
               </div>
+            </div>
+            <span
+              aria-disabled="true"
+              class="MuiButtonBase-root MuiCheckbox-root MuiCheckbox-colorPrimary MuiCheckbox-sizeMedium Mui-disabled PrivateSwitchBase-root MuiCheckbox-root MuiCheckbox-colorPrimary MuiCheckbox-sizeMedium Mui-disabled MuiCheckbox-root MuiCheckbox-colorPrimary MuiCheckbox-sizeMedium toggle-selectable-members-checkbox css-12wnr2w-MuiButtonBase-root-MuiCheckbox-root"
+              tabindex="-1"
+            >
+              <input
+                class="PrivateSwitchBase-input css-1m9pwf3"
+                data-indeterminate="false"
+                disabled=""
+                type="checkbox"
+              />
+              <svg
+                aria-hidden="true"
+                class="MuiSvgIcon-root MuiSvgIcon-fontSizeMedium css-i4bv87-MuiSvgIcon-root"
+                data-testid="CheckBoxOutlineBlankIcon"
+                focusable="false"
+                viewBox="0 0 24 24"
+              >
+                <path
+                  d="M19 5v14H5V5h14m0-2H5c-1.1 0-2 .9-2 2v14c0 1.1.9 2 2 2h14c1.1 0 2-.9 2-2V5c0-1.1-.9-2-2-2z"
+                />
+              </svg>
+            </span>
+          </div>
+          <div
+            class="MuiFormGroup-root dialog-form-group css-dmmspl-MuiFormGroup-root"
+          >
+            <div
+              class="filter-input-container"
+            >
               <div
                 class="MuiFormControl-root filter-type-select css-1nrlq1o-MuiFormControl-root"
               >
@@ -225,13 +312,13 @@ exports[`MemberSelectorDialog > renders correctly 1`] = `
                   data-shrink="true"
                   id="member-filter-label"
                 >
-                  Filter by
+                  Required Tenure
                 </label>
                 <div
                   class="MuiInputBase-root MuiOutlinedInput-root MuiInputBase-colorPrimary MuiInputBase-formControl  css-1yk1gt9-MuiInputBase-root-MuiOutlinedInput-root-MuiSelect-root"
                 >
                   <div
-                    aria-controls=":r4:"
+                    aria-controls=":r5:"
                     aria-expanded="false"
                     aria-haspopup="listbox"
                     aria-labelledby="member-filter-label"
@@ -239,14 +326,14 @@ exports[`MemberSelectorDialog > renders correctly 1`] = `
                     role="combobox"
                     tabindex="0"
                   >
-                    Team
+                    All
                   </div>
                   <input
                     aria-hidden="true"
                     aria-invalid="false"
                     class="MuiSelect-nativeInput css-yf8vq0-MuiSelect-nativeInput"
                     tabindex="-1"
-                    value="Team"
+                    value="All"
                   />
                   <svg
                     aria-hidden="true"
@@ -267,36 +354,13 @@ exports[`MemberSelectorDialog > renders correctly 1`] = `
                       class="css-14lo706"
                     >
                       <span>
-                        Filter by
+                        Required Tenure
                       </span>
                     </legend>
                   </fieldset>
                 </div>
               </div>
             </div>
-            <span
-              aria-disabled="true"
-              class="MuiButtonBase-root MuiCheckbox-root MuiCheckbox-colorPrimary MuiCheckbox-sizeMedium Mui-disabled PrivateSwitchBase-root MuiCheckbox-root MuiCheckbox-colorPrimary MuiCheckbox-sizeMedium Mui-disabled MuiCheckbox-root MuiCheckbox-colorPrimary MuiCheckbox-sizeMedium toggle-selectable-members-checkbox css-12wnr2w-MuiButtonBase-root-MuiCheckbox-root"
-              tabindex="-1"
-            >
-              <input
-                class="PrivateSwitchBase-input css-1m9pwf3"
-                data-indeterminate="false"
-                disabled=""
-                type="checkbox"
-              />
-              <svg
-                aria-hidden="true"
-                class="MuiSvgIcon-root MuiSvgIcon-fontSizeMedium css-i4bv87-MuiSvgIcon-root"
-                data-testid="CheckBoxOutlineBlankIcon"
-                focusable="false"
-                viewBox="0 0 24 24"
-              >
-                <path
-                  d="M19 5v14H5V5h14m0-2H5c-1.1 0-2 .9-2 2v14c0 1.1.9 2 2 2h14c1.1 0 2-.9 2-2V5c0-1.1-.9-2-2-2z"
-                />
-              </svg>
-            </span>
           </div>
           <hr
             class="MuiDivider-root MuiDivider-fullWidth css-9mgopn-MuiDivider-root"