diff --git a/packages/manager/.changeset/pr-11834-upcoming-features-1741795011556.md b/packages/manager/.changeset/pr-11834-upcoming-features-1741795011556.md
new file mode 100644
index 00000000000..992ca971826
--- /dev/null
+++ b/packages/manager/.changeset/pr-11834-upcoming-features-1741795011556.md
@@ -0,0 +1,5 @@
+---
+"@linode/manager": Upcoming Features
+---
+
+Add functionality to support the 'Assign New Roles' drawer for a single user in IAM ([#11834](https://github.com/linode/manager/pull/11834))
diff --git a/packages/manager/src/features/IAM/Shared/utilities.ts b/packages/manager/src/features/IAM/Shared/utilities.ts
index 62ad79a97b4..171e8eaeca0 100644
--- a/packages/manager/src/features/IAM/Shared/utilities.ts
+++ b/packages/manager/src/features/IAM/Shared/utilities.ts
@@ -429,3 +429,9 @@ export const updateUserRoles = ({
     }
   );
 };
+
+export interface AssignNewRoleFormValues {
+  roles: {
+    role: RolesType | null;
+  }[];
+}
diff --git a/packages/manager/src/features/IAM/Users/UserRoles/AssignNewRoleDrawer.tsx b/packages/manager/src/features/IAM/Users/UserRoles/AssignNewRoleDrawer.tsx
index 75d8db02052..3bc9e68864e 100644
--- a/packages/manager/src/features/IAM/Users/UserRoles/AssignNewRoleDrawer.tsx
+++ b/packages/manager/src/features/IAM/Users/UserRoles/AssignNewRoleDrawer.tsx
@@ -1,14 +1,18 @@
-import { Autocomplete, Drawer, Typography } from '@linode/ui';
+import { ActionsPanel, Drawer, Typography } from '@linode/ui';
+import { useTheme } from '@mui/material';
 import React from 'react';
+import { FormProvider, useFieldArray, useForm } from 'react-hook-form';
 
 import { Link } from 'src/components/Link';
+import { LinkButton } from 'src/components/LinkButton';
 import { NotFound } from 'src/components/NotFound';
+import { StyledLinkButtonBox } from 'src/components/SelectFirewallPanel/SelectFirewallPanel';
+import { AssignSingleRole } from 'src/features/IAM/Users/UserRoles/AssignSingleRole';
 import { useAccountPermissions } from 'src/queries/iam/iam';
 
-import { AssignedPermissionsPanel } from '../../Shared/AssignedPermissionsPanel/AssignedPermissionsPanel';
-import { getAllRoles, getRoleByName } from '../../Shared/utilities';
+import { getAllRoles } from '../../Shared/utilities';
 
-import type { RolesType } from '../../Shared/utilities';
+import type { AssignNewRoleFormValues } from '../../Shared/utilities';
 
 interface Props {
   onClose: () => void;
@@ -16,31 +20,44 @@ interface Props {
 }
 
 export const AssignNewRoleDrawer = ({ onClose, open }: Props) => {
-  const [
-    selectedOptions,
-    setSelectedOptions,
-  ] = React.useState<RolesType | null>(null);
+  const theme = useTheme();
 
-  const {
-    data: accountPermissions,
-    isLoading: accountPermissionsLoading,
-  } = useAccountPermissions();
+  const { data: accountPermissions } = useAccountPermissions();
+
+  const form = useForm<AssignNewRoleFormValues>({
+    defaultValues: {
+      roles: [{ role: null }],
+    },
+  });
+
+  const { control, handleSubmit, reset, watch } = form;
+  const { append, fields, remove } = useFieldArray({
+    control,
+    name: 'roles',
+  });
+
+  // to watch changes to this value since we're conditionally rendering "Add another role"
+  const roles = watch('roles');
 
   const allRoles = React.useMemo(() => {
     if (!accountPermissions) {
       return [];
     }
-
     return getAllRoles(accountPermissions);
   }, [accountPermissions]);
 
-  // Get the selected role based on the `selectedOptions`
-  const selectedRole = React.useMemo(() => {
-    if (!selectedOptions || !accountPermissions) {
-      return null;
-    }
-    return getRoleByName(accountPermissions, selectedOptions.value);
-  }, [selectedOptions, accountPermissions]);
+  const onSubmit = handleSubmit(async (values: AssignNewRoleFormValues) => {
+    // TODO - make this really do something apart from console logging - UIE-8590
+
+    // const selectedRoles = values.roles.map((r) => r.role).filter(Boolean);
+    handleClose();
+  });
+
+  const handleClose = () => {
+    reset();
+
+    onClose();
+  };
 
   // TODO - add a link 'Learn more" - UIE-8534
   return (
@@ -50,31 +67,49 @@ export const AssignNewRoleDrawer = ({ onClose, open }: Props) => {
       open={open}
       title="Assign New Roles"
     >
-      <Typography sx={{ marginBottom: 2.5 }}>
-        Select a role you want to assign to a user. Some roles require selecting
-        resources they should apply to. Configure the first role and continue
-        adding roles or save the assignment.
-        <Link to=""> Learn more about roles and permissions.</Link>
-      </Typography>
-
-      <Autocomplete
-        renderOption={(props, option) => (
-          <li {...props} key={option.label}>
-            {option.label}
-          </li>
-        )}
-        label="Assign New Roles"
-        loading={accountPermissionsLoading}
-        onChange={(_, value) => setSelectedOptions(value)}
-        options={allRoles}
-        placeholder="Select a Role"
-        textFieldProps={{ hideLabel: true, noMarginTop: true }}
-        value={selectedOptions}
-      />
-
-      {selectedRole && (
-        <AssignedPermissionsPanel key={selectedRole.name} role={selectedRole} />
-      )}
+      {' '}
+      <FormProvider {...form}>
+        <form onSubmit={onSubmit}>
+          <Typography sx={{ marginBottom: 2.5 }}>
+            Select a role you want to assign to a user. Some roles require
+            selecting resources they should apply to. Configure the first role
+            and continue adding roles or save the assignment.
+            <Link to=""> Learn more about roles and permissions.</Link>
+          </Typography>
+
+          {!!accountPermissions &&
+            fields.map((field, index) => (
+              <AssignSingleRole
+                index={index}
+                key={field.id}
+                onRemove={() => remove(index)}
+                options={allRoles}
+                permissions={accountPermissions}
+              />
+            ))}
+
+          {/* If all roles are filled, allow them to add another */}
+          {roles.length > 0 && roles.every((field) => field.role) && (
+            <StyledLinkButtonBox sx={{ marginTop: theme.tokens.spacing.S12 }}>
+              <LinkButton onClick={() => append({ role: null })}>
+                Add another role
+              </LinkButton>
+            </StyledLinkButtonBox>
+          )}
+          <ActionsPanel
+            primaryButtonProps={{
+              'data-testid': 'submit',
+              label: 'Assign',
+              type: 'submit',
+            }}
+            secondaryButtonProps={{
+              'data-testid': 'cancel',
+              label: 'Cancel',
+              onClick: handleClose,
+            }}
+          />
+        </form>
+      </FormProvider>
     </Drawer>
   );
 };
diff --git a/packages/manager/src/features/IAM/Users/UserRoles/AssignSingleRole.tsx b/packages/manager/src/features/IAM/Users/UserRoles/AssignSingleRole.tsx
new file mode 100644
index 00000000000..2b82c0e3882
--- /dev/null
+++ b/packages/manager/src/features/IAM/Users/UserRoles/AssignSingleRole.tsx
@@ -0,0 +1,83 @@
+import { Autocomplete, Button } from '@linode/ui';
+import Close from '@mui/icons-material/Close';
+import { Divider, useTheme } from '@mui/material';
+import Box from '@mui/material/Box';
+import React from 'react';
+import { Controller, useFormContext } from 'react-hook-form';
+
+import { AssignedPermissionsPanel } from 'src/features/IAM/Shared/AssignedPermissionsPanel/AssignedPermissionsPanel';
+import { getRoleByName } from 'src/features/IAM/Shared/utilities';
+
+import type { IamAccountPermissions } from '@linode/api-v4';
+import type {
+  AssignNewRoleFormValues,
+  RolesType,
+} from 'src/features/IAM/Shared/utilities';
+
+interface Props {
+  index: number;
+  onRemove: (idx: number) => void;
+  options: RolesType[];
+  permissions: IamAccountPermissions;
+}
+
+export const AssignSingleRole = ({
+  index,
+  onRemove,
+  options,
+  permissions,
+}: Props) => {
+  const theme = useTheme();
+
+  const { control } = useFormContext<AssignNewRoleFormValues>();
+
+  return (
+    <Box display="flex">
+      <Box display="flex" flexDirection="column" sx={{ flex: '5 1 auto' }}>
+        {index !== 0 && (
+          <Divider
+            sx={{
+              marginBottom: theme.tokens.spacing.S12,
+            }}
+          />
+        )}
+
+        <Controller
+          render={({ field: { onChange, value } }) => (
+            <>
+              <Autocomplete
+                onChange={(event, newValue) => {
+                  onChange(newValue);
+                }}
+                label="Assign New Roles"
+                options={options}
+                placeholder="Select a Role"
+                textFieldProps={{ hideLabel: true }}
+                value={value || null}
+              />
+              {value && (
+                <AssignedPermissionsPanel
+                  role={getRoleByName(permissions, value.value)!}
+                />
+              )}
+            </>
+          )}
+          control={control}
+          name={`roles.${index}.role`}
+        />
+      </Box>
+      <Box
+        sx={{
+          flex: '0 1 auto',
+          marginTop:
+            index === 0 ? -theme.tokens.spacing.S4 : theme.tokens.spacing.S16,
+          verticalAlign: 'top',
+        }}
+      >
+        <Button disabled={index === 0} onClick={() => onRemove(index)}>
+          <Close />
+        </Button>
+      </Box>
+    </Box>
+  );
+};