diff --git a/corporate/migrations/0019_zulipsponsorshiprequest_expected_total_users_and_more.py b/corporate/migrations/0019_zulipsponsorshiprequest_expected_total_users_and_more.py
new file mode 100644
index 0000000000..c219cc105e
--- /dev/null
+++ b/corporate/migrations/0019_zulipsponsorshiprequest_expected_total_users_and_more.py
@@ -0,0 +1,27 @@
+# Generated by Django 4.2.6 on 2023-11-11 14:16
+
+from django.db import migrations, models
+
+
+class Migration(migrations.Migration):
+    dependencies = [
+        ("corporate", "0018_customer_cloud_xor_self_hosted"),
+    ]
+
+    operations = [
+        migrations.AddField(
+            model_name="zulipsponsorshiprequest",
+            name="expected_total_users",
+            field=models.TextField(default=""),
+        ),
+        migrations.AddField(
+            model_name="zulipsponsorshiprequest",
+            name="paid_users_count",
+            field=models.TextField(default=""),
+        ),
+        migrations.AddField(
+            model_name="zulipsponsorshiprequest",
+            name="paid_users_description",
+            field=models.TextField(default=""),
+        ),
+    ]
diff --git a/corporate/models.py b/corporate/models.py
index b89c5ded74..772b294597 100644
--- a/corporate/models.py
+++ b/corporate/models.py
@@ -360,3 +360,6 @@ class ZulipSponsorshipRequest(models.Model):
     org_website = models.URLField(max_length=MAX_ORG_URL_LENGTH, blank=True, null=True)
 
     org_description = models.TextField(default="")
+    expected_total_users = models.TextField(default="")
+    paid_users_count = models.TextField(default="")
+    paid_users_description = models.TextField(default="")
diff --git a/corporate/tests/test_stripe.py b/corporate/tests/test_stripe.py
index bc9e570888..9f64a061e7 100644
--- a/corporate/tests/test_stripe.py
+++ b/corporate/tests/test_stripe.py
@@ -2159,6 +2159,9 @@ class StripeTest(StripeTestCase):
             "organization-type": Realm.ORG_TYPES["opensource"]["id"],
             "website": "invalid-url",
             "description": "Infinispan is a distributed in-memory key/value data store with optional schema.",
+            "expected_total_users": "10 users",
+            "paid_users_count": "1 user",
+            "paid_users_description": "We have 1 paid user.",
         }
 
         response = self.client_post("/json/billing/sponsorship", data)
@@ -2172,6 +2175,9 @@ class StripeTest(StripeTestCase):
             "organization-type": Realm.ORG_TYPES["opensource"]["id"],
             "website": "",
             "description": "Infinispan is a distributed in-memory key/value data store with optional schema.",
+            "expected_total_users": "10 users",
+            "paid_users_count": "1 user",
+            "paid_users_description": "We have 1 paid user.",
         }
 
         response = self.client_post("/json/billing/sponsorship", data)
@@ -2223,6 +2229,9 @@ class StripeTest(StripeTestCase):
             "organization-type": Realm.ORG_TYPES["opensource"]["id"],
             "website": "https://infinispan.org/",
             "description": "Infinispan is a distributed in-memory key/value data store with optional schema.",
+            "expected_total_users": "10 users",
+            "paid_users_count": "1 user",
+            "paid_users_description": "We have 1 paid user.",
         }
         response = self.client_post("/json/billing/sponsorship", data)
         self.assert_json_success(response)
diff --git a/corporate/views/upgrade.py b/corporate/views/upgrade.py
index 2b1cefbdba..efc784170d 100644
--- a/corporate/views/upgrade.py
+++ b/corporate/views/upgrade.py
@@ -233,6 +233,9 @@ class SponsorshipRequestForm(forms.Form):
     website = forms.URLField(max_length=ZulipSponsorshipRequest.MAX_ORG_URL_LENGTH, required=False)
     organization_type = forms.IntegerField()
     description = forms.CharField(widget=forms.Textarea)
+    expected_total_users = forms.CharField(widget=forms.Textarea)
+    paid_users_count = forms.CharField(widget=forms.Textarea)
+    paid_users_description = forms.CharField(widget=forms.Textarea, required=False)
 
 
 @require_organization_member
@@ -243,6 +246,9 @@ def sponsorship(
     organization_type: str = REQ("organization-type"),
     website: str = REQ(),
     description: str = REQ(),
+    expected_total_users: str = REQ(),
+    paid_users_count: str = REQ(),
+    paid_users_description: str = REQ(),
 ) -> HttpResponse:
     realm = user.realm
     billing_session = RealmBillingSession(user)
@@ -266,6 +272,9 @@ def sponsorship(
                 org_website=form.cleaned_data["website"],
                 org_description=form.cleaned_data["description"],
                 org_type=form.cleaned_data["organization_type"],
+                expected_total_users=form.cleaned_data["expected_total_users"],
+                paid_users_count=form.cleaned_data["paid_users_count"],
+                paid_users_description=form.cleaned_data["paid_users_description"],
             )
             sponsorship_request.save()
 
@@ -287,6 +296,9 @@ def sponsorship(
             "organization_type": org_type_display_name,
             "website": website,
             "description": description,
+            "expected_total_users": expected_total_users,
+            "paid_users_count": paid_users_count,
+            "paid_users_description": paid_users_description,
         }
         send_email(
             "zerver/emails/sponsorship_request",
diff --git a/templates/corporate/sponsorship.html b/templates/corporate/sponsorship.html
index 4ed5396c44..17ef0be1be 100644
--- a/templates/corporate/sponsorship.html
+++ b/templates/corporate/sponsorship.html
@@ -66,17 +66,35 @@
                         </div>
                         <label for="organization-type" class="inline-block label-title">Organization type</label>
                     </div>
+                    <p id="sponsorship-discount-details"></p>
                     <div class="input-box sponsorship-form-field no-validation">
-                        <label for="org-website" class="inline-block label-title">Organization website</label>
-                        <input id="org-website" name="website" type="text" placeholder="Leave blank if this organization does not have a website."/>
+                        <label for="org-website" class="inline-block
+                          label-title">Organization website (if any)</label>
+                        <input id="org-website" name="website" type="text"/>
                         <div id="sponsorship-org-website-error" class="alert alert-danger sponsorship-field-error"></div>
                     </div>
                     <div class="input-box sponsorship-form-field">
-                        <label for="description" class="inline-block label-title">Describe this organization</label>
+                        <label for="description" class="inline-block
+                          label-title">Description of your organization</label>
                         <textarea id="description" name="description" cols="100" rows="5"></textarea>
                         <div id="sponsorship-description-error" class="alert alert-danger sponsorship-field-error"></div>
                     </div>
-                    <p id="sponsorship-discount-details"></p>
+                    <div class="input-box sponsorship-form-field">
+                        <label for="expected-total-users" class="inline-block label-title">Expected number of users (approximate range)</label>
+                        <input id="expected-total-users" name="expected_total_users" type="text" />
+                        <div id="sponsorship-expected-total-users-error" class="alert alert-danger sponsorship-field-error"></div>
+                    </div>
+                    <div class="input-box sponsorship-form-field no-validation">
+                        <label for="paid-users-count" class="inline-block label-title">How many paid staff does your organization have?</label>
+                        <input id="paid-users-count" name="paid_users_count" type="text"/>
+                        <div id="sponsorship-paid-users-count-error" class="alert alert-danger sponsorship-field-error"></div>
+                    </div>
+                    <div class="input-box sponsorship-form-field">
+                        <label for="paid-users-description" class="inline-block
+                          label-title">Description of paid staff (if any)</label>
+                        <textarea id="paid-users-description" name="paid_users_description" cols="100" rows="2"></textarea>
+                        <div id="sponsorship-paid-users-description-error" class="alert alert-danger sponsorship-field-error"></div>
+                    </div>
                     <!-- Disabled buttons do not fire any events, so we need a container div that isn't disabled for tippyjs to work -->
                     <div class="upgrade-button-container" {% if is_demo_organization %}data-tippy-content="Convert demo organization before upgrading."{% endif %}>
                         <button type="submit" id="sponsorship-button" class="stripe-button-el invoice-button" {% if is_demo_organization %}disabled{% endif %}>
diff --git a/web/src/billing/sponsorship.ts b/web/src/billing/sponsorship.ts
index a31fd09afa..6a569c5be5 100644
--- a/web/src/billing/sponsorship.ts
+++ b/web/src/billing/sponsorship.ts
@@ -14,6 +14,30 @@ function hide_submit_loading_indicator(): void {
     $("#sponsorship-button .sponsorship-button-text").show();
 }
 
+function validate_data(data: helpers.FormDataObject): boolean {
+    let found_error = false;
+    if (data.description.trim() === "") {
+        $("#sponsorship-description-error").text("Organization description cannot be blank.");
+        hide_submit_loading_indicator();
+        found_error = true;
+    }
+
+    if (data.paid_users_count.trim() === "") {
+        $("#sponsorship-paid-users-count-error").text("Number of paid staff cannot be blank.");
+        hide_submit_loading_indicator();
+        found_error = true;
+    }
+
+    if (data.expected_total_users.trim() === "") {
+        $("#sponsorship-expected-total-users-error").text(
+            "Expected number of users cannot be blank.",
+        );
+        hide_submit_loading_indicator();
+        found_error = true;
+    }
+    return !found_error;
+}
+
 function create_ajax_request(): void {
     show_submit_loading_indicator();
     const $form = $("#sponsorship-form");
@@ -25,10 +49,7 @@ function create_ajax_request(): void {
 
     // Clear any previous error messages.
     $(".sponsorship-field-error").text("");
-
-    if (data.description.trim() === "") {
-        $("#sponsorship-description-error").text("Organization description cannot be blank.");
-        hide_submit_loading_indicator();
+    if (!validate_data(data)) {
         return;
     }
 
@@ -62,7 +83,10 @@ export function initialize(): void {
     });
 
     function update_discount_details(): void {
-        const selected_org_type = $<HTMLSelectElement>("#organization-type").find(":selected").attr("data-string-value") ?? "";
+        const selected_org_type =
+            $<HTMLSelectElement>("#organization-type")
+                .find(":selected")
+                .attr("data-string-value") ?? "";
         helpers.update_discount_details(selected_org_type);
     }
 
diff --git a/web/styles/portico/billing.css b/web/styles/portico/billing.css
index a49f0b5ffc..cca641646c 100644
--- a/web/styles/portico/billing.css
+++ b/web/styles/portico/billing.css
@@ -372,7 +372,7 @@ input[name="licenses"] {
 #sponsorship-discount-details {
     font-weight: normal;
     margin: 2px;
-    padding-top: 25px;
+    padding-top: 0;
     text-align: left;
     overflow-wrap: break-word;
     width: 450px;