diff --git a/script/seed_sample.py b/script/seed_sample.py
index 8fced973..7bc9cb9d 100644
--- a/script/seed_sample.py
+++ b/script/seed_sample.py
@@ -4,6 +4,7 @@ import sys
 from datetime import timedelta, date, timedelta
 import random
 from faker import Faker
+from werkzeug.datastructures import FileStorage
 
 parent_dir = os.path.abspath(os.path.join(os.path.dirname(__file__), ".."))
 sys.path.append(parent_dir)
@@ -164,18 +165,32 @@ def add_task_orders_to_portfolio(portfolio):
     today = date.today()
     future = today + timedelta(days=100)
     yesterday = today - timedelta(days=1)
+    five_days = timedelta(days=5)
 
-    draft_to = TaskOrderFactory.build(portfolio=portfolio, pdf=None)
-    unsigned_to = TaskOrderFactory.build(portfolio=portfolio)
-    upcoming_to = TaskOrderFactory.build(portfolio=portfolio, signed_at=yesterday)
-    expired_to = TaskOrderFactory.build(portfolio=portfolio, signed_at=yesterday)
-    active_to = TaskOrderFactory.build(portfolio=portfolio, signed_at=yesterday)
+    with open("tests/fixtures/sample.pdf", "rb") as fp:
+        pdf = FileStorage(fp, content_type="application/pdf")
+
+        draft_to = TaskOrderFactory.build(portfolio=portfolio, pdf=None)
+        unsigned_to = TaskOrderFactory.build(portfolio=portfolio, pdf=pdf)
+        upcoming_to = TaskOrderFactory.build(
+            portfolio=portfolio, signed_at=yesterday, pdf=pdf
+        )
+        expired_to = TaskOrderFactory.build(
+            portfolio=portfolio, signed_at=yesterday, pdf=pdf
+        )
+        active_to = TaskOrderFactory.build(
+            portfolio=portfolio, signed_at=yesterday, pdf=pdf
+        )
 
     clins = [
-        CLINFactory.build(task_order=unsigned_to, start_date=today, end_date=today),
-        CLINFactory.build(task_order=upcoming_to, start_date=future, end_date=future),
         CLINFactory.build(
-            task_order=expired_to, start_date=yesterday, end_date=yesterday
+            task_order=unsigned_to, start_date=(today - five_days), end_date=today
+        ),
+        CLINFactory.build(
+            task_order=upcoming_to, start_date=future, end_date=(today + five_days)
+        ),
+        CLINFactory.build(
+            task_order=expired_to, start_date=(today - five_days), end_date=yesterday
         ),
         CLINFactory.build(task_order=active_to, start_date=yesterday, end_date=future),
     ]
diff --git a/tests/factories.py b/tests/factories.py
index 3bbee856..3a607c7d 100644
--- a/tests/factories.py
+++ b/tests/factories.py
@@ -30,7 +30,7 @@ def random_phone_number():
 
 
 def random_task_order_number():
-    return "-".join([str(random.randint(100, 999)) for _ in range(4)])
+    return "".join(random.choices(string.digits, k=10))
 
 
 def random_past_date(year_min=1, year_max=5):
@@ -261,7 +261,7 @@ class AttachmentFactory(Base):
     class Meta:
         model = Attachment
 
-    filename = factory.Faker("domain_word")
+    filename = factory.Faker("file_name", extension="pdf")
     object_name = factory.LazyFunction(lambda *args: uuid4().hex)
 
 
@@ -293,8 +293,10 @@ class CLINFactory(Base):
     number = factory.LazyFunction(random_task_order_number)
     start_date = datetime.date.today()
     end_date = factory.LazyFunction(random_future_date)
-    obligated_amount = random.randint(100, 999999)
-    jedi_clin_type = random.choice(list(clin.JEDICLINType))
+    obligated_amount = factory.LazyFunction(lambda *args: random.randint(100, 999999))
+    jedi_clin_type = factory.LazyFunction(
+        lambda *args: random.choice(list(clin.JEDICLINType))
+    )
 
 
 class NotificationRecipientFactory(Base):