diff --git a/.gitea/workflows/tag_release.yaml b/.gitea/workflows/tag_release.yaml
index e543c6f..f033b53 100644
--- a/.gitea/workflows/tag_release.yaml
+++ b/.gitea/workflows/tag_release.yaml
@@ -25,7 +25,7 @@ jobs:
         run: |
           echo "Creating version"
 
-          VERSION="0.0.4"
+          VERSION="0.0.5"
           PROJECT_COMMIT_HASH=$(git rev-parse HEAD | cut -c 1-10)
           BRANCH_REF="${{ gitea.ref }}"
           BRANCH_NAME=$(echo "$BRANCH_REF" | cut -d '/' -f 3)
diff --git a/go.mod b/go.mod
index 76b7b39..f7b283d 100644
--- a/go.mod
+++ b/go.mod
@@ -4,7 +4,7 @@ go 1.25.4
 
 require (
 	git.kundeng.us/phoenix/textsender-models v0.0.10
-	github.com/twilio/twilio-go v1.28.6
+	github.com/twilio/twilio-go v1.28.7
 )
 
 require (
diff --git a/go.sum b/go.sum
index bed12c6..3fbaf2d 100644
--- a/go.sum
+++ b/go.sum
@@ -25,8 +25,8 @@ github.com/pmezard/go-difflib v1.0.0/go.mod h1:iKH77koFhYxTK1pcRnkKkqfTogsbg7gZN
 github.com/stretchr/objx v0.1.0/go.mod h1:HFkY916IF+rwdDfMAkV7OtwuqBVzrE8GR6GFx+wExME=
 github.com/stretchr/testify v1.7.0 h1:nwc3DEeHmmLAfoZucVR881uASk0Mfjw8xYJ99tb5CcY=
 github.com/stretchr/testify v1.7.0/go.mod h1:6Fq8oRcR53rry900zMqJjRRixrwX3KX962/h/Wwjteg=
-github.com/twilio/twilio-go v1.28.6 h1:L/pikXkARmPOzF/gUMeZPP/Lu5mY/wA4XC7sRzS86W4=
-github.com/twilio/twilio-go v1.28.6/go.mod h1:FpgNWMoD8CFnmukpKq9RNpUSGXC0BwnbeKZj2YHlIkw=
+github.com/twilio/twilio-go v1.28.7 h1:WzzQDR/rqmNkVs1TwtcHFPYGTdSdPnx/eAZf5UIXzr4=
+github.com/twilio/twilio-go v1.28.7/go.mod h1:FpgNWMoD8CFnmukpKq9RNpUSGXC0BwnbeKZj2YHlIkw=
 github.com/yuin/goldmark v1.3.5/go.mod h1:mwnBkeHKe2W/ZEtQ+71ViKU8L12m81fl3OWwC1Zlc8k=
 golang.org/x/crypto v0.0.0-20190308221718-c2843e01d9a2/go.mod h1:djNgcEr1/C05ACkg1iLfiJU5Ep61QUkGW8qpdssI0+w=
 golang.org/x/crypto v0.0.0-20191011191535-87dc89f01550/go.mod h1:yigFU9vqHzYiE8UmvKecakEJjdnWj3jj499lnFckfCI=
diff --git a/swoop/send/sender.go b/swoop/send/sender.go
index a809a67..fba7803 100644
--- a/swoop/send/sender.go
+++ b/swoop/send/sender.go
@@ -14,6 +14,8 @@ import (
 	"git.kundeng.us/phoenix/swoosh/swoop/types"
 )
 
+const Schedule_Type = "fixed"
+
 type MessageSender struct {
 	Config *config.TwiloConfig
 }
@@ -33,10 +35,9 @@ func (m *MessageSender) Send(msg message.Message, number contact.Contact, sendTi
 	params.SetFrom(m.Config.Number)
 	params.SetMessagingServiceSid(m.Config.ServiceSID)
 	params.SetBody(msg.Content)
-	if sendTime != nil {
-		if sendTime.After(now) {
-			params.SetSendAt(*sendTime)
-		}
+	if sendTime != nil && isSchedulable(&now, sendTime) {
+		params.SetSendAt(*sendTime)
+		params.SetScheduleType(Schedule_Type)
 	}
 
 	if resp, err := client.Api.CreateMessage(params); err != nil {
@@ -49,3 +50,13 @@ func (m *MessageSender) Send(msg message.Message, number contact.Contact, sendTi
 		}
 	}
 }
+
+func isSchedulable(now *time.Time, scheduled *time.Time) bool {
+	early := now.Add(300 * time.Second)
+
+	if scheduled.After(early) {
+		return true
+	} else {
+		return false
+	}
+}