diff --git a/cmd/schedule-builder/cmd/markdown.go b/cmd/schedule-builder/cmd/markdown.go
index 115b96a3a12..d50ff8c1b85 100644
--- a/cmd/schedule-builder/cmd/markdown.go
+++ b/cmd/schedule-builder/cmd/markdown.go
@@ -37,7 +37,25 @@ var tpls embed.FS
 // runs with `--type=patch` to return the patch schedule
 func parsePatchSchedule(patchSchedule PatchSchedule) string {
 	output := []string{}
+
+	if len(patchSchedule.UpcomingReleases) > 0 {
+		output = append(output, "### Upcoming Monthly Releases\n")
+		tableString := &strings.Builder{}
+		table := tablewriter.NewWriter(tableString)
+		table.SetAutoWrapText(false)
+		table.SetHeader([]string{"Monthly Patch Release", "Cherry Pick Deadline", "Target Date"})
+		for _, upcoming := range patchSchedule.UpcomingReleases {
+			table.Append([]string{strings.TrimSpace(upcoming.Release), strings.TrimSpace(upcoming.CherryPickDeadline), strings.TrimSpace(upcoming.TargetDate)})
+		}
+		table.SetBorders(tablewriter.Border{Left: true, Top: false, Right: true, Bottom: false})
+		table.SetCenterSeparator("|")
+		table.Render()
+
+		output = append(output, tableString.String())
+	}
+
 	output = append(output, "### Timeline\n")
+
 	for _, releaseSchedule := range patchSchedule.Schedules {
 		output = append(output, fmt.Sprintf("### %s\n", releaseSchedule.Release),
 			fmt.Sprintf("Next patch release is **%s**\n", releaseSchedule.Next.Release),
@@ -207,6 +225,46 @@ func updatePatchSchedule(refTime time.Time, schedule PatchSchedule, filePath str
 		}
 	}
 
+	newUpcomingReleases := []*PatchRelease{}
+	latestDate := refTime
+	for _, upcomingRelease := range schedule.UpcomingReleases {
+		upcomingTargetDate, err := time.Parse(refDate, upcomingRelease.TargetDate)
+		if err != nil {
+			return fmt.Errorf("parse upcoming release target date: %w", err)
+		}
+
+		if refTime.After(upcomingTargetDate) {
+			logrus.Infof("Skipping outdated upcoming release for %s (%s)", upcomingRelease.Release, upcomingRelease.TargetDate)
+			continue
+		}
+
+		logrus.Infof("Using existing upcoming release for %s (%s)", upcomingRelease.Release, upcomingRelease.TargetDate)
+		newUpcomingReleases = append(newUpcomingReleases, upcomingRelease)
+		latestDate = upcomingTargetDate
+	}
+	for {
+		if len(newUpcomingReleases) >= 3 {
+			logrus.Infof("Got 3 new upcoming releases, not adding any more")
+			break
+		}
+
+		latestDate = latestDate.AddDate(0, 1, 0)
+		cherryPickDay := firstFriday(latestDate)
+		targetDateDay := secondTuesday(latestDate)
+		nextCherryPickDeadline := time.Date(latestDate.Year(), latestDate.Month(), cherryPickDay, 0, 0, 0, 0, time.UTC)
+		nextTargetDate := time.Date(latestDate.Year(), latestDate.Month(), targetDateDay, 0, 0, 0, 0, time.UTC)
+
+		releaseName := nextTargetDate.Format("January 2006")
+		logrus.Infof("Adding new upcoming release for %s", releaseName)
+
+		newUpcomingReleases = append(newUpcomingReleases, &PatchRelease{
+			Release:            releaseName,
+			CherryPickDeadline: nextCherryPickDeadline.Format(refDate),
+			TargetDate:         nextTargetDate.Format(refDate),
+		})
+	}
+	schedule.UpcomingReleases = newUpcomingReleases
+
 	yamlBytes, err := yaml.Marshal(schedule)
 	if err != nil {
 		return fmt.Errorf("marshal schedule YAML: %w", err)
diff --git a/cmd/schedule-builder/cmd/markdown_test.go b/cmd/schedule-builder/cmd/markdown_test.go
index 4de092253d7..bf30df6fd4b 100644
--- a/cmd/schedule-builder/cmd/markdown_test.go
+++ b/cmd/schedule-builder/cmd/markdown_test.go
@@ -27,7 +27,13 @@ import (
 	"sigs.k8s.io/yaml"
 )
 
-const expectedPatchSchedule = `### Timeline
+const expectedPatchSchedule = `### Upcoming Monthly Releases
+
+| MONTHLY PATCH RELEASE | CHERRY PICK DEADLINE | TARGET DATE |
+|-----------------------|----------------------|-------------|
+| June 2020             | 2020-06-12           | 2020-06-17  |
+
+### Timeline
 
 ### X.Y
 
@@ -158,6 +164,13 @@ func TestParsePatchSchedule(t *testing.T) {
 						},
 					},
 				},
+				UpcomingReleases: []*PatchRelease{
+					{
+						Release:            "June 2020",
+						CherryPickDeadline: "2020-06-12",
+						TargetDate:         "2020-06-17",
+					},
+				},
 			},
 		},
 		{
@@ -193,6 +206,13 @@ func TestParsePatchSchedule(t *testing.T) {
 						},
 					},
 				},
+				UpcomingReleases: []*PatchRelease{
+					{
+						Release:            "June 2020",
+						CherryPickDeadline: "2020-06-12",
+						TargetDate:         "2020-06-17",
+					},
+				},
 			},
 		},
 	}
@@ -350,6 +370,23 @@ func TestUpdatePatchSchedule(t *testing.T) {
 						EndOfLifeDate: "2023-01-01",
 					},
 				},
+				UpcomingReleases: []*PatchRelease{
+					{
+						Release:            "March 2024",
+						CherryPickDeadline: "2024-03-08",
+						TargetDate:         "2024-03-13",
+					},
+					{
+						Release:            "April 2024",
+						CherryPickDeadline: "2024-04-12",
+						TargetDate:         "2024-04-17",
+					},
+					{
+						Release:            "May 2024",
+						CherryPickDeadline: "2024-05-10",
+						TargetDate:         "2024-05-14",
+					},
+				},
 			},
 			expectedSchedule: PatchSchedule{
 				Schedules: []*Schedule{
@@ -385,6 +422,23 @@ func TestUpdatePatchSchedule(t *testing.T) {
 						EndOfLifeDate: "2023-01-01",
 					},
 				},
+				UpcomingReleases: []*PatchRelease{
+					{
+						Release:            "April 2024",
+						CherryPickDeadline: "2024-04-12",
+						TargetDate:         "2024-04-17",
+					},
+					{
+						Release:            "May 2024",
+						CherryPickDeadline: "2024-05-10",
+						TargetDate:         "2024-05-14",
+					},
+					{
+						Release:            "June 2024",
+						CherryPickDeadline: "2024-06-07",
+						TargetDate:         "2024-06-11",
+					},
+				},
 			},
 		},
 	} {
diff --git a/cmd/schedule-builder/cmd/model.go b/cmd/schedule-builder/cmd/model.go
index b0f2caf2c2e..f0bd12ef309 100644
--- a/cmd/schedule-builder/cmd/model.go
+++ b/cmd/schedule-builder/cmd/model.go
@@ -18,7 +18,8 @@ package cmd
 
 // PatchSchedule main struct to hold the schedules.
 type PatchSchedule struct {
-	Schedules []*Schedule `json:"schedules,omitempty" yaml:"schedules,omitempty"`
+	UpcomingReleases []*PatchRelease `json:"upcoming_releases,omitempty" yaml:"upcoming_releases,omitempty"`
+	Schedules        []*Schedule     `json:"schedules,omitempty"         yaml:"schedules,omitempty"`
 }
 
 // PatchRelease struct to define the patch schedules.