diff --git a/integrations/release_test.go b/integrations/release_test.go
index be0abd5e34a..176f83d55ae 100644
--- a/integrations/release_test.go
+++ b/integrations/release_test.go
@@ -8,6 +8,7 @@ import (
 	"fmt"
 	"net/http"
 	"testing"
+	"time"
 
 	"code.gitea.io/gitea/modules/test"
 
@@ -63,6 +64,9 @@ func TestViewReleases(t *testing.T) {
 	session := loginUser(t, "user2")
 	req := NewRequest(t, "GET", "/user2/repo1/releases")
 	session.MakeRequest(t, req, http.StatusOK)
+
+	// if CI is to slow this test fail, so lets wait a bit
+	time.Sleep(time.Millisecond * 100)
 }
 
 func TestViewReleasesNoLogin(t *testing.T) {
diff --git a/models/org_team.go b/models/org_team.go
index 82c27b2c069..a3f1eb92a2a 100644
--- a/models/org_team.go
+++ b/models/org_team.go
@@ -917,19 +917,12 @@ func removeTeamMember(e *xorm.Session, team *Team, userID int64) error {
 		}
 
 		// Remove watches from now unaccessible
-		has, err := hasAccess(e, userID, repo)
-		if err != nil {
+		if err := repo.reconsiderWatches(e, userID); err != nil {
 			return err
-		} else if has {
-			continue
 		}
 
-		if err = watchRepo(e, userID, repo.ID, false); err != nil {
-			return err
-		}
-
-		// Remove all IssueWatches a user has subscribed to in the repositories
-		if err := removeIssueWatchersByRepoID(e, userID, repo.ID); err != nil {
+		// Remove issue assignments from now unaccessible
+		if err := repo.reconsiderIssueAssignees(e, userID); err != nil {
 			return err
 		}
 	}
diff --git a/models/repo_collaboration.go b/models/repo_collaboration.go
index 85bc99f3203..4bb95cd05c2 100644
--- a/models/repo_collaboration.go
+++ b/models/repo_collaboration.go
@@ -7,6 +7,8 @@ package models
 
 import (
 	"fmt"
+
+	"xorm.io/builder"
 )
 
 // Collaboration represent the relation between an individual and a repository.
@@ -189,14 +191,49 @@ func (repo *Repository) DeleteCollaboration(uid int64) (err error) {
 		return err
 	}
 
-	// Remove all IssueWatches a user has subscribed to in the repository
-	if err := removeIssueWatchersByRepoID(sess, uid, repo.ID); err != nil {
+	if err = repo.reconsiderWatches(sess, uid); err != nil {
+		return err
+	}
+
+	// Unassign a user from any issue (s)he has been assigned to in the repository
+	if err := repo.reconsiderIssueAssignees(sess, uid); err != nil {
 		return err
 	}
 
 	return sess.Commit()
 }
 
+func (repo *Repository) reconsiderIssueAssignees(e Engine, uid int64) error {
+	user, err := getUserByID(e, uid)
+	if err != nil {
+		return err
+	}
+
+	if canAssigned, err := canBeAssigned(e, user, repo, true); err != nil || canAssigned {
+		return err
+	}
+
+	if _, err := e.Where(builder.Eq{"assignee_id": uid}).
+		In("issue_id", builder.Select("id").From("issue").Where(builder.Eq{"repo_id": repo.ID})).
+		Delete(&IssueAssignees{}); err != nil {
+		return fmt.Errorf("Could not delete assignee[%d] %v", uid, err)
+	}
+	return nil
+}
+
+func (repo *Repository) reconsiderWatches(e Engine, uid int64) error {
+	if has, err := hasAccess(e, uid, repo); err != nil || has {
+		return err
+	}
+
+	if err := watchRepo(e, uid, repo.ID, false); err != nil {
+		return err
+	}
+
+	// Remove all IssueWatches a user has subscribed to in the repository
+	return removeIssueWatchersByRepoID(e, uid, repo.ID)
+}
+
 func (repo *Repository) getRepoTeams(e Engine) (teams []*Team, err error) {
 	return teams, e.
 		Join("INNER", "team_repo", "team_repo.team_id = team.id").
diff --git a/models/repo_permission.go b/models/repo_permission.go
index 0b3e5b341aa..2061f9770d7 100644
--- a/models/repo_permission.go
+++ b/models/repo_permission.go
@@ -339,10 +339,14 @@ func HasAccessUnit(user *User, repo *Repository, unitType UnitType, testMode Acc
 // Currently any write access (code, issues or pr's) is assignable, to match assignee list in user interface.
 // FIXME: user could send PullRequest also could be assigned???
 func CanBeAssigned(user *User, repo *Repository, isPull bool) (bool, error) {
+	return canBeAssigned(x, user, repo, isPull)
+}
+
+func canBeAssigned(e Engine, user *User, repo *Repository, _ bool) (bool, error) {
 	if user.IsOrganization() {
 		return false, fmt.Errorf("Organization can't be added as assignee [user_id: %d, repo_id: %d]", user.ID, repo.ID)
 	}
-	perm, err := GetUserRepoPermission(repo, user)
+	perm, err := getUserRepoPermission(e, repo, user)
 	if err != nil {
 		return false, err
 	}