diff --git a/R/pr.R b/R/pr.R
index c486d37b7..c881871e6 100644
--- a/R/pr.R
+++ b/R/pr.R
@@ -208,7 +208,7 @@ pr_init <- function(branch) {
     if (!is.na(remref)) {
       comparison <- git_branch_compare(current_branch, remref)
       if (comparison$remote_only > 0) {
-        challenge_uncommitted_changes()
+        challenge_uncommitted_changes(which = c("pull", "switch branches"))
       }
       ui_bullets(c("v" = "Pulling changes from {.val {remref}}."))
       git_pull(remref = remref, verbose = FALSE)
@@ -258,7 +258,7 @@ pr_resume <- function(branch = NULL) {
     ))
   }
 
-  challenge_uncommitted_changes()
+  challenge_uncommitted_changes(which = c("pull", "switch", "compare branches"))
 
   ui_bullets(c("v" = "Switching to branch {.val {branch}}."))
   gert::git_branch_checkout(branch, repo = repo)
@@ -283,7 +283,7 @@ pr_resume <- function(branch = NULL) {
 pr_fetch <- function(number = NULL, target = c("source", "primary")) {
   repo <- git_repo()
   tr <- target_repo(github_get = NA, role = target, ask = FALSE)
-  challenge_uncommitted_changes()
+  challenge_uncommitted_changes(which = c("pull", "switch branches"))
 
   if (is.null(number)) {
     ui_bullets(c("i" = "No PR specified ... looking up open PRs."))
@@ -377,7 +377,7 @@ pr_push <- function() {
   check_for_config(cfg, ok_configs = c("ours", "fork"))
   default_branch <- git_default_branch()
   check_pr_branch(default_branch)
-  challenge_uncommitted_changes()
+  challenge_uncommitted_changes(which = "push")
 
   branch <- git_branch()
   remref <- git_branch_tracking(branch)
@@ -425,7 +425,7 @@ pr_pull <- function() {
   check_for_config(cfg)
   default_branch <- git_default_branch()
   check_pr_branch(default_branch)
-  challenge_uncommitted_changes()
+  challenge_uncommitted_changes(which = "pull")
 
   git_pull()
 
@@ -440,7 +440,7 @@ pr_pull <- function() {
 #' @rdname pull-requests
 pr_merge_main <- function() {
   tr <- target_repo(github_get = TRUE, ask = FALSE)
-  challenge_uncommitted_changes()
+  challenge_uncommitted_changes(which = "pull")
   remref <- glue("{tr$remote}/{tr$default_branch}")
   ui_bullets(c("v" = "Pulling changes from {.val {remref}}."))
   git_pull(remref, verbose = FALSE)
@@ -503,7 +503,7 @@ pr_pause <- function() {
     ))
     return(invisible())
   }
-  challenge_uncommitted_changes()
+  challenge_uncommitted_changes(which = "switch branches")
   # TODO: what happens here if offline?
   check_branch_pulled(use = "pr_pull()")
 
diff --git a/R/utils-git.R b/R/utils-git.R
index 810988d45..31287a79d 100644
--- a/R/utils-git.R
+++ b/R/utils-git.R
@@ -181,7 +181,10 @@ git_uncommitted <- function(untracked = FALSE) {
   nrow(git_status(untracked)) > 0
 }
 
-challenge_uncommitted_changes <- function(untracked = FALSE, msg = NULL) {
+challenge_uncommitted_changes <- function(
+    untracked = FALSE,
+    msg = NULL,
+    which = c("push", "pull", "switch", "compare branches")) {
   if (!uses_git()) {
     return(invisible())
   }
@@ -190,18 +193,28 @@ challenge_uncommitted_changes <- function(untracked = FALSE, msg = NULL) {
     rstudioapi::documentSaveAll()
   }
 
-  default_msg <- "
-    There are uncommitted changes, which may cause problems or be lost when \\
-    we push, pull, switch, or compare branches"
-  msg <- glue(msg %||% default_msg)
-  if (git_uncommitted(untracked = untracked)) {
-    if (ui_yep(c(
-      "!" = msg,
-      " " = "Do you want to proceed anyway?"
-    ))) {
+  default_msg <-
+    "Uncommitted changes may cause problems or be lost when we {.or {which}}."
+  msg <- cli::format_inline(msg %||% default_msg)
+
+  uncommited <- git_status(untracked)
+  if (nrow(uncommited) > 0) {
+    choice <- utils::menu(
+      c(
+        "I want to proceed anyway.",
+        cli::format_inline(
+          "I want to take a closer look at {.file {uncommited$file}} first."
+        )
+      ),
+      title = msg
+    )
+    if (choice == 1) {
       return(invisible())
     } else {
-      ui_abort("Uncommitted changes. Please commit before continuing.")
+      ui_abort(
+        "Uncommitted changes. Please commit before continuing.",
+        call = caller_env()
+      )
     }
   }
 }