diff --git a/R/pr.R b/R/pr.R
index 8f75fe85a..3cf3ee70a 100644
--- a/R/pr.R
+++ b/R/pr.R
@@ -219,7 +219,7 @@ 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(action = c("pull", "switch branches"))
       }
       ui_bullets(c("v" = "Pulling changes from {.val {remref}}."))
       git_pull(remref = remref, verbose = FALSE)
@@ -265,7 +265,7 @@ pr_resume <- function(branch = NULL) {
     ))
   }
 
-  challenge_uncommitted_changes()
+  challenge_uncommitted_changes(action = c("pull", "switch", "compare branches"))
 
   ui_bullets(c("v" = "Switching to branch {.val {branch}}."))
   gert::git_branch_checkout(branch, repo = repo)
@@ -290,7 +290,7 @@ 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(action = c("pull", "switch branches"))
 
   if (is.null(number)) {
     ui_bullets(c("i" = "No PR specified ... looking up open PRs."))
@@ -384,7 +384,7 @@ pr_push <- function() {
   check_for_config(cfg, ok_configs = c("ours", "fork"))
   default_branch <- git_default_branch_(cfg)
   check_pr_branch(default_branch)
-  challenge_uncommitted_changes()
+  challenge_uncommitted_changes(action = "push")
 
   branch <- git_branch()
   remref <- git_branch_tracking(branch)
@@ -432,7 +432,7 @@ pr_pull <- function() {
   check_for_config(cfg)
   default_branch <- git_default_branch_(cfg)
   check_pr_branch(default_branch)
-  challenge_uncommitted_changes()
+  challenge_uncommitted_changes(action = "pull")
 
   git_pull()
 
@@ -447,7 +447,7 @@ pr_pull <- function() {
 #' @rdname pull-requests
 pr_merge_main <- function() {
   tr <- target_repo(github_get = TRUE, ask = FALSE)
-  challenge_uncommitted_changes()
+  challenge_uncommitted_changes(action = "pull")
   remref <- glue("{tr$remote}/{tr$default_branch}")
   ui_bullets(c("v" = "Pulling changes from {.val {remref}}."))
   git_pull(remref, verbose = FALSE)
@@ -511,7 +511,7 @@ pr_pause <- function() {
     ))
     return(invisible())
   }
-  challenge_uncommitted_changes()
+  challenge_uncommitted_changes(action = "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 9a3a57cb5..beb0d03f9 100644
--- a/R/utils-git.R
+++ b/R/utils-git.R
@@ -181,7 +181,11 @@ 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,
+    action = c("push", "pull", "switch", "compare branches")
+) {
   if (!uses_git()) {
     return(invisible())
   }
@@ -190,19 +194,31 @@ 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?"
-    ))) {
-      return(invisible())
-    } else {
-      ui_abort("Uncommitted changes. Please commit before continuing.")
+  default_msg <-
+    "Uncommitted changes may cause problems or be lost when we {.or {action}}."
+  msg <- cli::format_inline(msg %||% default_msg)
+
+  uncommited <- git_status(untracked)
+  if (nrow(uncommited) > 0) {
+    if (is_interactive()) {
+      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())
+      }
     }
+    
+    ui_abort(
+      "Uncommitted changes. Please commit before continuing.",
+      call = caller_env()
+    )
   }
 }
 
diff --git a/tests/testthat/test-rename-files.R b/tests/testthat/test-rename-files.R
index cdfef3906..58ebefee5 100644
--- a/tests/testthat/test-rename-files.R
+++ b/tests/testthat/test-rename-files.R
@@ -6,7 +6,7 @@ test_that("checks uncommitted files", {
   use_r("foo", open = FALSE)
   expect_error(
     rename_files("foo", "bar"),
-    "uncommitted changes",
+    "Uncommitted changes",
     class = "usethis_error"
   )
 })