diff --git a/src/dstack/_internal/cli/services/configurators/run.py b/src/dstack/_internal/cli/services/configurators/run.py
index 63738c968..578c4a9eb 100644
--- a/src/dstack/_internal/cli/services/configurators/run.py
+++ b/src/dstack/_internal/cli/services/configurators/run.py
@@ -28,7 +28,12 @@
 from dstack._internal.cli.services.resources import apply_resources_args, register_resources_args
 from dstack._internal.cli.utils.common import confirm_ask, console
 from dstack._internal.cli.utils.rich import MultiItemStatus
-from dstack._internal.cli.utils.run import get_runs_table, print_run_plan
+from dstack._internal.cli.utils.run import (
+    RunWaitStatus,
+    get_run_wait_status,
+    get_runs_table,
+    print_run_plan,
+)
 from dstack._internal.core.errors import (
     CLIError,
     ConfigurationError,
@@ -192,10 +197,14 @@ def apply_configuration(
         try:
             # We can attach to run multiple times if it goes from running to pending (retried).
             while True:
-                with MultiItemStatus(f"Launching [code]{run.name}[/]...", console=console) as live:
+                with MultiItemStatus(_get_apply_status(run), console=console) as live:
                     while not _is_ready_to_attach(run):
                         table = get_runs_table([run])
-                        live.update(table)
+                        live.update(
+                            table,
+                            *_get_apply_wait_renderables(run),
+                            status=_get_apply_status(run),
+                        )
                         time.sleep(5)
                         run.refresh()
 
@@ -793,7 +802,7 @@ def _detect_windsurf_version(exe: str = "windsurf") -> Optional[str]:
 def _print_service_urls(run: Run) -> None:
     if run._run.run_spec.configuration.type != RunConfigurationType.SERVICE.value:
         return
-    console.print(f"Service is published at:\n  [link={run.service_url}]{run.service_url}[/]")
+    console.print(_get_service_url_renderable(run))
     if model := run.service_model:
         console.print(
             f"Model [code]{model.name}[/] is published at:\n  [link={model.url}]{model.url}[/]"
@@ -801,6 +810,30 @@ def _print_service_urls(run: Run) -> None:
     console.print()
 
 
+def _get_apply_status(run: Run) -> str:
+    wait_status = get_run_wait_status(run._run)
+    if wait_status is None:
+        return f"Launching [code]{run.name}[/]..."
+    return f"[code]{run.name}[/] is {wait_status.value}..."
+
+
+def _get_apply_wait_renderables(run: Run) -> list[str]:
+    wait_status = get_run_wait_status(run._run)
+    if wait_status is RunWaitStatus.WAITING_FOR_REQUESTS and run._run.service is not None:
+        return [_get_service_url_renderable(run)]
+    if (
+        wait_status is RunWaitStatus.WAITING_FOR_SCHEDULE
+        and run._run.next_triggered_at is not None
+    ):
+        next_run = run._run.next_triggered_at.astimezone().strftime("%Y-%m-%d %H:%M %Z")
+        return [f"Next run: {next_run}"]
+    return []
+
+
+def _get_service_url_renderable(run: Run) -> str:
+    return f"Service is published at:\n  [link={run.service_url}]{run.service_url}[/]"
+
+
 def _print_dev_environment_connection_info(run: Run) -> None:
     if not FeatureFlags.CLI_PRINT_JOB_CONNECTION_INFO:
         return
diff --git a/src/dstack/_internal/cli/utils/rich.py b/src/dstack/_internal/cli/utils/rich.py
index fb2895ab3..1a8905920 100644
--- a/src/dstack/_internal/cli/utils/rich.py
+++ b/src/dstack/_internal/cli/utils/rich.py
@@ -140,7 +140,11 @@ def __init__(self, status: "RenderableType", *, console: Optional["Console"] = N
             transient=True,
         )
 
-    def update(self, *renderables: "RenderableType") -> None:
+    def update(
+        self, *renderables: "RenderableType", status: Optional["RenderableType"] = None
+    ) -> None:
+        if status is not None:
+            self._spinner.update(text=status)
         self._live.update(renderable=Group(self._spinner, *renderables))
 
     def __enter__(self) -> "MultiItemStatus":
diff --git a/src/dstack/_internal/cli/utils/run.py b/src/dstack/_internal/cli/utils/run.py
index 2e76c5569..35f9c8848 100644
--- a/src/dstack/_internal/cli/utils/run.py
+++ b/src/dstack/_internal/cli/utils/run.py
@@ -1,4 +1,5 @@
 import shutil
+from enum import Enum
 from typing import Any, Dict, List, Optional
 
 from rich.markup import escape
@@ -49,6 +50,11 @@
 from dstack.api import Run
 
 
+class RunWaitStatus(str, Enum):
+    WAITING_FOR_REQUESTS = "waiting for requests"
+    WAITING_FOR_SCHEDULE = "waiting for schedule"
+
+
 def print_offers_json(run_plan: RunPlan, run_spec):
     """Print offers information in JSON format."""
     job_plan = run_plan.job_plans[0]
@@ -200,6 +206,40 @@ def th(s: str) -> str:
         console.print(NO_FLEETS_WARNING if no_fleets else NO_OFFERS_WARNING)
 
 
+def get_run_wait_status(run: CoreRun) -> Optional[RunWaitStatus]:
+    # Only synthesize a CLI-specific waiting state when the server did not provide
+    # a more specific run-level message such as "retrying".
+    if run.status_message not in ("", run.status.value):
+        return None
+
+    if run.status == RunStatus.PENDING and run.next_triggered_at is not None:
+        return RunWaitStatus.WAITING_FOR_SCHEDULE
+
+    if _is_waiting_for_requests(run):
+        return RunWaitStatus.WAITING_FOR_REQUESTS
+
+    return None
+
+
+def _is_waiting_for_requests(run: CoreRun) -> bool:
+    if run.run_spec.configuration.type != "service":
+        return False
+    if run.service is None or run.next_triggered_at is not None:
+        return False
+    if run.status not in (RunStatus.SUBMITTED, RunStatus.PENDING):
+        return False
+    return not any(_is_job_active(job.job_submissions[-1].status) for job in run.jobs)
+
+
+def _is_job_active(status: JobStatus) -> bool:
+    return status in (
+        JobStatus.SUBMITTED,
+        JobStatus.PROVISIONING,
+        JobStatus.PULLING,
+        JobStatus.RUNNING,
+    )
+
+
 def _format_run_status(run) -> str:
     status_text = (
         run.latest_job_submission.status_message