diff --git a/libertai_client/commands/agent.py b/libertai_client/commands/agent.py
index 40571e4..a8f7df2 100644
--- a/libertai_client/commands/agent.py
+++ b/libertai_client/commands/agent.py
@@ -3,6 +3,7 @@
 from typing import Annotated
 
 import aiohttp
+import questionary
 import rich
 import typer
 from dotenv import dotenv_values
@@ -12,7 +13,11 @@
 from libertai_client.config import config
 from libertai_client.interfaces.agent import AgentPythonPackageManager, AgentUsageType
 from libertai_client.utils.agent import parse_agent_config_env, create_agent_zip
-from libertai_client.utils.python import detect_python_project_version
+from libertai_client.utils.python import (
+    detect_python_project_version,
+    detect_python_dependencies_management,
+    validate_python_version,
+)
 from libertai_client.utils.system import get_full_path
 from libertai_client.utils.typer import AsyncTyper
 
@@ -20,6 +25,25 @@
 
 err_console = Console(stderr=True)
 
+dependencies_management_choices: list[questionary.Choice] = [
+    questionary.Choice(
+        title="poetry",
+        value=AgentPythonPackageManager.poetry,
+        description="poetry-style pyproject.toml and poetry.lock",
+    ),
+    questionary.Choice(
+        title="requirements.txt",
+        value=AgentPythonPackageManager.pip,
+        description="Any management tool that outputs a requirements.txt file (pip, pip-tools...)",
+    ),
+    questionary.Choice(
+        title="pyproject.toml",
+        value="TODO",
+        description="Any tool respecting the standard PEP 621 pyproject.toml (hatch, modern usage of setuptools...)",
+        disabled="Coming soon",
+    ),
+]
+
 
 @app.command()
 async def deploy(
@@ -27,7 +51,7 @@ async def deploy(
     python_version: Annotated[
         str | None, typer.Option(help="Version to deploy with", prompt=False)
     ] = None,
-    package_manager: Annotated[
+    dependencies_management: Annotated[
         AgentPythonPackageManager | None,
         typer.Option(
             help="Package manager used to handle dependencies",
@@ -55,15 +79,42 @@ async def deploy(
         err_console.print(f"[red]{error}")
         raise typer.Exit(1)
 
-    # TODO: try to detect package manager, show detected value and ask user for the confirmation or change
-    if package_manager is None:
-        package_manager = AgentPythonPackageManager.poetry
+    if dependencies_management is None:
+        # Trying to find the way dependencies are managed
+        detected_dependencies_management = detect_python_dependencies_management(path)
+        # Confirming with the user (or asking if none found)
+        dependencies_management = await questionary.select(
+            "Dependencies management",
+            choices=dependencies_management_choices,
+            default=next(
+                (
+                    choice
+                    for choice in dependencies_management_choices
+                    if choice.value == detected_dependencies_management.value
+                ),
+                None,
+            ),
+            show_description=True,
+        ).ask_async()
+        if dependencies_management is None:
+            err_console.print(
+                "[red]You must select the way Python dependencies are managed."
+            )
+            raise typer.Exit(1)
 
     if python_version is None:
         # Trying to find the python version
-        detected_python_version = detect_python_project_version(path, package_manager)
+        detected_python_version = detect_python_project_version(
+            path, dependencies_management
+        )
         # Confirming the version with the user (or asking if none found)
-        python_version = typer.prompt("Python version", default=detected_python_version)
+        python_version = await questionary.text(
+            "Python version",
+            default=detected_python_version
+            if detected_python_version is not None
+            else "",
+            validate=validate_python_version,
+        ).ask_async()
 
     agent_zip_path = "/tmp/libertai-agent.zip"
     create_agent_zip(path, agent_zip_path)
@@ -71,7 +122,7 @@ async def deploy(
     data = aiohttp.FormData()
     data.add_field("secret", libertai_config.secret)
     data.add_field("python_version", python_version)
-    data.add_field("package_manager", package_manager.value)
+    data.add_field("package_manager", dependencies_management.value)
     data.add_field("usage_type", usage_type.value)
     data.add_field("code", open(agent_zip_path, "rb"), filename="libertai-agent.zip")
 
@@ -83,10 +134,12 @@ async def deploy(
         ) as response:
             if response.status == 200:
                 response_data = UpdateAgentResponse(**json.loads(await response.text()))  # noqa: F821
-                # TODO: don't show /docs if deployed in python mode
-                rich.print(
-                    f"[green]Agent successfully deployed on http://[{response_data.instance_ip}]:8000/docs"
+                success_text = (
+                    f"Agent successfully deployed on http://[{response_data.instance_ip}]:8000/docs"
+                    if usage_type == AgentUsageType.fastapi
+                    else f"Agent successfully deployed on instance {response_data.instance_ip}"
                 )
+                rich.print(f"[green]{success_text}")
             else:
                 error_message = await response.text()
                 err_console.print(f"[red]Request failed\n{error_message}")
diff --git a/libertai_client/utils/python.py b/libertai_client/utils/python.py
index 3e07a5a..88bc37c 100644
--- a/libertai_client/utils/python.py
+++ b/libertai_client/utils/python.py
@@ -9,6 +9,12 @@
 from libertai_client.utils.system import get_full_path
 
 
+def validate_python_version(version: str) -> bool:
+    if re.match(r"^3(?:\.\d+){0,2}$", version):
+        return True
+    return False
+
+
 def __fetch_real_python_versions() -> list[str]:
     response = requests.get(
         "https://api.github.com/repos/python/cpython/tags?per_page=100"
@@ -16,7 +22,7 @@ def __fetch_real_python_versions() -> list[str]:
     if response.status_code == 200:
         releases = response.json()
         versions = [str(release["name"]).removeprefix("v") for release in releases]
-        exact_versions = [v for v in versions if re.match(r"^\d+\.\d+\.\d+$", v)]
+        exact_versions = [v for v in versions if validate_python_version(v)]
         return exact_versions
     else:
         return []
@@ -62,3 +68,18 @@ def detect_python_project_version(
     # TODO: if pyproject, look in pyproject.toml
     # TODO: if pip, look in requirements.txt
     return None
+
+
+def detect_python_dependencies_management(
+    project_path: str,
+) -> AgentPythonPackageManager:
+    try:
+        _poetry_lock_path = get_full_path(project_path, "poetry.lock")
+        # Path was found without throwing an error, its poetry
+        return AgentPythonPackageManager.poetry
+    except FileNotFoundError:
+        pass
+
+    # TODO: confirm with requirements.txt
+    # TODO: handle pyproject.toml standard compatible package managers
+    return AgentPythonPackageManager.pip
diff --git a/poetry.lock b/poetry.lock
index 70ec628..476a237 100644
--- a/poetry.lock
+++ b/poetry.lock
@@ -1511,6 +1511,20 @@ files = [
     {file = "poetry_core-2.0.0.tar.gz", hash = "sha256:3317a3cc3932011a61114236b2d49883f4fb1403d2f5e97771ac0d077cfa396f"},
 ]
 
+[[package]]
+name = "prompt-toolkit"
+version = "3.0.48"
+description = "Library for building powerful interactive command lines in Python"
+optional = false
+python-versions = ">=3.7.0"
+files = [
+    {file = "prompt_toolkit-3.0.48-py3-none-any.whl", hash = "sha256:f49a827f90062e411f1ce1f854f2aedb3c23353244f8108b89283587397ac10e"},
+    {file = "prompt_toolkit-3.0.48.tar.gz", hash = "sha256:d6623ab0477a80df74e646bdbc93621143f5caf104206aa29294d53de1a03d90"},
+]
+
+[package.dependencies]
+wcwidth = "*"
+
 [[package]]
 name = "propcache"
 version = "0.2.1"
@@ -1832,6 +1846,20 @@ files = [
     {file = "pywin32-308-cp39-cp39-win_amd64.whl", hash = "sha256:71b3322d949b4cc20776436a9c9ba0eeedcbc9c650daa536df63f0ff111bb920"},
 ]
 
+[[package]]
+name = "questionary"
+version = "2.1.0"
+description = "Python library to build pretty command line user prompts ⭐️"
+optional = false
+python-versions = ">=3.8"
+files = [
+    {file = "questionary-2.1.0-py3-none-any.whl", hash = "sha256:44174d237b68bc828e4878c763a9ad6790ee61990e0ae72927694ead57bab8ec"},
+    {file = "questionary-2.1.0.tar.gz", hash = "sha256:6302cdd645b19667d8f6e6634774e9538bfcd1aad9be287e743d96cacaf95587"},
+]
+
+[package.dependencies]
+prompt_toolkit = ">=2.0,<4.0"
+
 [[package]]
 name = "referencing"
 version = "0.35.1"
@@ -2237,6 +2265,17 @@ h2 = ["h2 (>=4,<5)"]
 socks = ["pysocks (>=1.5.6,!=1.5.7,<2.0)"]
 zstd = ["zstandard (>=0.18.0)"]
 
+[[package]]
+name = "wcwidth"
+version = "0.2.13"
+description = "Measures the displayed width of unicode strings in a terminal"
+optional = false
+python-versions = "*"
+files = [
+    {file = "wcwidth-0.2.13-py2.py3-none-any.whl", hash = "sha256:3da69048e4540d84af32131829ff948f1e022c1c6bdb8d6102117aac784f6859"},
+    {file = "wcwidth-0.2.13.tar.gz", hash = "sha256:72ea0c06399eb286d978fdedb6923a9eb47e1c486ce63e9b4e64fc18303972b5"},
+]
+
 [[package]]
 name = "web3"
 version = "6.20.3"
@@ -2449,4 +2488,4 @@ propcache = ">=0.2.0"
 [metadata]
 lock-version = "2.0"
 python-versions = "^3.11"
-content-hash = "d87f760dd3ce2a42426af69fd1754ac50edbb6414797d177e6aca871aecb0107"
+content-hash = "ba994a8e743f3ab9fe2be33403ba1333fb5023c7c6ba9bd769618aa837dc31fb"
diff --git a/pyproject.toml b/pyproject.toml
index 0e6da15..5510534 100644
--- a/pyproject.toml
+++ b/pyproject.toml
@@ -25,6 +25,7 @@ python-dotenv = "^1.0.1"
 libertai-utils = "0.0.9"
 pathspec = "^0.12.1"
 poetry-core = "^2.0.0"
+questionary = "^2.1.0"
 
 [tool.poetry.group.dev.dependencies]
 mypy = "^1.11.1"