That’s a great goal 🚀 — Python is one of the best choices for Windows automation because it has
libraries for almost every layer (files, GUIs, APIs, browsers, etc.). Let’s build you a roadmap step by
step.
🔹 Step 1: Core Python Skills (Foundation)
Before jumping into automation, make sure you’re comfortable with:
Data types & collections (lists, dicts, sets, tuples)
Functions & OOP
File handling (read/write, paths)
Error handling (try/except/finally)
Virtual environments & pip (to manage libraries)
🔹 Step 2: Automating Windows Files & Processes
Start with basic OS-level automation.
📦 Libraries:
os → navigate directories, environment variables
shutil → copy, move, delete files
pathlib → modern path handling
subprocess → run Windows commands/programs
psutil → monitor processes, CPU, memory
✅ Example:
import os, shutil
# Create a folder and move a file
os.makedirs("backup", exist_ok=True)
shutil.move("report.txt", "backup/report.txt")
🔹 Step 3: GUI Automation (Keyboard, Mouse, Screen)
📦 Libraries:
pyautogui → simulate mouse & keyboard
keyboard → low-level keyboard automation
mouse → control mouse clicks & movements
pillow (PIL) → take screenshots, image recognition
✅ Example:
import pyautogui
pyautogui.moveTo(100, 200, duration=1)
pyautogui.click()
pyautogui.typewrite("Hello World!", interval=0.1)
🔹 Step 4: Windows-Specific Automation
📦 Libraries:
pywin32 → control Windows apps (Excel, Word, Outlook, etc.) via COM
autopy → mouse, keyboard, screen automation
pywinauto → interact with Windows GUI apps programmatically
✅ Example (open Notepad & type):
from pywinauto import Application
app = Application().start("notepad.exe")
app.UntitledNotepad.Edit.type_keys("Hello, Windows automation!", with_spaces=True)
🔹 Step 5: Browser Automation (Web Tasks)
📦 Libraries:
selenium → full browser automation (web testing, scraping, form-filling)
playwright → modern, faster alternative to Selenium
requests + beautifulsoup4 → lightweight scraping without browsers
✅ Example:
from selenium import webdriver
driver = webdriver.Chrome()
driver.get("https://example.com")
driver.find_element("name", "q").send_keys("Python automation\n")
🔹 Step 6: Office Automation
📦 Libraries:
openpyxl → Excel automation
python-docx → Word docs
pypdf2 / pikepdf → PDF handling
win32com.client → Outlook emails, Excel macros, etc.
✅ Example (Excel automation):
import openpyxl
wb = openpyxl.Workbook()
sheet = wb.active
sheet["A1"] = "Automation!"
wb.save("demo.xlsx")
🔹 Step 7: Scheduling & Workflows
schedule → schedule tasks like cron
APScheduler → advanced scheduling
Windows Task Scheduler → run Python scripts automatically
✅ Example:
import schedule, time
def job():
print("Running automation task!")
schedule.every(10).seconds.do(job)
while True:
schedule.run_pending()
time.sleep(1)
🔹 Step 8: Advanced & Pro Stuff
RPA (Robotic Process Automation): tagui, robotframework
Database automation: sqlite3, pyodbc, sqlalchemy
API automation: requests, httpx
Cloud automation: boto3 (AWS), azure SDK, google-api-python-client
🔹 Step 9: Best Practices
Learn logging (logging module) instead of just print
Organize code into functions & classes
Write reusable scripts (so you don’t repeat yourself)
Use Git for version control
Document your automation flows
✅ Roadmap to Proficiency
1. Weeks 1–2: Python basics + file automation
2. Weeks 3–4: GUI automation (pyautogui, pywinauto)
3. Month 2: Browser automation (selenium/playwright)
4. Month 3: Office automation (Excel, Outlook, PDFs)
5. Month 4+: Scheduling + APIs + advanced RPA
⚡ Pro tip: Start small — automate something boring you already do daily (like renaming files,
opening apps, or sending an email).
👉 Do you want me to create a learning project plan (like a sequence of 3–4 real automation projects,
each building on the previous one) so you can practice hands-on instead of just learning libraries?