After years of procrastination, the author successfully deployed their first application using Flask on Heroku, marking a significant personal achievement in their programming journey. Despite initial challenges with Heroku's documentation, which is tailored for Django and assumes prior knowledge, the author detailed a step-by-step guide for deploying a Flask app, emphasizing key steps such as setting up the Heroku CLI, initializing a git repository, installing necessary dependencies like gunicorn, and creating essential files such as requirements.txt and Procfile. The author also shared tips from their experience, including monitoring app logs and managing Heroku dynos, especially relevant for users on Heroku's free tier. They highlighted the profound satisfaction of seeing their app live on the internet, encouraging others to try deploying apps as a motivational boost and portfolio enhancement.