In this episode of The Time I Left My 9 to 5, we dive into the inspiring journey of Robert Ciborowski, CEO and co-founder of Chatforce. Skipping the traditional route, Robert transitioned directly from graduating from the University of Toronto to building his own startup. He shares his background, the challenges of founding a company, and the dynamic of working with three co-founders.

Robert discusses Charforce's innovative approach to AI automation, their unique features, and the successful strategy that garnered early investor interest. He provides valuable advice for aspiring entrepreneurs on ambition, building the right team, and the importance of lifelong learning. This episode is a deep dive into the life of a young founder making waves in the AI-driven startup landscape.

Host Instagram: https://www.instagram.com/maggieindata

Podcast Instagram: https://www.instagram.com/thetimeileftmy9to5.podcast

Podcast YouTube: https://www.youtube.com/@thetimeileftmy9to5.podcast

Chapters

00:00 Highlight Overview

01:20 Robert's Journey from University to Startup

04:35 Early Coding and Game Development

08:10 Building the Capstone Team

12:39 Family Influence and Support

17:13 The Six-Month Gray Area

21:13 The Birth of Chatforce

22:48 The Three Co-Founder Dynamic Revisited

25:14 Empowering Knowledge Workers with AI Agents

28:15 The Philosophy Behind Chatforce

31:33 Getting Noticed by Investors

39:50 Advice for Aspiring Entrepreneurs

41:56 The Importance of Independent Learning

43:59 Leveraging AI Tools and Resources

53:09 Balancing Building and Learning

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Welcome to the very first solo episode in the history of The Time I Left My 9 to 5 podcast! I asked on my Instagram what questions you had when it comes to considering leaving your 9 to 5, and I am answering all of them in this episode. I intentionally designed this episode to be research and statistics driven so that you can walk away with actionable frameworks that you can use to apply to your specific situation~

✅ The Regret Minimization Framework - Jeff Bezos' decision-making tool for major life changes

✅ Why 82% of businesses fail (and how to avoid becoming a statistic)

✅ The exact amount you should save before quitting (hint: it's more than 6 months)

✅ The "If-Then Planning" method that increases goal achievement by 300%

✅ How to stay accountable when you're your own boss

✅ The 10-10-10 Rule for making tough decisions

✅ Why your nonprofit/teaching skills are actually gold in the corporate world

Host Instagram: https://www.instagram.com/maggieindata

Podcast Instagram: https://www.instagram.com/thetimeileftmy9to5.podcast

Podcast YouTube: https://www.youtube.com/@thetimeileftmy9to5.podcast

00:00 - Introduction

02:15 - "How do you report to yourself?"

03:35 - If-Then Planning Method

05:45 - "How did you know it was time?"

06:10 - Regret Minimization Framework

07:30 - The 10-10-10 Rule

10:25 - "How much money should I save?"

12:00 - Ramen Profitability Calculation

12:40 - "How to test a career pivot?"

13:50 - 4 Ways to Test Drive

15:25 - "Pivoting from nonprofit?"

17:20 - "Leaving a permanent teaching job?"

18:20 - Loss Aversion Psychology

19:25 - Get your answers answered

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In this episode, Jenn, a former global head of business operations, discusses her challenging transition to becoming a yoga teacher and later a professional coach. She opens up about the identity shift, financial concerns, and personal growth she experienced during this transformative period. Jen shares insights into how she balanced multiple ambitions, navigated significant life changes, and ultimately found a fulfilling career in coaching and leadership development. Her journey underlines the importance of self-discovery, support systems, and continuous learning in achieving career fulfillment.

📲 Stay Up to Date with the Show:

Host Instagram: https://www.instagram.com/maggieindata

Podcast Instagram: https://www.instagram.com/thetimeileftmy9to5.podcast

Podcast YouTube: https://www.youtube.com/@thetimeileftmy9to5.podcast

00:00 Introduction and Identity Shift

02:14 Journey from Accounting to Tech

03:18 Starting a YouTube Channel

04:01 Transition to Full-Time Yoga and Coaching

12:24 Navigating Financial Stability

17:30 Coping with Identity Shift

21:14 Building a Coaching Business

30:14 Future Plans and Advice

Hosted on Acast. See acast.com/privacy for more information.