Optimal Work Daily - Career, Productivity and Entrepreneurship 1794: Should You Tell Your Boss About Your Side Hustle by Nick Loper of Side Hustle Nation on Entrepreneurship
Aug 29, 2025
Explore the tricky decision of revealing your side hustle at work and the potential risks and rewards involved. Learn about how different industries affect disclosures and why understanding your employment contract is crucial. Discover the balance between maintaining job security and enhancing professional credibility through transparency. Get insights on when it might be beneficial to share your entrepreneurial endeavors and when to keep them under wraps for your own protection.
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Side Hustles Are Increasingly Normal
- Side hustles are far more common and less taboo than before.
- Some companies like HubSpot even encourage employees to start businesses on the side.
Weigh Career Risks Before Disclosing
- Avoid telling your boss if it risks them doubting your commitment or passing judgment.
- Consider cultural signals because disclosure can affect promotions and perceptions at work.
Tell Strategically To Gain Benefits
- Use disclosure to gain leverage, referrals, and respect when appropriate.
- Telling the right people can boost negotiation power and create client leads.