Wantrepreneur to Entrepreneur | Start and Grow Your Own Business 1139: AI that automates SALES, OUTREACH, and CUSTOMER SERVICE w/ Robert Chen
In this episode, Brian sits down with Robert Chen, a retired Army veteran turned tech entrepreneur, who’s changing the game in B2B sales automation. After pivoting from an events and social media platform, Robert founded SupportSales.ai — a groundbreaking sales software that automates lead generation, personalized email outreach, and even replies to incoming leads. Robert shares how AI is streamlining sales, reducing costs, and making business growth more scalable than ever. If you’ve struggled with sales or outreach, this episode will give you a whole new approach.
💡 What You'll Take Away For YOUR Business
🚀 How to use AI to automate sales and streamline customer acquisition
🤖 Why personalization is key to cold outreach — and how AI can automate it
💰 How Robert’s software generates 600,000 leads per month (and how you can use it)
💼 Why AI can replace a sales team of 5 to 10 people for a fraction of the cost
⚡ The biggest emotional gap holding entrepreneurs back from using AI (and how to overcome it)
📈 How Robert plans to scale SupportSales.ai with an innovative "auto-referral" feature
🔑 Why sales success comes from consistent, scalable outreach — not waiting for leads to come to you
📝 About Robert Chen
Robert Chen is a retired Army veteran and former fintech software engineer turned entrepreneur. After learning to code in his mid-20s through a bootcamp, Robert built and pivoted several startups before launching SupportSales.ai — a B2B sales automation tool that automates outreach and lead generation using AI. Robert’s approach makes high-quality sales outreach accessible to small businesses, leveling the playing field for entrepreneurs competing with larger companies.
🎯 Robert’s BEST Piece of Advice for Wantrepreneurs and Entrepreneurs
"Keep going. Pivoting is hard, but it’s necessary. When you believe in your vision and keep pushing through the challenges, success will eventually follow."
Key Takeaways from Robert’s Advice:
✔ Success comes from persistence — even after multiple pivots and setbacks
✔ Trust yourself and your instincts, even when others doubt you
✔ Momentum builds quickly once you gain traction — stay consistent
📢 Memorable Quotes
"We’ve reduced the cost of customer acquisition by 10x — AI is a game-changer for small businesses." – Robert Chen
"AI isn’t replacing human connection — it’s enhancing it by automating the manual work so you can focus on relationships." – Robert Chen
"If someone’s going to build it, I’d rather be the one to do it — and I’ll do it responsibly." – Robert Chen
💡 Actionable Takeaways
✅ Try AI for sales outreach — automate lead generation and email personalization
✅ Focus on training AI to match your tone and business style for better results
✅ Don’t be afraid to pivot — new opportunities often come from failed ideas
✅ Test your outreach strategy consistently to fine-tune performance
✅ Start with the free plan of SupportSales.ai to explore AI-driven outreach
🔗 Links & Resources