How I Trained an AI Agent to Do My Cold Outreach

Cold outreach is broken, but what if you could train an AI agent to replicate your most effective, human-sounding emails? I sat down with Jim Weldon, CEO of Prospect Desk, whose team is building a "digital twin org chart" where human sales reps manage teams of specialized AI agents. He breaks down his exact process for How I Trained an AI Agent to Do My Cold Outreach, feeding it hundreds of his "founder prescribed" emails to avoid the generic, robotic messages that everyone hates. We also discuss how AI can automate 80% of an SDR's repetitive tasks and why we're still in the "stumble fumble" phase of AI adoption. This is an essential guide for any founder or sales leader looking to scale their prospecting without losing the human touch. Check out the company: https://prospectdesk.ai----------------------------------------------------------------------------------------------------------------------------📚 NETWORK BEFORE YOU NEED IT (6 LESSONS THAT MADE SEAN $15M)----------------------------------------------------------------------------------------------------------------------------▶ Get my eBook free - https://welivetobuild.com/network-----------------------------------📈 WORK WITH ME-----------------------------------▶ Buy 300 Lessons From 300 Founders: https://welivetobuild.com/300-lessons-ebook▶ Book a Paid Advisory Session: https://welivetobuild.com/book-a-call▶ Startup Fundraising: https://welivetobuild.com/fundraising▶ Sponsor the Channel: https://www.welivetobuild.com/sponsorship---------------------------------------------👀 CONNECT WITH SEAN---------------------------------------------▶ LinkedIn: https://linkedin.com/in/seanweisbrot▶ Inquiries: [email protected]🕒 CHAPTERS---------------------------00:00 - Introduction: The End of Cold Outreach As We Know It00:45 - Why You Need to Automate 80% of Sales Tasks02:00 - The "Digital Twin Org Chart": Your SDR's New AI Team03:20 - The Future of AI Interaction is Voice, Not Slack05:20 - How an AI Manager Coordinates The Playbook07:25 - Can a Solopreneur Build Their Own AI Sales Team?09:50 - How Our AI Agents Work Across Different Channels14:05 - The #1 Challenge: Making AI an Expert Strategist17:00 - Why AI Voice Agents Still Struggle with Outbound Calls20:25 - My Process for Training an AI to Write "Founder Prescribed" Emails22:20 - The Surprising Power of a LinkedIn Voice Message28:20 - The "Stumble Fumble" Hype Cycle of AI30:20 - The Greatest Technological Change EverLeave a Review (it truly helps us grow): https://welivetobuild.com/review Hosted on Acast. See acast.com/privacy for more information.