The Human Side of AI: Building Real Connection with Goodword
The Human Side of AI: Building Real Connection with Goodword A fireside chat with Caroline Dell (Co-Founder & CEO, Goodword), moderated by Tish Dignam (Clarity Coach, SHAPES)
We talk a lot about AI for productivity and career growth. But what about the relationships that actually make life worth living?
Caroline Dell is the Co-Founder & CEO of Goodword, an AI-powered relationship platform helping professionals tap into their networks when it matters most. Before Goodword, she was employee #5 at Chief, where she helped scale the company to 20K members and $120M+ in ARR in four years. That experience is now at the heart of Goodword: relationships drive everything, but even strong networks slip through the cracks.
Tish Dignam joins as moderator to dig into the real questions: What does it look like to build an AI product for something as human as friendship? Where's the line between helpful and weird? And what does "staying connected" even look like in 2026?
You'll walk away with:
An inside look at building an AI company around a deeply human problem
Lessons from scaling Chief to unicorn status — and how they're shaping Goodword
Practical ways AI can support your personal and professional relationships
New connections with women exploring AI's role in real life
Perfect for women curious about AI who care just as much about the humans on the other side of the screen.
Location: Tribeca
Location: Tribeca
Agenda:
9-9:30 AM - Check-in & Breakfast
9:30-10 AM - Fireside Chat
10-10:30 AM- Q&A
10:30-12 PM - Networking
Caroline Dell is the Co-Founder & CEO of Goodword, an AI-powered relationship platform that helps professionals strengthen their networks and tap into them when it matters most. A top-tier startup operator with deep network expertise, Caroline was employee #3 at LOLA and employee #5 at Chief, where she helped scale the company to 20K members and $120M+ in ARR in four years — making Chief one of the fastest-growing female-founded companies to reach unicorn status. She co-founded Goodword with Chris Fischer (Co-Founder & CPTO) to build for the in-between moments where relationships are actually made and kept.
Tish Dignam is an Australian-raised, NYC-based futurist, Clarity Coach, and founder of Shapes, a human development company helping founders and leaders build differentiated, deeply human brands in the age of AI. With a background spanning PR, VC-backed startups valued at $1B and $65M, and global leading advertising agencies, she works at the intersection of identity, storytelling, and emerging technology.
Tish advises ambitious professionals on how to sharpen their point of view, communicate with authority, and future-proof their relevance as automation reshapes the digital landscape.
About AI Snack Club
AI Snack Club is a community where ambitious women learn AI together through bite-sized prompts and real results. Founded by Monica Abrams, we translate what's happening in the Silicon Valley bubble into actionable lessons for women outside of it. 🧃
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