AI is evolving beyond answering questions and completing individual tasks. This Technology Association of Oregon webinar introduces OpenAI's Dots: digital colleagues that take on ongoing responsibilities and keep work moving between conversations, rather than waiting for a prompt each time. The session compares Dots with traditional AI assistants and agents, and explores what the shift to always-on agents could mean for individuals and for organizations. A live demo plus practical workplace examples show how Dots can support everyday workflows, and the discussion covers the technical foundations, security considerations, and the human oversight needed to deploy them responsibly. Useful for technology leaders, developers, and anyone evaluating how agentic AI fits into their team's day-to-day work. Runs 11:00 AM to 12:00 PM Pacific. Free registration through the TAO community events page.