Live Chat Software

Real-time chat widgets and messaging tools that let support agents talk to website and app visitors as questions come in.

What's new in Live Chat Software?

Live chat window alongside a legal BAA contract with highlighted training exclusion clause language
Live Chat Software Sep 14, 2026

HIPAA live chat: the BAA and transcript training gap

A signed BAA alone doesn't guarantee HIPAA-compliant live chat. Learn the transcript training gap and how to close it. Read the full compliance guide.

Michael Kansky Read
Support team leader reviewing AI quality assurance dashboards and an open exception queue alongside a printed QA rubric
Live Chat Software Sep 9, 2026

Where AI-only QA still leaves support leaders doing the work

AI quality assurance mis-scores empathy failures, policy exceptions, and novel complaints. See the three categories support leaders still review manually.

Michael Kansky Read
Proactive chat invite appearing on a checkout page with a high-intent visitor considering a purchase decision
Live Chat Software Aug 28, 2026

Do proactive chat invites really lift conversions?

Does proactive chat really boost conversions 2.8x? Learn why that stat misleads and how holdout tests reveal real 15-25% lift. Read the full breakdown.

Michael Kansky Read
Support team leader scoring a vendor evaluation matrix for lock-in risk
Live Chat Software Aug 26, 2026

Score a support tool's lock-in risk (0-100)

Score any support platform's lock-in risk from 0-100 across export quality, API access, contracts, and re-training cost. Run the scorecard before you renew.

Michael Kansky Read
Small support team reviewing overnight live chat coverage gaps on their dashboards
Live Chat Software Aug 24, 2026

Why 24/7 Live Chat Rarely Pays Off for Small Teams

24/7 live chat costs small teams $225K+ a year but rarely pays off. See the staffing math and smarter alternatives that cut costs. Run the numbers first.

Michael Kansky Read
Customer support agent reviewing AI-powered live chat software with data privacy security overlay on screen
Live Chat Software Aug 24, 2026

Does Your Support Tool Train AI on Customer Chats?

Most AI support tools train on your customer conversations by default. Learn which vendors do it, how to opt out, and what to negotiate in your Data Processing Agreement.

Michael Kansky Read