Real-Time Human Connection
Lollipop reduces turnover, boosts engagement and builds empathetic leaders. Simple. Authentic. Powerful.
Real-Time Check-Ins
Lollipop delivers non-anonymous SMS or email wellness check-ins directly to employees
Instant Alerts
Low mood scores trigger alerts to supervisors or HR contacts, prompting connection
AI-Guided Manager Support
Micro-learning modules and tools and AI Chatbot provides instant guidance for support or escalation
Targeted Employee Resources
One-click access to EAPs, mental health hotlines and custom company resources
Proactive Insights and Analysis
Weekly engagement reports and monthly trend and comment analysis

How Lollipop Works
Quick, human touchpoints that build connection every day.

Check In → Share How You Feel
Employees get a quick text or email to share how they feel — just 10 seconds, no app needed.

Get Alert → Know Who Needs Care
A low check-in triggers a real-time alert so managers know exactly who needs support.

Give Support → Respond with Empathy
AI-guided tips and conversation starters help managers respond with empathy, not guesswork.
Explainer Video
What Your Team Gains
Real outcomes that strengthen connection and prevent turnover.
Catch Problems Before They Break
Know when someone's struggling before they walk out the door, giving you the chance to show you care.
Turn Managers Into Caring Leaders
Micro-learning modules and tools and AI Chatbot helps busy managers connect authentically and respond with empathy when it matters most.
Bridge the Distance for Remote Teams
Create genuine connection and belonging, no matter where your people work from.
Put Help Within Reach
Lollipop drives awareness and one-click access to EAPs and resources.
Supports Frontline & Knowledge Workers
Whether your team is on the factory floor or working remotely, everyone gets the same level of care and connection.
See Patterns That Matter
Weekly insights and monthly trends help you understand your team's emotional journey without overwhelming data.
Customers Love Lollipop
Lollipop led to a 20% decrease in voluntary turnover and was instrumental in transforming our culture.
Noon Dalton
Lorraine Day
COO
Lollipop's check-ins provide valuable insights into employee wellness and encourage increased communications.
Ike's Love and Sandwiches
Dani Wellbrock
CPO
Other tools count clicks and metrics. Lollipop captures human moments.
Venning Advisors
Rishi Gautam
CEO
Turn Your Managers Into Heroes
Give your supervisors the tools to catch problems early and show genuine care—before your best people walk out the door.



















