Automate your HR & Payroll Operations Using AI
Save time, reduce costs, and drive operational efficiency by using AI to automate end-to-end processes.
See how top
HR teams
PEOs
Benefit Admins
Benefit Brokers
automate operations


Used by the world's leading companies







Why settle for basic chatbots?
Ditch archaic chatbots and embrace the future of AI-powered workflows.
No new tools to learn
Wayside runs inside Slack, Teams, Outlook, and your ticketing system — right where your employees already work

Works where your team already lives
Employees don’t want to learn a new system. Wayside runs inside your existing channels — Slack, Teams, Outlook, and your ticketing system.
Assistive Intelligence, not Artificial
You stay in control with human-in-the-loop support. Sensitive actions always require approval.

An AI that actually understands your organization
Wayside connects to your HR systems to gather employee context and provide personalized answers.
Goes beyond Tier-1 support
Not just policy Q&A — Wayside handles complex issues requiring HRIS lookups and transactions.


Bi-directionally syncs with your ticketing system
Already have a system in place? Wayside integrates with it — no disruption, full sync.
Powerful reporting at your fingertips
Gain full visibility across channels. Wayside aggregates data from email, ticketing, and messaging to power your people strategy.
SLA tracking
Volume breakdown
Topic trends
Employee sentiment


Our team was struggling to keep up with the high volume of requests in our benefits inbox. We were drawn to Wayside because they offered a solution that plugged into our existing tools, which meant a seamless transition for our benefits team & employees.
Security & Privacy come first
We’re SOC-2 Type II, GDPR, and CCPA compliant.
Personally Identifiable Information (PII) is stripped before reaching any LLM.
Your data is never used to train language models.



Real results in real teams
Explore how companies like Fabletics are scaling HR support using Wayside
Want to see Wayside in action?
Book a live demo and discover how AI can supercharge your HR and finance ops.

Insights from the Wayside team
Stay ahead with thought leadership on AI, HR tech, and automation strategies
Frequently asked questions
Everything you need to know about the product and billing.
No, Wayside will never use your data to train AI. In fact, any personally identifiable information (PII) is stripped out before it makes it to any LLM.
Our pricing varies based on your company size and use case. Reach out to us to book a demo. You can schedule a meeting with us using this link.
Wayside is built for teams looking to automate their HR and/or Payroll operations. We serve a variety of customers across industries, including enterprise HR teams, PEOs, and more.
Unlike AI chatbots that often come with HRIS and/or ticketing solutions, we’re building an AI Agent that can integrate with ALL your systems. We integrate with existing HRIS, ticketing, intranet, benefit/leave management systems.
Not only does our AI better understand your organization and workforce, we can perform automate end-to-end HR processes. For a more detailed comparison between Wayside and existing chatbot solutions, see here.
The platform can be fully deployed in less than 12 weeks. Most organizations can start to see the value after just 4 weeks.
Because Wayside plugs into existing channels, no change management is required for employees. Employees can continue to ask questions via email or ticketing system.