Whippy careers

Whippy is building the next generation of AI-powered business communication. Our AI Agents help companies automate manual workflows across recruiting, sales, and customer support—eliminating the need for repetitive follow-ups, screening calls, or lead qualification.

We serve over 1,000 paying businesses—including staffing agencies, pharmacies, law firms, and service providers—who rely on Whippy’s Voice AI and Chat AI to engage leads, onboard clients, and respond instantly at scale.

Whippy combines real-time messaging (SMS, email, voice) with automation and AI, allowing teams to run 24/7 without adding headcount. We’re replacing fragmented tools like SMS platforms, call centers, and CRM plug-ins with one streamlined system.

We’re a profitable, bootstrapped startup doing $5M+ in ARR—built by the Co-Founder of BloomNation (which drove $1B+ in florist revenue). We’ve never raised outside funding and believe in building real products for real customers from day one.

If you're excited about AI, fast-moving teams, and building something people actually pay for—come join us.