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Voice-First AI Assistant

Talk to your business

Skipper is a voice-first AI assistant that manages your schedule, messages customers, looks up jobs, tracks time, and answers glass expertise questions — all while your hands are full.

24 Tools
Scheduling, messaging, and more
Voice-First
Hands-free while on the job
3-Tier AI
Right model for every task
Try Glass Expert Free

See Skipper in Action

Real conversations, real capabilities. Here's what talking to your business sounds like.

Schedule Management
Hey Skipper, what does my day look like tomorrow?
You've got 6 jobs tomorrow. First up is Johnson at 8:30 AM on Oak Street, then Martinez at 10 on Elm. Want me to run through the rest?
Move the Johnson job to Thursday and text them about the change.
Done. Moved Johnson to Thursday at 8:30 AM. I'll text them: "Hi Mrs. Johnson, your window cleaning has been moved to Thursday morning. See you then!" Want me to send it?
Glass Expertise
I've got what looks like scratches on tempered glass. Small, clustered, mostly near the edges.
That sounds like fabricating debris — tiny particles that fuse to the glass surface during tempering. They're a manufacturing defect, not field damage. Before trying anything: do NOT use a razor blade, it'll make them worse. Document with photos first, then I can walk you through the assessment.
Field Operations
Clock me in, add a note that the side gate was locked, and text the customer that I'm here.
Done. Clocked in at 9:14 AM. Note added to the job. I'll text Sarah: "Hi Sarah, your window cleaner has arrived. The side gate appears to be locked — could you let me in?"
Want me to send it?

Everything Skipper Can Do

24 tools covering every part of your workday. All accessible by voice or text.

Schedule Management

View your daily schedule, add customers to any day, assign jobs to technicians, and check availability.

Job Operations

Get job details, adjust duration, add hands-free notes, drop or claim jobs, check pricing, and assign work.

Customer Intelligence

Look up any customer by name, address, or phone. Get AI-generated insights about their preferences and history.

Communication

Send SMS with confirmation before sending. Make VoIP calls to customers or the office. Report issues to your team.

Time & Earnings

Clock in and out with GPS, pause for breaks, and check your daily earnings — all hands-free.

Knowledge & Settings

Ask about glass cleaning, damage assessment, or chemical safety. Query and change company settings by voice.

How Skipper Thinks

A three-tier AI architecture that routes each request to the right model for speed and accuracy.

1
RouterHaiku

Understands your intent in under 200ms. Simple questions answered instantly; complex requests escalated.

2
ExecutorSonnet

24 tools at its disposal. Handles scheduling, messaging, job management, time tracking, and customer lookups.

3
ExpertOpus

Deep glass expertise backed by a decade of industry knowledge. Safety-first protocols for chemical recommendations.

Filler phrases mask AI thinking time. Sentence-by-sentence streaming means you hear the answer as it forms, not after a long pause.

Voice on iOS

Always one tap away

The Skipper button floats on every screen. Tap it, speak your command, hear the response. Auto-listens for confirmations so multi-step tasks flow naturally. Works with Siri Shortcuts and CarPlay.

Photo analysis powered by Claude Vision

Photo Analysis

See what Skipper sees

Take a photo of a scratch, stain, or damage — Skipper identifies the type and recommends next steps. Powered by Claude vision for accurate glass and surface assessment.

Try the Glass Expert for Free

ask.sergio.app gives you 5 free glass expertise queries per day. Powered by the same knowledge base Skipper uses. No signup, no credit card.

When you're ready for the full assistant — scheduling, messaging, job management, and more — Skipper is waiting.

What Your Competitors Don't Have

No field service platform offers anything like Skipper.

What competitors offer

  • Jobber: No AI assistant
  • Housecall Pro: Basic chatbot, no voice
  • ServiceTitan: Enterprise AI at $1,000+/month
  • GorillaDesk: No AI features

What Skipper does

  • Voice-first, hands-free operation
  • 24 tools covering every workflow
  • Glass expertise with safety protocols
  • Works while you're on a ladder
  • Included on every plan — no add-on

Competitor features as of March 2026

Generous AI Limits on Every Plan

Skipper is included on every Sergio plan. No add-on fees, no per-query charges beyond your tier.

Starter
300/month
Growth
750/month
Professional
1,500/month
Business
3,000/month

That's roughly 10–100 Skipper conversations per work day, depending on your plan.

Your AI assistant is ready

Included on every plan. No add-on. No per-query fees beyond your tier.

Try Glass Expert Free
I built Skipper because I spent a decade answering the same questions on ladders. What chemicals are safe on anodized aluminum? How do I get hard water stains off tempered glass? Now my AI answers them — and manages schedules, texts customers, and tracks time while it's at it.

— Sergio Founder