SideKick360 makes calls, reads your email, manages your schedule, and talks to you naturally. Your personal data is tokenized before any AI sees it and restored only on your device.
Most AI assistants send your raw data to the cloud and hope for the best. SideKick360 tokenizes your personal information — names, phone numbers, emails, addresses — before it ever reaches an AI model. The AI sees tokens like [NAME_1] and [PHONE_2], never your real identity. After processing, everything is restored on your device. Your data stays yours.
Every customer gets a direct line to the people who built the product. We'll learn how your business works and configure your setup with you. Not a chatbot. Not a knowledge base. A person who picks up the phone.
Built from the ground up for small businesses (5–50 agents) who need a modern contact center without the enterprise tax.
No hidden fees. No long-term contracts. AI included in every plan. Cancel anytime.
Try it out. No credit card required.
For everyday use. First week free.
For people who want their AI to keep up with their life. First week free.
Your AI chief of staff. First week free.
All plans include AI — voice, chat, and analytics. No upsells. No surprises.
* Based on an average call duration of 2 minutes. Actual usage is measured in minutes (Starter: 200 min, Professional: 500 min/agent, Business: unlimited).
We'll hop on a 30-minute call, learn how your business handles communication, and configure your SideKick360 instance with you. Custom call scripts. Routing rules that match your workflow. A real human who understands what you're building.
See how we stack up against traditional enterprise contact centers.
| Feature | Legacy CCaaS | SideKick360 |
|---|---|---|
| Starting Price | $159/agent/mo (50-seat min) | $29/mo (no minimum) |
| AI Voice Automation | Paid add-on | Included |
| Setup Time | Weeks to months | Under 5 minutes |
| Contracts Required | Annual minimum | No contracts |
| Transparent Pricing | ✗ | ✓ |
| AI Chat Assistant | Paid add-on | Included |
| PII Protection | Basic | Enterprise-grade tokenization |
| Dedicated Admin Needed | Yes | No |
| Native iOS App | ✗ | ✓ |
| Minimum Seats | 50 seats required | Start with 1 seat |
| Onboarding | Paid professional services | Free concierge setup |
Teams that switched from legacy platforms and never looked back.
"We were paying $2,100/month for a basic phone system with no AI. SideKick360 costs us $316/month and handles twice the call volume."
"Setup took 4 minutes. Not exaggerating. Our old system took 3 months to implement and we still needed a consultant."
"My patients don't know they're talking to AI for scheduling. The voice is that natural. And their data is actually protected."
SideKick360 connects your email, calendar, messages, and reminders into one AI brain that works for you around the clock. The more you connect, the smarter it gets.
Connect your Gmail and get a daily briefing of what matters. SideKick reads your inbox, identifies emails that need your attention, and drafts thoughtful responses you can send with one tap.
Connect WhatsApp and SideKick summarizes your conversations, highlights messages that need replies, and cross-references them with your email and calendar to give you the full picture.
Wake up to a notification that tells you everything you need to know: emails needing replies, overdue reminders, today's meetings, weather at each location, and follow-ups you might have forgotten.
SideKick makes real phone calls on your behalf. Restaurant reservations, appointment scheduling, follow-ups, and business inquiries are handled by a natural-sounding voice assistant that represents you professionally.
Call SideKick from any phone and talk naturally. Ask about your schedule, check the weather, search the web, dictate emails, or manage your reminders — all by voice while you drive, walk, or cook.
SideKick connects dots that you would miss. It notices that the contractor you emailed also texted you on WhatsApp, your reminder to call them is overdue, and the cheapest quote expires Friday. Then it tells you what to do about it.
Your Apple Calendar and Reminders feed directly into the AI. SideKick knows when you are free, what you need to do today, and which reminders you have been putting off. It nudges you at the right time, not at random.
Your data is encrypted in transit and at rest. Personal information is tokenized before reaching any AI model. You control exactly which accounts are connected, and you can disconnect at any time with one tap.
Built with SwiftUI for a fast, beautiful experience on every iPhone and iPad. Voice support, background notifications, and one-tap actions make it feel like a natural extension of your phone.
From healthcare to hospitality, SideKick360 adapts to how your business communicates.
Handle inbound reservation requests and make outbound confirmations. Natural voice AI delivers a premium guest experience.
Scale outbound prospecting with AI agents that qualify leads, book meetings, and update your CRM automatically.
Respond to property inquiries instantly. Schedule showings, collect buyer requirements, and follow up with leads 24/7.
Automate routine account inquiries and verification calls while maintaining strict data protection standards.
Resolve common support tickets via voice or chat. Escalate complex issues to human agents with full context preserved.
No implementation team. No six-month rollout. Just download, configure, and go.
Get SideKick360 from the App Store. Create your account and connect your business number in under 60 seconds.
Set up call scripts, routing rules, and AI behavior. Industry templates get you started in minutes, not months.
Start handling calls immediately. Monitor everything in real-time and scale as your team grows.
Every piece of personal data is tokenized before it reaches any AI model. Your customers' information never leaves your infrastructure.
Phone numbers, emails, names, and addresses are replaced with anonymous tokens before being sent to any AI service.
Real values are substituted back entirely on your infrastructure. The AI never sees actual personal data.
Token-to-value mappings exist only for the duration of a call and are immediately deleted when the session ends.
Tokenization applies consistently across OpenAI, ElevenLabs, Twilio, and any future AI provider in the pipeline.
Real values never leave your infrastructure
And actually talk to the humans behind the product. Start free, upgrade when you're ready. Call us if you get stuck — we'll pick up.
No credit card required · Free plan available · Cancel anytime · Free concierge setup