Custom AI Assistants & Chatbots
Give your business its own AI.
Not a generic chatbot that sounds like everyone else's. A custom AI assistant trained on your knowledge, your voice, and your customers' actual needs - deployed wherever your team or customers need it.
The problem
Your customers expect answers. Your team can't scale.
Every day, the same questions pile up. "What are your hours?" "Can I change my order?" "How does pricing work?" Your team answers them - again, and again, and again. Meanwhile, the questions that actually need a human get buried in the queue.
You've looked at chatbot solutions. They're either too dumb to be useful, too expensive to justify, or so generic they sound like they could be from any company on the internet. They deflect instead of solve. They frustrate instead of help.
We build AI assistants that actually know your business - because we train them on it.
What we build
AI assistants that work the way your business works.
Customer-Facing Chatbots
Deploy on your website, app, or messaging platforms. Trained on your FAQs, documentation, and product knowledge. Handles common questions 24/7, escalates to humans when needed, and actually sounds like your brand - not a robot reading a script.
Internal Knowledge Assistants
Your team shouldn't have to dig through Notion, Confluence, or a dozen Slack channels to find answers. We build AI assistants that know your internal docs, policies, and procedures - so employees get instant answers to "where's that doc?" and "what's the process for X?"
Sales & Lead Qualification Bots
Engage website visitors, qualify leads based on your actual criteria, answer product questions intelligently, and book meetings directly on your team's calendar. No more lost leads because nobody was there to respond at 2am.
Support Triage Assistants
AI that handles tier-1 support automatically - password resets, order lookups, status checks - while intelligently routing complex issues to the right human. Reduces ticket volume without reducing service quality.
Custom AI Agents
Beyond chat - AI that takes action. Book appointments, process refunds, update records, trigger workflows. We build agents that don't just answer questions but actually do things, with appropriate guardrails and human oversight built in.
How it works
From concept to deployed AI in weeks.
Discovery & Scoping
We figure out where an AI assistant makes the most impact. What questions are being asked repeatedly? What's taking up your team's time? Where are customers dropping off? We map the use case, identify the knowledge sources, and define success metrics.
Knowledge Training
We ingest your documentation, FAQs, product info, policies - whatever the AI needs to know. This isn't generic training; it's your knowledge, structured so the AI can retrieve and reason over it accurately. We fine-tune the voice and tone to match your brand.
Build & Test
We build the assistant, integrate it with your systems (CRM, helpdesk, calendar, etc.), and test it against real scenarios. You'll see a working version fast and we iterate until it handles your actual use cases correctly - not just the easy ones.
Deploy & Improve
We launch, monitor conversations, and continuously improve. Real user interactions reveal edge cases and opportunities. The assistant gets smarter over time as we refine its knowledge and capabilities based on actual usage data.
Technology
Built on the best AI, deployed wherever you need it.
We use the leading language models and build custom integrations so your AI assistant works seamlessly with your existing tools and platforms.
AI Models
Claude, GPT-4, Gemini - we choose based on your needs
Deployment
Website widget, Slack, Teams, WhatsApp, SMS, custom apps
Knowledge bases
Notion, Confluence, Google Docs, Zendesk, custom databases
Integrations
HubSpot, Salesforce, Zendesk, Intercom, Calendly, custom APIs
Analytics
Conversation logs, satisfaction scoring, topic clustering
Infrastructure
Cloud-hosted or on-premises options for security requirements
Who this is for
This is a good fit if...
- Your support or sales team answers the same questions over and over
- You've tried off-the-shelf chatbots and they feel generic or frustrating
- Customers expect 24/7 availability but you can't staff for it
- Your internal knowledge is scattered and employees waste time searching
- You want AI that actually knows your business, not just generic responses
This probably isn't the right fit if you just need a simple FAQ page, you're looking for a free plug-and-play widget, or you don't have existing documentation or knowledge to train from. We build custom solutions - if you need generic, there are cheaper options.
What clients typically see
Results after the first 90 days.
60–80%
of common questions handled automatically - no human needed for routine inquiries.
24/7
availability without staffing costs. Customers get instant answers at 3am, not a promise to respond "within 24 hours."
40%+
reduction in support ticket volume. Real issues get solved faster because the queue isn't clogged with "what's your refund policy?"
2–3x
more leads qualified and booked. An AI that responds in seconds captures visitors that bounce when nobody's around.
These are representative ranges based on typical deployments. Actual results depend on traffic, use case, and knowledge quality - we'll give you realistic projections during discovery.
FAQ
Common questions about AI assistants.
How is this different from ChatGPT or other public AI tools?
Public AI tools don't know anything about your business. They hallucinate answers, give generic advice, and can't access your data. We build AI trained specifically on your knowledge base, integrated with your systems, and designed to handle your actual use cases - with guardrails to prevent incorrect information.
What if the AI gives wrong answers?
We build in multiple safeguards: retrieval-augmented generation ensures answers come from your verified knowledge, confidence thresholds escalate uncertain queries to humans, and conversation monitoring lets us catch and fix issues quickly. The AI also knows when to say "I don't know" instead of making things up.
How long does it take to launch?
A basic customer-facing chatbot can be live in 2–3 weeks. More complex assistants with multiple integrations and custom actions typically take 4–6 weeks. We show you a working prototype early so you can test and give feedback before full deployment.
Is my data secure?
Yes. We use enterprise-grade AI providers with strong privacy commitments, data is encrypted in transit and at rest, and we can deploy on-premises or in your private cloud if you have strict security requirements. Your data isn't used to train public models.
What happens when the AI can't answer something?
Graceful escalation. The assistant hands off to a human with full conversation context, so your team doesn't start from scratch. We design the handoff flow to match your existing support processes - whether that's creating a ticket, notifying Slack, or connecting to live chat.
Stop answering the same questions twice.
Let's build an AI assistant that actually knows your business. Book a free 30-minute discovery call - we'll map out the opportunity, walk through what's possible, and give you an honest assessment of whether this makes sense for you.
Or reach out directly at hello@highground.ai