Your Most Capable Colleague. Always On. Always Working.
Not a chatbot. Not a template. A managed AI operations assistant — trained on your processes, connected to your tools, and getting smarter every week.
Meet Bryn
What She Can Do
Nothing comes pre-programmed. Every assistant is designed and configured specifically for your team during onboarding. Here's a sample of what's possible.
Choose the name. Set the tone — professional, casual, or somewhere in between. Want it to be warm and encouraging? Blunt and no-nonsense? You decide. It's not a generic chatbot voice — it's a personality designed for how your team actually communicates.
Start every day with calendar, tasks, and priorities delivered to Slack
Action items proposed with owners and priorities within 30 minutes
Weekly, monthly, or quarterly — pulled from your data, formatted, delivered
Writes in your voice with context from recent work. Review and send.
Create, assign, and track tasks in natural language
Daily estimates, monthly reports, budget alerts
Keeps your knowledge base current as processes change
Collects status from team members, summarizes for leadership
Tracks commitments from conversations, nudges when deadlines approach
Ask questions about your data across any connected system
Schedule coordination, conflict detection, prep materials
Research, form fills, data lookups — anything you'd do in a browser
Draft thank-you letters, track touchpoints, flag lapsed donors
Track deadlines, prep applications, compile reporting data
Assemble agendas, financials, and program updates automatically
Track metrics, generate dashboards, compile for funders
Scheduling, communication, hours tracking
Query your Salesforce or donor database in plain English
Compile giving stats, program metrics, and highlights
Post-event thank-yous, surveys, and task creation
Route and draft responses to prospective student questions
Coordinate schedules, detect conflicts, notify faculty
Track action items across faculty meetings and committees
Compile evidence, track standards, prep self-study materials
Track funnel metrics, flag trends, generate reports
Track outreach, coordinate events, segment communications
Monitor spending, generate reports, flag variances
Logistics tracking, vendor communication, promotion
Automated checklists, welcome sequences, setup tracking
Prep invoices, send reminders, track receivables
Draft from templates with project-specific context
Compile status reports from your project management tools
CRM updates, follow-up sequences, pipeline monitoring
Document management, renewal alerts, audit preparation
Track contracts, renewals, and communications
Query QuickBooks or your accounting system conversationally
AI Agent
Bryn is a full AI agent — she makes calls, answers calls, schedules appointments, and routes requests. Just like a real team member sitting at the front desk.
Appointment confirmations, follow-up calls, check-ins, and outreach — Bryn calls on your behalf and reports back with a full summary.
24/7 receptionist, after-hours support, and FAQ handling. Bryn picks up, understands the caller's needs, and handles or routes the call appropriately.
Books directly into your calendar during a call or chat. Sends confirmations, handles rescheduling, and reminds both parties before the meeting.
Triages incoming calls and messages to the right person or department. Captures details, assigns priority, and follows up until resolved.
Try It Now
Chat with her right here, or enter your phone number and she'll call or text you. Yes, really.
Ask her anything about what she can do for your organization. She's right here, ready to talk.
Enter your phone number and she'll call you right now for a live voice demo.
US numbers only. Your number won't be stored.
Pick up your phone — she's excited to chat.
Enter your number and she'll text you. Have a real conversation, right from your phone.
US numbers only. Your number won't be stored.
Check your messages — she's ready to chat.
Click any tool to see what Bryn can do with it
Ask questions in plain English and get answers from your books instantly:
Universal Connectivity
Your assistant runs on its own dedicated Mac — a full computer with a browser, file system, and unrestricted access. If your tool has an API or a web interface, your assistant can work with it.
Proactive, Not Reactive
Other AI assistants sit idle until you type something. Your Datawake assistant runs 24/7 — scheduling jobs, surfacing information before you ask, and keeping your operations moving while you sleep.
Morning briefings, weekly reports, monthly billing tasks, nightly data syncs — all running on schedule without you lifting a finger.
Before your 2pm meeting, she links the relevant documents, pulls the latest data, and reminds you of open action items — without being asked.
Budget thresholds, overdue invoices, missed follow-ups, stale tasks — your assistant watches for problems and flags them before they become emergencies.
The Learning Advantage
Most AI tools are static — they work the same on day 100 as day 1. Your assistant learns continuously.
Say “we don't do it that way” once. The assistant remembers. No support ticket, no configuration change.
Over weeks and months, it learns your communication style, priorities, naming conventions, and quirks.
Need a new report, workflow, or integration? Datawake builds and deploys it — typically in days, not development cycles. Your support hours cover it.
Your assistant learns your preferences from conversation, but new skill sets, processes, and integrations are always implemented by our team — ensuring quality and security.
Handles morning briefings, basic task creation, and hours tracking. Knows your tools, learning your preferences.
Knows your team's working styles. Anticipates needs. Drafts are 90% right on the first try. Rarely needs correction.
Institutional knowledge retained. Routine operations handled independently. Only escalates genuine edge cases.
How It Works
It starts with a conversation. We learn your workflows, build your assistant, and support you as it grows.
A 1-hour discovery session where we map your workflows, tools, and pain points. You get a custom statement of work with scope, timeline, and pricing — no commitment required.
Datawake builds your agents on dedicated infrastructure, connects your tools, configures personalities and skills, and tests everything. Average onboarding: ~$4,000 for one agent, ~$7,000 for three.
Your assistant gets smarter every week. Five included support hours per month cover refinements, new workflows, and expanding to additional team members.
Security First
Security isn't a feature we added. It's the architecture we built everything on.
Every person is individually allowlisted. Random people in your Slack workspace can't interact with her. Period.
Not a shared server. Not a container. A complete, dedicated virtual Mac for your organization alone. All data, files, and systems are isolated to your machine.
It proposes, you approve. Emails get reviewed. Tasks get confirmed. Sensitive actions never happen without your sign-off.
Every action logged. Every conversation recorded. Every configuration change version-controlled. Complete transparency.
Search indexing and memory run locally on your instance. Your data is never sent to a third-party service for processing.
One command stops everything. Your data stays intact. No lock-in, no data held hostage, no exit fees.
Why We Built This
"Smart, runs everything behind the scenes, keeps the whole organization on track. The name fit perfectly."
When Datawake started building AI assistants for clients, we already had one of our own. We named her Joan — after Joan Holloway from Mad Men. Calm under pressure. Knows where everything is. Makes the whole organization run smoother just by being there.
Joan has been running Datawake's operations since 2025. She handles our morning briefings, tracks our hours, follows up on every client meeting, and knows our systems better than most people do. She's not a demo. She's how we actually work.
When we turned this into a product, we wanted to call it Joan. Turns out that name belongs to someone else's trademark.
So meet Bryn. Different name, same idea — a dedicated AI team member that actually knows how your organization works, because ours has been doing exactly that, every single day, for over a year.
The product is named Bryn. The original is still called Joan. We're okay with that.
Your AI Team
Every agent has its own personality, skills, security boundaries, and memory. Start with one. Add more as you grow.
Every deployment
Your primary interactive assistant. Handles daily tasks, conversations, meeting follow-up, email triage, task management, and everything your team asks for day-to-day.
Recommended
Runs quietly in the background. Monitors credential health, verifies integrations, audits access, logs every action, and checks backups. Alerts you only when something needs attention.
As you grow
Handles scheduled reports, analytics, hours tracking, and batch processing. Generates board packages, weekly updates, financial summaries, and recurring deliverables on autopilot.
Each agent runs in its own isolated workspace with its own memory, skills, and security rules. They can coordinate with each other when needed, but stay strictly separated otherwise. Your whole team can talk to any agent — adding people to an agent’s access list is always free.
Pricing
One flat monthly rate per agent. No per-message fees. No per-seat charges. Add as many team members as you want.
| Configuration | Monthly Cost |
|---|---|
| 1 agent (Operations) | $3,500/mo |
| Additional agents (2–3) | +$1,500/agent/mo |
| Additional agents (4–5) | +$1,200/agent/mo |
| 6+ agents | Contact us |
| Annual contract | 20% off |
| Add-ons & Overages | |
| Additional support hours | $205/hr |
| AI usage overage | At cost |
5 hours per month included with your first agent. Each additional agent adds 2 hours per month. Unused hours roll over for up to 2 months (max 2 months banked). Need more? Additional hours are available at $205/hr.
Example: 3 agents (ops + security + reporting) = $6,500/mo (9 support hrs) • Annual: $5,200/mo • AI usage: $60/agent included
Average onboarding: ~$4,000 for a single-agent deployment, ~$7,000 for a 3-agent setup. Final pricing depends on workflow complexity, number of integrations, and how many specialized agents you need. Your whole team uses the agents — no extra cost per person.
How many hours per week does your team spend on status updates, hours tracking, meeting follow-up, and data entry between systems? At even $40/hr, 10 hours/week costs $2,000/month — and that's just the labor. Your AI team works 24/7, never takes PTO, and gets faster over time. And everyone on your team can use it — no extra charge per person.
Sound Familiar?
These are the problems we hear from every small business and nonprofit we talk to. Not hypotheticals — the real stuff keeping you up at night.
Follow-ups don't happen. Donor thank-yous arrive late. Grant deadlines sneak up. Client deliverables slip. Nobody's full-time job is making sure nothing gets missed — so things get missed.
Small business owners spend 15–30 hours a week on admin — scheduling, email, data entry, invoicing, reporting. The strategic work that grows the org? There's never time left for it.
ChatGPT is great — when you have time to open it and write a prompt. But the people who need AI most are the ones with the least time to interact with it. The tool just sits there, waiting.
Decisions get made. Then nothing happens. Action items from meetings vanish. The CRM doesn't get updated. The onboarding email doesn't go out. The boring middle between a decision and a result is where work stalls.
The obvious fix is hiring an operations manager or executive assistant. But at $50–80K, that's not in the budget for most small businesses and nonprofits. The work just doesn't get done.
Expiring contracts. Declining donor retention. A client who's gone quiet. A budget that's tracking over. Nobody has the bandwidth to watch for problems — so you only find out when it's a crisis.
Questions
Early Access
This product is currently in a limited private rollout. Sign up to get notified when it opens for general availability — and to receive updates along the way.
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Partner Preview
As a Datawake partner, you get early access to the AI assistant — at a pilot rate, with hands-on setup from the team that already knows your operations.
Schedule a Conversation with Dustin