Pricing for an AI-ready office operating system —
Automation.
Delegation.
Systemization.
AI Integration.
WINWINI combines a customized software stack, AI receptionist, office automation, base AI agents, human service professionals, and implementation support into one operating system for your business.
The price is higher than a single-purpose app because WINWINI is not just a login. It gives your employees, AI agents, and WINWINI service professionals the same system, context, tools, communication options, and processes to work from.
Have any questions? Ask Winnie, our AI guide — pricing, setup, fit, and how WINWINI works. No signup required.
Core platform packages start at $195/month. Included capacity, usage-based costs, and managed infrastructure expectations are explained below.
Starting at $195/month
A bundled foundation for small businesses that want people, AI, and office processes working from the same operational system.
- Answer calls
- Outbound calls
- Integrated with your business data
- 200 minutes included, $0.15/minute after that
- Five base AI agents, create more as needed
- Deeply integrated with your business data, Read and update database records
- Able to make calls, send texts, emails and create tasks
- Instant, professional back office (or overflow) support
- Human receptionist/admin/bookeeping, human in the loop AI processes.
- Uses same OfficeOS desktop application, Process Builder, AI agents, and communication tools as your team
- 90 minutes included, $0.30/minute after that
- Put your entire company on a process D.I.E.T.
- Easily Design, Implement, Enforce and Track processes in office and field
- For humans and AI agents (AI really needs prcesses...it can't search your brain)
- AI customizes your WINWINI software stack
- A fully customizable Web App, OfficeOS desktop application, Process Builder, and full suite of field apps
- Ready from day one, but fully customizable
- Fully managed private environment for your business
Have any questions?
Ask Winnie, our AI guide. She knows WINWINI inside and out — pricing, setup, fit, and how it works for businesses like yours. No signup required.
Additional usage, infrastructure, communication costs, and implementation options are explained below.
WINWINI is all your business needs to run smoothly...now and in the future.
WINWINI gives your business an operating layer: software, AI agents, office automation, human service support, communication tools, complete business process management for the office and the field, and implementation guidance.
If your business can't run without you...it's not really a business, certainly not one that can scale, be sold or passed on. Because without you, it has no value. and with you, it is limited by your personal capacity.
Most small businesses are still running on people.
The owner remembers the details. The office person knows where things are. The crew leader has the latest text. The CRM has some information. The spreadsheet has some more. The rest lives in conversations, memory, and interruptions.
- ×AI can answer take messages and answer basic questions, but it cannot reliably act inside the business.
- ×Employees waste time hunting for context, asking for updates, and recreating the same information.
- ×Work depends too much on whoever happens to know what is going on.
- ×There are no processes, everone does things differently, leading to chaos and lack of control.
Larger companies run on systems.
Large companies get more leverage from both people and AI because their work already flows through systems: shared data, defined processes, task ownership, permissions, communication history, and operational rules.
Their AI has somewhere to work. It can access data, follow workflows, use tools, update records, create tasks, and hand work to people when judgment is required.
WINWINI brings that kind of operational infrastructure to small businesses — at a small-business price.
Humans and AI work from the same playbook.
WINWINI gives your employees, AI agents, and WINWINI service professionals access to the same business context, the same tools, and the same repeatable processes.
Your employees
Your team gets tasks with the information, notes, customer records, job context, communication tools, and next steps needed to complete the work correctly.
AI agents
AI agents can answer calls, help with follow-up, draft messages, summarize activity, create tasks, update records, and work inside the processes you define.
WINWINI service professionals
When human help is needed, WINWINI service professionals do not work from the outside like a disconnected answering service. They work inside the same WINWINI infrastructure, using the same apps, following the same processes, and seeing the same context as your team.
The value is not just software, AI, or human help.
The value is that all three operate inside one connected system. The work can move from AI to a human, from a human to a service professional, or from a process to an owner — without losing the thread.
Everyone doing the work — human or AI — should have what they need, when they need it.
What the base monthly package includes.
The base package is designed to give a small business the core operating layer needed to start building a process-driven, AI-operable office — without turning the owner into an IT department.
Included in the core platform package
Customized WINWINI software environment
A private operational platform configured around your company, users, services, customers, and workflows.
OfficeOS and process tools
Tasks, customer and job context, communication tools, repeatable workflows, and office process automation.
AI receptionist
Includes up to 200 AI voice minutes per month for call answering and customer interaction. Additional voice time is billed at $0.15/minute.
WINWINI service professionals
Includes up to 90 minutes per month of human service support inside your WINWINI workflows. Additional time is billed at $0.30/minute.
Base AI agents
Five base AI agents for lead follow-up, admin help, task preparation, customer updates, and workflow assistance — plus Personal and Email assistants integrated with your customers, jobs, tasks, and process data.
5 million AI tokens included
Covers ordinary non-voice AI work such as summaries, task help, drafts, customer updates, and process-related AI actions. Usage is tracked in your WINWINI billing dashboard. Additional tokens are billed at $3 per 1M tokens.
Managed private server footprint
A typical small-business server allowance — about $25/month of hosting with 50 GB storage and 2 TB monthly transfer. For most businesses, AI token usage grows before server size does.
Twilio phone & SMS setup
WINWINI uses Twilio to power calling and SMS inside the platform. Basic setup for one company phone/SMS line is included. Additional numbers, routing, forwarding, or advanced phone setup may require extra setup or usage fees.
What may vary month to month.
Every business uses communication, AI voice, human support, and server resources differently. The base price stays clear by separating predictable platform access from variable usage.
Additional AI tokens
The base package includes 5 million AI tokens per month. Usage above that is billed at $3 per 1M tokens.
Additional AI voice or human service time
Usage above the included limits is generally billed at $0.15/minute for AI voice and $0.30/minute for most WINWINI service professional work.
Managed infrastructure and communication costs
The base server allowance — about $25/month of managed hosting with 50 GB storage and 2 TB transfer — is enough for most small businesses. Twilio calling/SMS and unusually heavy storage or traffic needs are billed separately based on actual use.
Larger implementation or customization
Deeper integrations, complex migrations, advanced process design, or field operations setup may be quoted separately.
Managed private environment
WINWINI runs in a private managed environment for your business. The base server allowance — roughly a $25/month cloud-server footprint with 50 GB storage and 2 TB monthly transfer — is more than enough for most small businesses. Larger or higher-volume companies may need more, but that is the exception, not the rule.
Source code remains proprietary
Customers receive a configured WINWINI environment, not the WINWINI source code. We manage deployment, updates, integrations, and infrastructure so your business does not have to become an IT shop.
Built to be clear, not unlimited
The goal is to keep the base package understandable while making higher-volume usage fair. For most businesses, the included server footprint is plenty. You pay more when your business uses more AI tokens, AI voice, human service time, or communications — not because ordinary hosting suddenly became expensive.
Start your WINWINI subscription.
Choose your initial implementation setup, then continue to secure checkout. Implementation details can be refined as your launch plan takes shape.
Core platform at $195/month
Your recurring subscription includes the operating system your team, AI agents, and WINWINI service professionals work from.
- ✓Customized WINWINI software environment
- ✓OfficeOS, Process Builder, and office automation tools
- ✓AI receptionist with 200 included voice minutes
- ✓Base AI agents integrated with your business data
- ✓WINWINI service professional support (90 minutes included)
- ✓Guided launch implementation support
- ✓5 million AI tokens included for ordinary business work
Usage above included limits, infrastructure, and communication costs are billed separately and explained above.
Processes that create work automatically.
WINWINI is not just software your team logs into. It is a process engine that can create work automatically when something needs to happen.
A process can be triggered by a database event, a website form, a calendar schedule, a specific day of the week or month, or a business rule you define.
Nobody has to remember.
WINWINI creates the task, attaches the context, provides the tools, and routes the work to an employee, AI agent, or WINWINI service professional.
Open job follow-up
Automatically create tasks to contact open jobs twice a week, with the customer, job, notes, and communication tools included.
Review requests
When a job is marked complete, WINWINI can trigger the review workflow: call, text, email, reminder, or human follow-up.
Website lead response
When someone fills out a form, WINWINI can create the lead task, attach the record, assign the follow-up, and start the process.
Human or AI execution
Tasks can be assigned to your employees, WINWINI service professionals, AI agents, or a hybrid workflow depending on what the work requires.
You are not paying for another app. You are paying for repeatable office work to happen without the owner manually remembering, assigning, and chasing every step.
Turn AI from advice into execution.
These agents are not meant to be random chatbots. They are designed to operate inside your WINWINI platform with access to approved tools, business context, and defined workflows.
The exact configuration can evolve as your processes mature.
AI Receptionist
Handles calls, identifies customers, gathers details, answers known questions, and creates follow-up.
AI Lead Follow-Up Agent
Responds to new leads, collects missing information, and keeps follow-up from slipping.
AI Task Assistant
Helps draft notes, summarize work, prepare replies, and move tasks through processes.
AI Customer Update Agent
Prepares customer texts, emails, and updates based on job or office context.
AI Admin Assistant
Supports internal admin work such as data organization, summaries, reminders, and task preparation.
Erica: AI Implementation Assistant
Interviews you about your business so WINWINI can be configured around your real operations.
What WINWINI Service Professionals can help with
AI where speed matters. Humans where judgment matters.
WINWINI Service Professionals are not a disconnected answering service. They work inside your process system, with the same context, tasks, tools, and workflows your internal team uses.
Because WINWINI is integrated with Twilio, service professionals can call or text customers directly from the task itself, with the relevant customer, job, notes, and next steps already in front of them.
That makes it possible to use human help by the minute, without creating another silo your owner has to manage.
The real cost usually does not show up as a line item.
It shows up as missed work, slower growth, owner exhaustion, and AI tools that still need a human to do the actual operating.
One missed lead can cost more than a month of WINWINI.
If phones are missed, follow-ups slip, or leads sit too long, the loss is often invisible until it shows up as slower growth.
One owner bottleneck can limit the whole company.
When every task, decision, reminder, and customer issue runs through the owner, growth turns into more interruptions instead of more freedom.
One system gives humans and AI a place to work.
AI gets more useful when it can access context, follow rules, use tools, update records, and hand work to humans when judgment matters.
Simple base price. Clear variable costs.
The base package covers the starting point for most small businesses. Usage-based AI voice, service professional time, Twilio, server resources, and advanced implementation needs are separated so low-volume customers are not subsidizing high-volume usage.
AI voice
Includes up to 200 AI voice minutes per month. Additional AI voice time is billed at $0.15/minute.
Human services
Includes up to 90 minutes of WINWINI service professional support. Additional service professional time is billed at $0.30/minute.
AI tokens
Includes 5 million AI tokens per month for text-based AI work across the platform. Additional usage is billed at $3 per 1M tokens.
Twilio calling and SMS
Calling and SMS usage is billed separately based on actual usage. Twilio costs are usually small at first, but can grow with call volume, SMS volume, and AI reception usage.
Server and infrastructure
Each business runs in a managed private environment sized for a typical small-business server allowance — about $25/month of hosting with 50 GB storage and 2 TB monthly transfer. That is enough headroom for most companies. Extra storage or a larger environment is available if you ever need it, but most growth shows up in AI usage long before server limits do.
Implementation boundaries
Guided launch setup is part of the core package. Larger data migrations, complex integrations, advanced customization, or field operations setup may require a separate implementation quote.
No source code handoff
WINWINI is a managed proprietary platform. Customers receive a configured business environment, not the underlying source code.
Field Operations Suite: estimating, project management console, mobile apps, and granular field task generation are available as a separate package for businesses that need office-to-field production control.
Common pricing questions.
Is this a software subscription?
Partly, but that is the wrong way to think about it. WINWINI includes software, AI agents, service professionals, implementation support, operating processes, office automation, and managed infrastructure. The goal is to give your business an operational foundation, not just another login.
Do we get the WINWINI source code?
No. WINWINI remains proprietary, and customers do not receive the source code. What your business gets is a fully managed WINWINI installation running as your business software, on your server, with your own enterprise-level database. But we fully manage the technical infrastructure.
That means the system is not a generic, frozen software subscription. It is fully functional from day one, so you can use it exactly as it comes, make small adjustments, or customize it more deeply .
The reason this is practical now is simple: AI-assisted development has changed the economics of custom software. Changes that would have been slow, expensive, and difficult just a couple of years ago can now be made much faster and much more affordably.
Why are server and Twilio costs separate?
Server and Twilio costs are separated so the $195/month subscription stays predictable. The base server allowance — about $25/month of managed hosting with 50 GB storage and 2 TB transfer — covers most small businesses comfortably. Twilio and unusually heavy usage are billed based on actual use. In practice, AI token usage is usually what grows first as a business gets more value from the platform.
Can I use my own employees instead of WINWINI service professionals?
Yes. WINWINI is designed for your team, our service professionals, AI agents, or a hybrid of all three. The important part is that everyone works inside the same system and follows the same processes.
Why is pricing not just per user?
Because WINWINI is not just access to software. It includes AI voice capacity, service professional minutes, implementation guidance, base AI agents, office automation, a customized operational platform, and a managed environment.
Stop buying tools. Build an operating system.
WINWINI gives humans and AI the structure, context, processes, and tools they need to help your business run more consistently.
Have any questions?
Ask Winnie, our AI guide. She knows WINWINI inside and out — pricing, setup, fit, and how it works for businesses like yours. No signup required.