Ask Ledo LLC — Building Calm Intelligence
The AI That Works Quietly.
The Company That Thinks Long.
Ask Ledo is building a new category of AI — one that replaces noise with clarity, starting with CRM and expanding into every system that competes for your attention. Three phases. One philosophy. Calm intelligence.
Florida LLC · Founded 2024 · Revenue-generating · AI-first from day one
33 Million Small Businesses. Almost None Have an Intelligent CRM.
The CRM market is worth $89 billion globally and growing at 14% annually. But it's fundamentally broken for small businesses.
On one end: Salesforce and HubSpot charge $150+ per user per month, require weeks of onboarding, and hide their AI features behind enterprise tiers. On the other: lightweight tools like Pipedrive offer zero built-in intelligence.
The companies calling themselves "AI CRM" have bolted chatbots onto traditional databases. The AI can answer questions about your data. It can't operate the CRM. It can't build your pipeline through conversation. It can't research a lead and brief you before a meeting without being asked.
That's not AI-first. That's AI-adjacent.
Ask Ledo exists to close that gap — starting with small businesses and expanding outward.
The Calm Operator
Every app wants your attention. Every tool sends notifications. Every dashboard is a wall of charts competing for your eyes. The result is exhaustion. You spend your day managing your tools instead of doing your work.
We built Ledo to be different. An AI that shows up when it's useful and stays quiet when it's not. One that surfaces the single thing you need to focus on right now, instead of dumping every possible insight on your screen.
The Calm Operator isn't about doing less. It's about doing the right things, at the right time, with quiet confidence.
This philosophy isn't a feature. It's the architecture. And it scales across every product we build.
LeadMachine: The AI CRM That Actually Gets Small Business
LeadMachine is live, generating revenue, and serving small businesses across four segments: Shopify merchants, WordPress and Webflow site owners, small sales teams (1–25 people), and solo consultants and coaches.
At the core is Ledo, an AI assistant that operates the CRM rather than sitting on top of it. Ledo enriches leads automatically, builds sales pipelines through conversation, prepares meeting briefs, and coaches users daily based on their actual pipeline data.
Users interact with Ledo through web, mobile PWA, or SMS. The entire platform costs $58/month flat — every AI feature included, no per-seat upsells, no hidden tiers.
LeadMachine: The AI CRM That Actually Gets Small Business
LeadMachine is live, generating revenue, and serving small businesses across four segments: Shopify merchants, WordPress and Webflow site owners, small sales teams (1–25 people), and solo consultants and coaches.
At the core is Ledo, an AI assistant that operates the CRM rather than sitting on top of it. Ledo enriches leads automatically, builds sales pipelines through conversation, prepares meeting briefs, and coaches users daily based on their actual pipeline data.
Users interact with Ledo through web, mobile PWA, or SMS. The entire platform costs $58/month flat — every AI feature included, no per-seat upsells, no hidden tiers.
Ledo Everywhere: Calm Intelligence as a Service
Everything we're building into Ledo — the enrichment engine, the conversational interface, the calm intelligence layer — none of it is fundamentally limited to our CRM. The architecture is designed to be decoupled.
Phase two makes Ledo available as an embeddable AI layer for any platform. A full SDK with the Calm Operator philosophy built in. White-label options for agencies. A plugin ecosystem that connects Ledo to the tools teams already use.
An agency building client sites on Webflow embeds Ledo's lead intelligence into their dashboards. A sales coaching platform integrates Ledo's pipeline analysis into their training tools. A Shopify app developer adds customer insights without building an AI team from scratch.
The revenue model expands from subscriptions to licensing and usage-based fees. The impact multiplies from thousands of businesses to millions.
Ledo Everywhere: Calm Intelligence as a Service
Everything we're building into Ledo — the enrichment engine, the conversational interface, the calm intelligence layer — none of it is fundamentally limited to our CRM. The architecture is designed to be decoupled.
Phase two makes Ledo available as an embeddable AI layer for any platform. A full SDK with the Calm Operator philosophy built in. White-label options for agencies. A plugin ecosystem that connects Ledo to the tools teams already use.
An agency building client sites on Webflow embeds Ledo's lead intelligence into their dashboards. A sales coaching platform integrates Ledo's pipeline analysis into their training tools. A Shopify app developer adds customer insights without building an AI team from scratch.
The revenue model expands from subscriptions to licensing and usage-based fees. The impact multiplies from thousands of businesses to millions.
Still Work: Ambient Intelligence for Everyday Life
If the Calm Operator philosophy works for sales — and we believe it does — why stop there?
The same overwhelm that plagues CRM users plagues everyone. Communications are chaos. Calendars are noise. Smart homes are actually pretty dumb. We spend hours every day on coordination that an intelligent, calm AI could handle quietly in the background.
Still Work takes Ledo's core philosophy beyond business into everyday life. Communications management that handles the noise so you can focus on conversations that matter. Smart home integration that optimizes around your actual patterns. Life administration — scheduling, reminders, financial nudges — handled with quiet competence.
The name is intentional. It's a double meaning. The AI is still working — always on, always optimizing. And the experience is still — like calm water. No chaos. Just a day that flows a little better than yesterday.
Still Work: Ambient Intelligence for Everyday Life
If the Calm Operator philosophy works for sales — and we believe it does — why stop there?
The same overwhelm that plagues CRM users plagues everyone. Communications are chaos. Calendars are noise. Smart homes are actually pretty dumb. We spend hours every day on coordination that an intelligent, calm AI could handle quietly in the background.
Still Work takes Ledo's core philosophy beyond business into everyday life. Communications management that handles the noise so you can focus on conversations that matter. Smart home integration that optimizes around your actual patterns. Life administration — scheduling, reminders, financial nudges — handled with quiet competence.
The name is intentional. It's a double meaning. The AI is still working — always on, always optimizing. And the experience is still — like calm water. No chaos. Just a day that flows a little better than yesterday.
The AI Moment for Small Business CRM
We're Not Competing on Features. We're Defining a Category.
Enterprise CRMs (Salesforce, HubSpot) own the large business market but are overengineered and overpriced for small teams. Lightweight tools (Pipedrive, Monday) serve small businesses but offer zero AI intelligence. The "AI CRM" space is populated by incumbents who bolted chatbots onto legacy architectures.
Ask Ledo is building AI-first from the ground up. Every architectural decision assumes AI is the interface, not the add-on. That's not something incumbents can bolt on. It's a foundation.
| Salesforce / HubSpot | Pipedrive / Monday | "AI CRM" incumbents | LeadMachine | |
|---|---|---|---|---|
| AI architecture | Add-on (premium tier) | None | Bolted-on chatbot | AI-first foundation |
| Small business fit | Poor (complex, expensive) | Good (simple, limited) | Moderate | Purpose-built |
| Pricing | $150+/user/mo | $15–50/user/mo | Varies | $58/mo flat, all-in |
| Platform potential | Ecosystem lock-in | None | Limited | SDK + white-label roadmap |
| Philosophy | Feature volume | Simplicity | AI as marketing | Calm intelligence |
Salesforce / HubSpot
- AI architecture
- Add-on (premium tier)
- Small business fit
- Poor (complex, expensive)
- Pricing
- $150+/user/mo
- Platform potential
- Ecosystem lock-in
- Philosophy
- Feature volume
Pipedrive / Monday
- AI architecture
- None
- Small business fit
- Good (simple, limited)
- Pricing
- $15–50/user/mo
- Platform potential
- None
- Philosophy
- Simplicity
"AI CRM" incumbents
- AI architecture
- Bolted-on chatbot
- Small business fit
- Moderate
- Pricing
- Varies
- Platform potential
- Limited
- Philosophy
- AI as marketing
LeadMachine
- AI architecture
- AI-first foundation
- Small business fit
- Purpose-built
- Pricing
- $58/mo flat, all-in
- Platform potential
- SDK + white-label roadmap
- Philosophy
- Calm intelligence
Built by People Who Got Tired of Their Own CRM
Jay Thornton
Co-Founder
“I spent years watching small business owners struggle with tools built for companies ten times their size. Mike and I built LeadMachine because we needed it ourselves. The Calm Operator philosophy didn't come from a whiteboard session. It came from frustration with every notification, every dashboard, every tool that created more work than it eliminated. We're building the AI we wanted someone else to build first.”
Mike Fraser
Co-Founder
“My background is in the real work of running small operations — the kind where you don't have a sales ops team to configure your CRM and you don't have time to learn a new tool every quarter. LeadMachine is built for that reality. Ledo should feel like a competent teammate, not another piece of software demanding your attention.”
One Conversation. A Complete Pipeline.
When a new user opens Deal Flow, they don't face a blank configuration screen. Ledo asks one question: “Tell me about your sales process.” Thirty seconds of conversation replaces thirty minutes of setup. That's what AI-first actually means.
Works With the Tools Your Customers Already Use
Early. Intentional. Growing.
The Future of AI Isn't Louder. It's Calmer.
Ask Ledo is building calm intelligence — starting with the CRM that 33 million small businesses need, expanding into an embeddable AI platform, and ultimately delivering ambient intelligence for everyday life.
We're looking for investors and partners who believe the best AI isn't the loudest AI.
Jay Thornton · jay@leadmachine.fyi · jaythornton000.com
Mike Fraser · mike@leadmachine.fyi · pintsforksfriends.com