TEACHFun Productive Learning

Bob Sails: Make Your Business AI-Ready (Without Losing Your Mind)

A structured curriculum for solopreneurs and scaling business operators who want to sail into the age of AI with confidence. Baby steps to the boat and strap yourself to the mast.

  • Deploy 3 automations within 30 days
  • Save $15K+ on avoided tech mistakes in year one
  • Build systems your future AI agents can actually use

Built for Solo Sailors and Scrappy Crews

Solopreneurs & Freelancers

Who are the marketing team, ops team, and tech team—all at once

Service and Agency Owners

Who want clean pipelines, cleaner data, and automations that actually reflect reality and accelerate process.

Ops-Minded Founders

Who know their next bottleneck isn't more leads—it's systems, documentation, and smart automation so you can scale with agents.

If you've ever thought, "AI sounds great, but my business is too messy for that right now," this is exactly for you.

Strap Yourself to the Mast. Sail Into the Age of AI.

Most business owners feel the shift: AI is everywhere… but your information is nowhere.

It's in Google Drive, inboxes, text threads, random spreadsheets, and that one Notion page you swore you'd "come back to later."

Bob Sails is a free, practical curriculum that helps you:

  • Clarify what your business does and for whom
  • Clean up how information flows through your organization
  • Design systems and workflows that AI agents can plug into without breaking everything

This isn't "prompt hacks." It's how to architect your business so AI becomes a force multiplier—not another shiny distraction.

Preview the Modules

Inside the Bob Sails Curriculum

17 modules available

Module 1: Define Your Purpose
Module 1: Mission & Vision - Preview
45 min
Foundation

Charting Your Course: Mission & Vision for the Solo Sailor

mission
vision
golden-circle
Module 2: Define Your Offer
Module 2: Discovering Your Winning Product - Preview
45 min
Foundation

Find real customer pains, craft a sharp value proposition, and validate fast.

value-prop
vpc
lean-startup
Module 3: Build Your Brand System
Module 3: Customer Journey & Offer Design - Preview
60 min
Foundation

Map your customer journey, design offers that meet intent, and align messaging across every stage.

customer-journey
offer-design
aida
Module 4: Know Your Customers
Module 4: Messaging & Copywriting for Conversion - Preview
60 min
Foundation

Turn your value proposition into clear, consistent messages and high-converting copy across pages, emails, and ads.

messaging
copywriting
conversion
Module 5: Personalize Your Outreach
Module 5: Landing Page & Simple Funnel - Preview
75 min
Foundation

Turn your message into a high‑clarity landing page, capture leads, and run a simple welcome funnel.

landing-page
funnel
automation
Module 6: Validate Your Market
Module 6: Content & Channel Strategy (30‑Day Growth Plan) - Preview
75 min
Growth

Pick the right channels, build a 30‑day content engine, personalize with your CRM, and measure what matters.

content-engine
channel-strategy
personalization
Module 7: Measure What Matters
Module 7: PMF Signals & Experiment Design - Preview
75 min
Growth

Measure what matters (PMF signals), run small experiments, and make confident persevere/pivot calls.

pmf
experiments
retention
Module 8: Choose Your Business Model
Module 8: Customer Retention & Advocacy Systems - Preview
75 min
Growth

Design retention loops, measure loyalty (NPS + churn), and build advocacy through community and referral programs.

retention
advocacy
nps
Module 9: Master Social Media
Module 11: Pricing, Unit Economics & Cashflow - Preview
75 min
Growth

Design value-based pricing, check unit economics (LTV, CAC, margins), and model runway so you scale with confidence.

pricing
unit-economics
cashflow
Module 10: Set Up Your Business Hub
Module 12: Sales Playbook — Pipeline, Discovery, Demos & Proposals - Preview
75 min
Growth

Install a simple, ethical sales system: qualification → discovery → demo → proposal → close, plus a lightweight partner/referral motion.

sales
pipeline
discovery
Module 11: Make Smarter Decisions
Module 17: Business Process Inventory & Operating Manual Index - Preview
60 min
Growth

Catalog every core process, assign owners, and publish an Operating Manual index that links all specs.

process-inventory
operating-manual
governance
Module 12: Define Your Customer Journey
Module 19: CRM Lifecycle & Data Contract - Preview
75 min
Growth

Define lifecycle stages with entry/exit criteria, a clean data dictionary, enforceable data contracts, automations, dedupe rules, consent basis, and QA checks.

crm
lifecycle
data-contract
Module 13: Build Your Weekly Rhythm
Module 20: Sales Pipeline & Stage SLAs - Preview
75 min
Growth

Define clear pipeline stages with observable exit criteria, set stage SLAs (speed-to-lead, follow-up rhythm), select a qualification model, and align stages to forecast categories.

sales-pipeline
sla
qualification
Module 14: Delegate Without Chaos
Module 21: Customer Onboarding & Welcome Pack - Preview
60 min
Growth

A clear, 30-day onboarding that delivers first value fast: timeline, checklist, welcome pack, ‘Definition of Done’, risks, and metrics.

onboarding
welcome-pack
ttv
Module 15: Deliver Consistently
Module 22: Delivery & Fulfillment — SOP + QA Checklist - Preview
75 min
Growth

Publish a simple, auditable delivery process: start/stop, steps, acceptance criteria vs. Definition of Done, QA checklist, change/rework rules, and clean hand-offs.

delivery
fulfillment
qa
Module 16: Grow Through Referrals
Module 24: Wind in the Sails — Referrals, Partnerships, and Repeatable Growth Loops - Preview
75 min
Growth

Retention keeps the boat afloat; referrals and partnerships catch wind. In this module, you’ll design a practical referral system (who asks whom, when, and why), set up a partner playbook, and build tracking that doesn’t require a spreadsheet PhD. You’ll map your referral loop, write scripts you can actually send, set up automation in your CRM, and connect your outcomes to real revenue so you can scale what works.

referrals
partnerships
growth-loops
Module 17: Close More Deals
Module 25: Close the Loop — Sales Discovery, Qualification, and Confident Closing - Preview
75 min
Growth

Referrals and partnerships bring warm introductions—but you still have to convert. In this module, you’ll build a sales operating system: discovery that uncovers real pain, qualification that protects your time, a proposal format that reduces confusion, and a follow-up cadence that feels human (not desperate). You’ll translate it all into a pipeline in your CRM, automate reminders and next steps, and define the metrics that keep you improving week over week.

sales
discovery-call
qualification
Pragmatic Project Based Learning

From Vision → Systems → AI Agents

1

Set Your Course (Mission, Vision, Offers)

Articulate a mission and vision that actually guide decisions. Use simple frameworks to design offers and value propositions that fit real customer needs.

2

Know Your People & Your Market

Segment your audience and build buyer personas. Validate demand with lean experiments, surveys, and AI-assisted research. Find and iterate toward product-market fit using simple, repeatable tests.

3

Design an AI-Ready Business Model

Mix revenue models (subscription, one-time, micro-SaaS, affiliate) without losing operational sanity. Use ERPs or CRMs and similar tools to centralize data so AI can see the whole picture. (We'll show you low cost, affordable, and scalable options.

4

Blueprint Your Systems & Information Flows

Map your key domains (sales, delivery, support, finance). Turn messy reality into clean process maps and technical diagrams. Create a "source of truth" that your future AI agents can safely act on.

5

Automate, Then Add Intelligence

Build practical automations with n8n that connect your site, CRM, ERP, and communication channels. Use GoHighLevel as your external brain for leads, follow-ups, and campaigns. Layer in AI + LLMs for content, support, and decision support once the pipes are clean.

6

Make AI Your Force Multiplier

Learn the basics of generative AI and LLMs in plain English. Practice prompt design as process design—so AI shows up as a useful teammate, not a toy. Build simple exercises where AI generates marketing assets from structured forms and checklists you design.

AI Is Only as Smart as the Systems You Give It

Most people start with, "What prompts should I use?"

Bob Sails starts with, "What does my business need AI to see, understand, and do?"

By the end of the curriculum you'll have:

  • Clear mission, offers, and audience definitions for your models to condition on
  • Clean(er) processes, pipelines, and data structures that AI agents can plug into
  • Automations and workflows that AI can augment instead of accidentally break

You're not just learning AI—you're architecting an AI-ready company.

Each module is built to be:

Short Lessons. Concrete Outputs. No Fluff.

Bite-sized

Most core sessions are in the 10–20 minute range, plus walkthroughs and templates.

Applied

Every lesson ends in a real artifact: a canvas, a map, a workflow, or a snippet of automation you can actually use.

Stackable

You don't have to "finish the course" before you get value. Implement as you go: one canvas, one process, one automation at a time.

What you get when you join:
  • Full access to all Bob Sails modules
  • Downloadable worksheets, forms, and prompt templates
  • Example workflows for n8n, GoHighLevel, and AI tools

Want to talk through this?

Schedule a quick call or send a note — we'll point you to the right next step.