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The AI Automation Graveyard (Why Most Projects Die After Launch)

If your automation hasn't been updated in 90 days, it's probably broken. Alane and Micah dive deep into why automation is actually software and what that means for your business. They reveal why most automation failures aren't due to poor building—they fail because people stop maintaining them. Learn why starting small beats building "maintenance monsters," how API changes and model updates break workflows faster than ever, and why the business case still makes sense even with ongoing maintenance costs. This episode will completely shift how you think about automation in your business.

If your automation hasn't been updated in 90 days, it's probably broken. In this episode, Micah and Alane reveal why most automation and AI projects fail after launch, and it's not because they were built poorly.

Discover why automation requires ongoing maintenance just like software, how API changes and platform updates can break your workflows overnight, and why the "build it and forget it" mentality creates what we call a "maintenance monster."

In this episode, you'll learn:

• Why automation is software (and what that means for your business)
• How fast tech changes are breaking automations every 90 days
• The real cost of ignoring updates and maintenance
• Why small automation projects beat massive workflows every time
• How to avoid creating a maintenance monster in your business
• The business case for automation vs. manual processes
• Real examples of automation failures (like creating 150 proposals by accident)

Whether you're using n8n, Make, Zapier, or building AI agents, this episode will change how you think about automation maintenance, updates, and long-term success.

Topics covered: automation maintenance, AI agents, workflow automation, API updates, software development, busi

Learn More about our AI Agent + RAG Cohort:

Not sure how to get started with AI? Join our 4-week AI Agent Development Cohort, where you’ll build real AI agents and automation. No technical background required.

The March 2 cohort is filling fast. Save your spot and sign up today.

Disclosure: Some links are affiliate links, meaning we may earn a commission at no extra cost to you. Thanks for supporting the podcast!

For more information, visit our website at biggestgoal.ai.

Upcoming Cohorts & Workshops:

• Build AI Agents + RAG
• Build Scalable Systems
• Leadership Team AI Workshop

Enjoy our Free Tools:

• Free Asana, ClickUp, or Monday.com Selector Tool
• Get 25 Free Custom Automation Ideas for your Business
• Process Mapping course

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Is the “one-person business” really the dream or just burnout disguised as freedom?

In this episode, the conversation takes a hard look at the rise of solo-operator culture, AI agents, and automation hype. While headlines promise total freedom through one-person businesses powered by AI, the reality is far more complex and often lonelier.

This discussion breaks down why running everything yourself isn’t scalable, sustainable, or fulfilling, even with AI and automation. You’ll hear why AI agents are only as effective as the human expertise behind them, and why generic automation can’t replace strategy, judgment, or nuanced decision-making.

Key topics covered in this episode:

• Why the one-person business model is often misunderstood
• The hidden cost of being the expert in marketing, sales, ops, and tech
• How AI and automation actually fit into real businesses today
• Why AI agents still require human expertise, oversight, and instruction
• The difference between eliminating busy work vs. eliminating people
• How small, focused teams outperform solo operators long-term
• Using AI to support experts, not replace them

Instead of chasing the idea of doing everything alone, this episode makes the case for building tight, trusted teams supported by AI, where automation removes tedious work and humans focus on strategy, creativity, and growth.

If you’re exploring AI agents, workflow automation, or questioning whether “doing it all yourself” is really the goal, this episode will help reset expectations and give you a more realistic path forward.

Learn More about our AI Agent + RAG Cohort:

Not sure how to get started with AI? Join our 4-week AI Agent Development Cohort, where you’ll build real AI agents and automation. No technical background required.

The March 2 cohort is filling fast. Save your spot and sign up today.

Disclosure: Some links are affiliate links, meaning we may earn a commission at no extra cost to you. Thanks for supporting the podcast!

For more information, visit our website at biggestgoal.ai.

Upcoming Cohorts & Workshops:

• Build AI Agents + RAG
• Build Scalable Systems
• Leadership Team AI Workshop

Enjoy our Free Tools:

• Free Asana, ClickUp, or Monday.com Selector Tool
• Get 25 Free Custom Automation Ideas for your Business
• Process Mapping course

Connect with Us:

• Join our Community
• Follow us on LinkedIn
• Subscribe to our YouTube channel

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Software needs to talk to each other, that's the foundation of all business automation. In this episode, Alane and Micah break down the three critical ways platforms communicate and why understanding these basics determines whether your business stays competitive or gets stuck in manual mode.

What You'll Learn:

• APIs: When you need to ask for something (get customer data, create invoices, update records)
• Webhooks: When you're listening for something to happen (payment received, form submitted)
• MCPs: The AI version designed specifically for agents and task delegation

Key Insights:

• Why "Does it have an API?" should be your first question about any software
• How to spot automation-friendly tools before committing to subscriptions
• Real workarounds when your current software doesn't play well with others
• Using AI to research API capabilities without diving into developer docs

This episode gives you the knowledge to make smarter software decisions and understand why some integrations work seamlessly while others leave you copying data manually between platforms.

Learn More about our AI Agent + RAG Cohort:

Not sure how to get started with AI? Join our 4-week AI Agent Development Cohort, where you’ll build real AI agents and automation. No technical background required.

The March 2 cohort is filling fast. Save your spot and sign up today.

Disclosure: Some links are affiliate links, meaning we may earn a commission at no extra cost to you. Thanks for supporting the podcast!

For more information, visit our website at biggestgoal.ai.

Upcoming Cohorts & Workshops:

• Build AI Agents + RAG
• Build Scalable Systems
• Leadership Team AI Workshop

Enjoy our Free Tools:

• Free Asana, ClickUp, or Monday.com Selector Tool
• Get 25 Free Custom Automation Ideas for your Business
• Process Mapping course

Connect with Us:

• Join our Community
• Follow us on LinkedIn
• Subscribe to our YouTube channel

Send a text

Planning season hits different when you realize that a packed plan isn't ambitious, it's confused. Alane and Micah share the uncomfortable truth about their 2026 planning process: they deleted over 50% of their goals, and it was the smartest move they've made all year.

What You'll Learn:

• Why focusing on everything means accomplishing nothing
• The exact 3-meeting process they used to refine their annual plan
• How ClickUp's annotate feature revolutionized their team collaboration
• Why goal ownership changes everything about execution
• The weekly accountability system that prevents roadblocks from becoming disasters

Tools Mentioned:

• ClickUp (project management and goal tracking)
• Gamma.app (presentation software)

This episode is raw, honest, and packed with actionable insights for anyone feeling overwhelmed by their business goals. Sometimes the most ambitious thing you can do is say no to good ideas so you can say yes to great ones.

Learn More about our AI Agent + RAG Cohort:

Not sure how to get started with AI? Join our 4-week AI Agent Development Cohort, where you’ll build real AI agents and automation. No technical background required.

The March 2 cohort is filling fast. Save your spot and sign up today.

Disclosure: Some links are affiliate links, meaning we may earn a commission at no extra cost to you. Thanks for supporting the podcast!

For more information, visit our website at biggestgoal.ai.

Upcoming Cohorts & Workshops:

• Build AI Agents + RAG
• Build Scalable Systems
• Leadership Team AI Workshop

Enjoy our Free Tools:

• Free Asana, ClickUp, or Monday.com Selector Tool
• Get 25 Free Custom Automation Ideas for your Business
• Process Mapping course

Connect with Us:

• Join our Community
• Follow us on LinkedIn
• Subscribe to our YouTube channel

Send a text

Most founders don't fail when trying to sell their company—they fail years earlier by becoming the only person who knows how everything works. In this episode, Alane and Micah explore what it really takes to build an exit-ready business, from documenting processes to leveraging AI for knowledge capture. They introduce the "No Yeah Buts" test and discuss how to transition from being an essential founder to an optional owner who has real choices about their future.

Learn More about our AI Agent + RAG Cohort:

Not sure how to get started with AI? Join our 4-week AI Agent Development Cohort, where you’ll build real AI agents and automation. No technical background required.

The March 2 cohort is filling fast. Save your spot and sign up today.

Disclosure: Some links are affiliate links, meaning we may earn a commission at no extra cost to you. Thanks for supporting the podcast!

For more information, visit our website at biggestgoal.ai.

Upcoming Cohorts & Workshops:

• Build AI Agents + RAG
• Build Scalable Systems
• Leadership Team AI Workshop

Enjoy our Free Tools:

• Free Asana, ClickUp, or Monday.com Selector Tool
• Get 25 Free Custom Automation Ideas for your Business
• Process Mapping course

Connect with Us:

• Join our Community
• Follow us on LinkedIn
• Subscribe to our YouTube channel

Send a text

If your AI agents and automations don't work with your project management system like ClickUp, Asana, or Monday, you're still operating in chaos. Alane and Micah break down the game-changing AI automations they've built that integrate seamlessly with ClickUp.

Key Topics Covered:

• 75% Workload Reduction: How they transformed podcast production from manual ChatGPT prompting to fully automated workflows
• Smart Error Monitoring: AI agents that intelligently update existing tasks and escalate issues when needed
• Email Triage Automation: Support emails automatically create tasks in the right client projects
• 10-Second Client Onboarding: Complete project setup that happens automatically when deals close in their CRM

The core insight: The difference between using AI tools and building AI systems is integration with your work management hub. This episode reveals how to stop treating your project management system like a glorified to-do list and start making it the center of your automated operations.

Learn More about our AI Agent + RAG Cohort:

Not sure how to get started with AI? Join our 4-week AI Agent Development Cohort, where you’ll build real AI agents and automation. No technical background required.

The March 2 cohort is filling fast. Save your spot and sign up today.

Disclosure: Some links are affiliate links, meaning we may earn a commission at no extra cost to you. Thanks for supporting the podcast!

For more information, visit our website at biggestgoal.ai.

Upcoming Cohorts & Workshops:

• Build AI Agents + RAG
• Build Scalable Systems
• Leadership Team AI Workshop

Enjoy our Free Tools:

• Free Asana, ClickUp, or Monday.com Selector Tool
• Get 25 Free Custom Automation Ideas for your Business
• Process Mapping course

Connect with Us:

• Join our Community
• Follow us on LinkedIn
• Subscribe to our YouTube channel

Send us a text

Alane and Micah break down one of their favorite “unfair advantage” tools right now: Gamma.app — the AI-powered way to create slide decks, one-pagers, and client-facing docs without being a designer.

Alane shares how she’s using Gamma.app to turn a simple recording + transcript into a polished “next steps” one-sheet for clients—fast, reusable, and easy to edit. Micah shares how he used Gamma.app (plus voice-to-text) to crank out a ClickUp Masterclass one-pager in minutes, including layout, screenshots, and pricing—without the painful back-and-forth that used to take weeks.

If you’ve ever felt stuck because you’re not a designer, or you’ve avoided creating decks because they take too long, this episode is your permission slip: this is the new normal.

Tools Mentioned (hyperlinked)

• Gamma.app
  – AI slide decks, docs, one-pagers, and simple web pages
• Lovable
  – AI app and landing-page builder (more developer-oriented)
• MacWhisper
  – Voice-to-text transcription for fast prompting

Disclosure: Some links are affiliate links, meaning we may earn a commission at no extra cost to you. Thanks for supporting the podcast!

For more information, visit our website at biggestgoal.ai.

Upcoming Cohorts & Workshops:

• Build AI Agents + RAG
• Build Scalable Systems
• Leadership Team AI Workshop

Enjoy our Free Tools:

• Free Asana, ClickUp, or Monday.com Selector Tool
• Get 25 Free Custom Automation Ideas for your Business
• Process Mapping course

Connect with Us:

• Join our Community
• Follow us on LinkedIn
• Subscribe to our YouTube channel

Send a text

When you’re building AI and automation for clients, the tech is the easy part — explaining what you built is where things bog down. In this episode, Micah and Beau walk through the internal “Tech Doc Agent” they built to turn messy JSON workflows into clean, 7-part client-ready documentation in minutes instead of hours.

They break down how Beau translated real client questions into a repeatable structure, how Micah turned that into a minimal viable agent (MVA), and why starting simple (not “perfectly automated”) is the real unlock. You’ll hear how this one agent now saves hours of back-and-forth with developers, makes Beau more confident on client calls, and doubles as a training tool for future projects.

In this episode, you’ll learn:

• How to turn recurring client questions into a structured template an AI agent can follow
• Why “minimal viable agent” (MVA) beats over-engineered automation every time
• How to keep documentation consistent across workflows without dragging devs into every revision
• A practical way to use agents to support client services, not replace them
• How agents let your experts focus on strategy and relationships, not copy-pasting between tools

Perfect for: founders, ops leads, and client-facing PMs who are constantly explaining “how it all works” and want an agent to handle the grunt work.

Learn More about our AI Agent + RAG Cohort:

Not sure how to get started with AI? Join our 4-week AI Agent Development Cohort, where you’ll build real AI agents and automation. No technical background required.

The March 2 cohort is filling fast. Save your spot and sign up today.

Disclosure: Some links are affiliate links, meaning we may earn a commission at no extra cost to you. Thanks for supporting the podcast!

For more information, visit our website at biggestgoal.ai.

Upcoming Cohorts & Workshops:

• Build AI Agents + RAG
• Build Scalable Systems
• Leadership Team AI Workshop

Enjoy our Free Tools:

• Free Asana, ClickUp, or Monday.com Selector Tool
• Get 25 Free Custom Automation Ideas for your Business
• Process Mapping course

Connect with Us:

• Join our Community
• Follow us on LinkedIn
• Subscribe to our YouTube channel