TABLE OF CONTENTS
IntroductionThe Siren Song of AI AutomationThe Rabbit Hole Reality Check: Time vs. ValueThe Most Important Question: Is This Automation a Priority Right Now?Fundamentals First: Aligning AI with Your Values (and Joy)Creating Guardrails: Using AI IntentionallyEmbracing the Learning Curve (With Grace)
The promise of Artificial Intelligence, especially in the realm of automation, is undeniably seductive for entrepreneurs. Imagine an AI assistant reading industry news and sending you a daily digest, transforming your videos into a complete content system, or onboarding new clients while you sleep. The potential to "buy back our time" feels limitless, and tools like Claude, Gemini, and ChatGPT are eager to suggest workflows that could revolutionize our businesses.
But here's the truth I tumbled into headfirst down a recent rabbit hole: the pursuit of automation can quickly become a distraction from the very fundamentals that make a business successful. Just because you can automate something with AI doesn't mean you should.
This post is a reflection on my own journey through the automation hype and a guide for fellow solopreneurs on how to use AI strategically, without losing sight of your priorities, your values, or even the joy in your work.
It often starts with a simple question: "How can AI help me save time?" Ask any capable AI assistant, and you'll get a list of impressive-sounding automations, potentially including things like:
- AI Intelligence Digest: Automatically scanning industry news feeds and delivering a summarized brief to your inbox.
- Content Repurposing Engine: Taking a single piece of content (like a video) and auto-generating blog posts, newsletters, and social media updates.
- Client Onboarding Flow: Triggering welcome emails, scheduling links, and project setups automatically when a new client is tagged.
- Proactive Content Planning: Generating weekly content ideas and drafts based on your goals.
- Audience Segmentation: Automatically tagging email subscribers based on their engagement patterns.
- Social Curation Bot: Monitoring specific accounts and drafting posts with your commentary.
These sound amazing, right? Like a virtual team working tirelessly in the background. And the tools exist – platforms like n8n (a more technical, often self-hosted Zapier alternative) or Make allow you to build sophisticated workflows. The temptation to dive in and automate everything is strong.
My first foray into building one of these suggested automations – the AI Intelligence Digest using n8n – quickly turned into a multi-hour saga involving self-hosting platforms (like Railway), debugging workflows, and wrestling with technical details. While n8n can be cheaper than Zapier in terms of subscription fees, the hidden cost is often your own time, especially if you're not already technically inclined.
This experience slammed the brakes on my automation frenzy and forced me to confront a crucial lesson: The time spent setting up and troubleshooting an automation needs to be weighed against the actual time saved and the value of the task being automated.
This led back to a fundamental business principle that's easy to forget amidst the AI excitement:
It seems obvious, but in the face of dazzling AI capabilities, we often skip this step. Before diving into building any automation, ask yourself:
- Does this solve a real bottleneck? Is this task genuinely consuming significant time or causing major friction in my business?
- Is this the best use of my time? Could the hours spent building this automation be better invested in revenue-generating activities, client work, or strategic planning?
- Does automating this align with my values and enjoyment? This is the one we often overlook.
My reflection on the automation list revealed something important. Take the "AI Intelligence Digest." While seemingly efficient, the manual process of reading newsletters, curating content, and sipping my coffee is something I genuinely enjoy. It's my modern-day equivalent of reading the Sunday paper. Why would I automate away a part of my day that brings me calm and inspiration?
Similarly, as a solopreneur who loves having zero employees or contractors right now, I realized some automations were trying to replicate a team I don't currently want or need. My business structure is a conscious choice. While I might need help eventually, my priority isn't to build complex systems for a hypothetical future team; it's to streamline my current workflow in ways that enhance, not replace, the parts I value.
This brought me back to core principles:
- Just because you can, doesn't mean you should. AI offers infinite possibilities, but your time and focus are finite.
- Know Thyself (and Thy Business): Be ruthlessly honest about your current needs, goals, and capacity. Don't build for a business you don't have yet.
- Protect Your Joy: Don't automate tasks you genuinely enjoy just because you can. Efficiency isn't the only metric that matters.
The AI landscape is moving faster than any technology shift we've seen. Feeling overwhelmed is normal. The key is not to get swept away but to create intentional guardrails.
- Update Your AI Context: When exploring automations (or any complex task) with AI, ensure it knows your current systems, tools, and priorities. I realized I needed to tell Claude about the Substack-to-Kit automation I already had with Make before it suggested building a new one. Using features like Claude's "Skills" or Gemini's "Gems" to store this context is crucial.
- Focus on "Just-in-Time" Learning: You don't need to master every automation tool. Learn what you need when you identify a high-priority problem that automation can genuinely solve better than your current process.
- Schedule "Play Time": It's okay to explore and experiment – that's how we learn! But timebox it. Give yourself permission to go down a rabbit hole for a specific period, but then consciously pull back and evaluate if it's serving your core goals.
Especially for those of us navigating this in midlife, the beauty is having more patience and grace for the process. Every experiment, even one that leads to a dead end or a buggy automation, is a learning opportunity. It's not wasted time; it's R&D.
As long as your explorations don't derail your core business activities, allow yourself the fun of discovery. Some rabbit holes will be fruitful; others won't. That's okay. The fundamentals of your business – serving your audience, creating value, managing your finances – remain the constant anchor.
Everything about how we do business online is changing. Give yourself grace. Enjoy the journey, prioritize ruthlessly, and remember that AI is a tool to serve your vision, not the other way around.
AI strategy for creators who build with soul. No hype... just what actually works.

Helping entrepreneurs navigate AI with intention and human-first strategy.

If you've been following my journey into "vibe coding," you know I'm always on the lookout for tools that make bringing ideas to life faster and more intuitive. While I've had success with other platforms, a new tool recently caught my eye and has completely changed the game for me.

I had a conversation with a friend last week who said something that will sound familiar to many entrepreneurs: "I keep creating these beautiful PDFs and checklists, but I never hear from people after they download them. It's like they vanish into the ether." This is a problem many of us face.

I've been building with AI for months now, sharing my journey, and having an absolute blast doing it. And apparently, that makes some people uncomfortable.