Why I Run Every Decision Through 3 AIs

I don't trust any single AI.

Not because they're bad. Because they're biased in ways you can't see until it's too late.

The Problem Nobody Talks About

Everyone's using AI now. That's not news.

What is news: most people use ONE AI and treat its output like truth.

That's dangerous.

Every AI has biases. Every AI has blind spots. Every AI wants to be helpful more than honest.

Claude will give you a perfect framework when you need a messy first draft. It over-structures everything.

ChatGPT will validate your bad ideas to keep you happy. It agrees too much.

Perplexity has real-time data but less depth. The others are working with yesterday's internet.

If you only ask one, you get one perspective dressed up as objectivity.

So I run important decisions through all three.

Not for three answers. For the disagreement.

The Three AIs I Use (And What Each Is Actually Good At)

Claude: The Strategic Thinker

Best for:

• Complex frameworks and mental models
• Long-form writing that needs structure
• Nuanced analysis where you need to see multiple angles
• Code review and debugging
• Anything requiring careful reasoning

The bias to watch: Claude over-structures everything. Ask for a quick draft and you'll get a 7-section framework with headers. Sometimes you need messy, not organized.

Claude also tends toward caution. It'll give you all the reasons something might not work. Great for risk assessment. Bad if you need a confidence boost to ship.

When I use it:

• Strategic decisions (should we pivot?)
• Document review (contracts, proposals)
• Complex coding problems
• Anything where I need the thinking to be visible

ChatGPT: The Yes-Man

Best for:

• Brainstorming and ideation
• Quick answers to simple questions
• Creative writing with a specific tone
• Explaining things simply
• When you just need to move fast

The bias to watch: ChatGPT wants you to like it. It agrees too much. It validates bad ideas instead of challenging them.

Ask ChatGPT "Is this a good idea?" and it will find reasons to say yes. Even when the answer is clearly no.

It's optimized for user satisfaction, not truth.

When I use it:

• Brainstorming (where validation is fine)
• Quick formatting or editing tasks
• Explaining concepts to non-technical people
• When I'm stuck and need momentum

Perplexity: The Researcher

Best for:

• Anything requiring current information
• Fact-checking claims
• Market research and competitive analysis
• Finding sources and citations
• "What's happening right now in X?"

The bias to watch: Perplexity has real-time data but shallower reasoning. It's great at finding information, less great at synthesizing it.

It also sometimes surfaces sources that aren't actually authoritative. Always check the citations.

When I use it:

• Market research before making decisions
• Fact-checking something Claude or ChatGPT said
• Current events and trends
• Finding specific data points

The Disagreement Is The Point

Here's the key insight:

I don't use three AIs to get three answers.

I use them to find where they disagree.

When all three say the same thing, I'm confident.

When they disagree, I've found the interesting part—the place where there's genuine uncertainty, where the answer isn't obvious, where I need to think harder.

Using one AI is like asking one friend for advice.

Using three is like putting your idea in a room where people argue.

The holes get exposed fast.

Real Example: A Pricing Decision

Last month I was deciding whether to add a $299/month tier to SimpleDirect.

I asked Claude:

"Should I add a $299 tier? Here's my current pricing, here's my audience..."

Claude gave me a structured analysis. Pros: captures more value from power users, signals enterprise readiness. Cons: might cannibalize the $99 tier, adds complexity to the pricing page. It recommended a specific rollout strategy with A/B testing.

Very thorough. Very cautious.

I asked ChatGPT:

Same question.

"Absolutely! Higher pricing tiers are a great way to capture value. Your audience sounds perfect for this. Here's how to position it..."

Zero pushback. Just enthusiasm and tactics.

I asked Perplexity:

"What's the typical pricing structure for developer tools SaaS in 2024? Examples of successful multi-tier pricing?"

Got current data: Specific companies, their pricing, how they structure tiers. Real examples, not theory.

What the disagreement revealed:

Claude was worried about cannibalization. ChatGPT wasn't worried about anything. Perplexity showed me that basically every successful dev tool has 3+ tiers.

The disagreement told me: Claude's concern about cannibalization might be overblown (the market data suggests multi-tier works), but ChatGPT's blind enthusiasm wasn't useful for finding real risks.

I added the tier. It's working.

But I wouldn't have been confident with just one perspective.

Real Example: A Content Decision

I was considering whether to start taking sponsorships.

Claude's take:

Gave me a framework. "Builder who shares vs creator who builds." Laid out the long-term trade-offs. Warned me about dependency on audience approval. Recommended against it but acknowledged the short-term revenue appeal.

ChatGPT's take:

"Sponsorships can be a great revenue stream! Here's how to do them authentically without losing your voice..." Then gave me tips for vetting sponsors.

It never told me not to do it. Just assumed I would and tried to help.

Perplexity's take:

Showed me data on creator burnout, sponsorship rates for my follower size, examples of creators who took sponsors and what happened to their engagement.

What the disagreement revealed:

Claude and Perplexity both pointed to risk. ChatGPT just wanted to help me execute.

If I'd only asked ChatGPT, I'd probably have sponsors right now. And I'd be slowly losing what makes my content work.

The disagreement saved me.

My Actual Workflow

For important decisions, here's exactly what I do:

Step 1: Start with Claude

I give Claude the full context. Everything relevant. I ask for analysis, not a recommendation.

Claude's response shows me the structure of the problem. The dimensions I should be thinking about.

Step 2: Challenge with ChatGPT

I take Claude's concerns and ask ChatGPT: "Here's a worry about X. Is this overblown?"

ChatGPT's optimism stress-tests Claude's caution. Sometimes Claude IS being too careful. ChatGPT helps me see that.

Step 3: Ground with Perplexity

I take the core question to Perplexity: "What does the data actually say about X?"

This gets me out of theory and into reality. What have other people done? What happened?

Step 4: Look for disagreement

Where do they diverge? That's where the interesting decision lives.

If all three agree, move fast.

If they disagree, slow down and think about why.

When NOT to Use This Workflow

This is for important decisions. Not for everything.

Use one AI for:

• Quick tasks (formatting, simple edits)
• Brainstorming (where quality doesn't matter yet)
• Well-defined problems with clear answers
• Anything time-sensitive where speed > accuracy

Use three AIs for:

• Strategic decisions (pricing, positioning, pivots)
• High-stakes content (anything that could go viral or damage reputation)
• Anything where being wrong is expensive
• When you notice yourself wanting validation

That last one is key. If you're asking an AI because you want to hear "yes," you should probably ask all three.

The Meta-Lesson

Every AI is trained to be helpful.

"Helpful" often means "agreeable."

Agreeable is the enemy of truth.

The only way to counteract this is to create artificial disagreement. Put multiple AIs in a room and see where they fight.

The disagreement isn't a bug. It's the feature.

It's the only way to use AI without being used by it.

The Tools

In case it's useful, here's exactly what I use:

• Claude: claude.ai (Pro subscription)
• ChatGPT: chat.openai.com (Plus subscription)
• Perplexity: perplexity.ai (Pro subscription)

Total cost: ~$60-80/month

ROI: One good decision saved or one bad decision avoided pays for a year of subscriptions.

Try It This Week

Next time you have a real decision to make:

1. Ask Claude for structured analysis
2. Ask ChatGPT to poke holes in Claude's concerns
3. Ask Perplexity what the data says
4. Look for where they disagree

That disagreement is where your actual thinking needs to happen.

The AIs won't make the decision for you.

But they'll show you where the decision actually lives.

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What's your AI workflow? Do you use multiple models or stick with one?

Reply in the comments. Curious what others have figured out.