4 Alternatives to Cold Calling Your Prospect

Patrick McFadden • December 27, 2016

Go into the new quarter strong – here are 4 things to do instead of cold calling your prospect!

Over the years I’ve listen to lots of prospects and spoken to lots of prospects.

Of late I’ve become enamored with the idea of understanding how people buy perhaps more interestingly, how and when they prefer to be contacted. This notion has led me to start experimenting with and exploring alternative prospecting activities.

The following four approaches are proven, but represent a new prospecting point of view that I intend to investigate deeply over the next few years.

1. Offer Unexpected Insights

This is huge. The reason cold calling has become passé is that it’s contacting someone you don’t know anything about and trying to sell them something they may or may not need. It’s not that it never works, but even if you get lucky, you’re skipping a critical step.

I believe that any business owner, consultant or sales person that attempts to work with an organization, regardless of size, can greatly increase the value they bring to an engagement by helping a customer or prospect deconstruct their own customer journey. Provide value-added advice and insight by researching every stage of the customer journey an organization uses to interact with and move its prospects to customers. – What do they do to create awareness, educate prospects and customers, build trust, sample their offering, convert prospects to paying clients, and generate referrals?

2. Ask for Introductions and Make Connections

We can’t say it enough, and here’s a stat to remind you: according to research by Vorsight, contacting someone when you have a second-degree connection increases conversion rates from 32% to 50% .

Thanks to social selling tools, it’s quick and easy to find out who you know in common with your prospect. Selling is an inherently social act; don’t be afraid to ask for an introduction and to return the favor by doing the same for your teammates and colleagues.

3 Keys to Asking Success

  1. The best time to ask for an introduction is when a client of yours is saying nice things about you. All you need to do to get the introduction is to then ask them how well they know ‘person x,’ and whether they feel able to give you an introduction.
  2. Provide a valuable piece of content to start the introduction. Being introduced is no guarantee that a relationship will then start to build. Therefore, you need to provide value and credibility before you actually meet. Never assume that the other person will take you up on your introduction.
  3. Instead of asking for a referral, ask for their advice. “I love working with people like you, particularly people who have x challenge. If you were in my position, what would you do to find more clients like you?”

3. Become a Resource

Though it’s not easy, the solution is simple: become an important resource to your prospects. Though modern customers can glean a lot of the information online, they still crave the insight of an expert—someone who knows the territory and stays up on the latest industry news. By providing valued insights and knowledge, you can become that trusted advisor.

Here’s a framework that forces you to get the right answers to questions that showcase why your clients and prospects should see you as an a trusted advisor.

  • What’s going on inside the company?
  • What’s happening with notable parties outside the company — competitors, suppliers, etc.?
  • Who do the buyers you’re working with report to, and/or who are the influencers in the company?
  • How does this company “keep score” metrics-wise, and how do you help them in what they do?

4. Think Like a Teacher

Spend the time you would normally be pushing through a long list of cold calls to work on a reusable presentation or piece of content to send to your prospects.

One of the fastest ways to build your reputation as an adviser and a resource is to educate though social media. In fact, your buyers are already going to social media, including LinkedIn, as they conduct their own research. Through educating best practices, you can meet them there, establishing yourself as the go-to expert when they have questions or concerns.

Educating on social media can help you to win deals at multiple stages of the buyer’s journey and is the new branding, it’s how invisible buyers come to know, like and trust you and your firm. For example, in the early “awareness” stage, when a prospect first realizes they have a problem that needs solving, you can attract them with a polished, useful profile. Later, in the “education” and “sample” stages, you can position yourself as an expert by writing and sharing insightful updates and content that’s relevant to their concerns.

When you develop a reputation for being someone who can helpful and useful, then you get invited to places where you have the opportunity to sell.

Even cold call die-hards have to admit the merits of warming up the conversation before picking up the phone. The more you can create a comfortable, organic conversation, the more successful you will be. It’s been proven time and time again—and now you have social selling tools at your disposal that make it easier than ever.

By Patrick McFadden May 2, 2025
Everyone is scaling outputs. Almost no one is scaling judgment.
By Patrick McFadden May 2, 2025
Ask anyone in tech where AI is headed, and they’ll tell you: “The next leap is reasoning.” “AI needs judgment.” “We need assistants that think, not just answer.” They’re right. But while everyone’s talking about it, almost no one is actually shipping it. So we did. We built Thinking OS™ —a system that doesn’t just help AI answer questions… It helps AI think like a strategist. It helps AI decide like an operator. It helps teams and platforms scale judgment, n ot just generate output. The Theory Isn’t New. The Implementation Is. The idea of layering strategic thinking and judgment into AI isn’t new in theory. The problem is, no one’s been able to implement it effectively at scale. Let’s look at the current landscape. 1. Big Tech Has the Muscle—But Not the Mind OpenAI / ChatGPT ✅ Strength: Best-in-class language generation ❌ Limitation: No built-in judgment or reasoning. You must provide the structure. Otherwise, it follows instructions, not strategy. Google DeepMind / Gemini ✅ Known for advanced decision-making (e.g., AlphaGo) ❌ But only in structured environments like games—not messy, real-world business scenarios. Anthropic (Claude), Meta (LLaMA), Microsoft Copilot ✅ Great at answering questions and following commands ❌ But they’re assistants, not advisors. They won’t reprioritize. They won’t challenge your assumptions. They don’t ask: “Is this the right move?” These tools are powerful—but they don’t think for outcomes the way a strategist or operator would. 2. Who’s Actually Building the Thinking Layer™? This is where it gets interesting—and thin. Startups and Indie Builders Some small teams are quietly: Creating custom GPTs that mimic how experts reason Layering in business context, priorities, and tradeoffs Embedding decision logic so AI can guide, not just execute But these efforts are: Highly manual Difficult to scale Fragmented and experimental Enterprise Experiments A few companies (Salesforce, HubSpot, and others) are exploring more “judgment-aware” AI copilots. These systems can: Flag inconsistencies Recommend next actions Occasionally surface priorities based on internal logic But most of it is still: In early R&D Custom-coded Unproven beyond narrow use cases That’s Why Thinking OS™ Is Different Instead of waiting for a lab to crack it, we built a modular thinking system that installs like infrastructure. Thinking OS™: Captures how real experts reason Embeds judgment into layers AI can use Deploys into tools like ChatGPT or enterprise systems Helps teams think together, consistently, at scale It’s not another assistant. It’s the missing layer that turns outputs into outcomes. So… Is This a New Innovation? Yes—in practice. Everyone says AI needs judgment. But judgment isn’t an idea. It’s a system. It requires: Persistent memory Contextual awareness Tradeoff evaluation Value-based decisions Strategy that evolves with goals Thinking OS™ delivers that. And unlike the R&D experiments in Big Tech, it’s built for: Operators Consultants Platform founders Growth-stage teams that need to scale decision quality, not just content creation If Someone Told You They’ve Built a Thinking + Judgment Layer™… They’ve built something only a handful of people in the world are even attempting. Because this isn’t just AI that speaks fluently. It’s AI that reasons, reflects , and chooses. And in a world that’s drowning in tools, judgment becomes the differentiator. That’s the OS We Built Thinking OS™ is not a prompt pack. It’s not a dashboard. It’s not a glorified chatbot. It’s a decision architecture you can license, embed, or deploy— To help your team, your platform, or your clients think better at scale. We’ve moved past content. We’re building cognition. Let’s talk.
By Patrick McFadden May 2, 2025
In every era of innovation, there’s a silent bottleneck—something obvious in hindsight, but elusive until the moment it clicks. In today’s AI-driven world, that bottleneck is clear: AI has speed. It has scale. But it doesn’t have judgment . It doesn’t really think . What’s Actually Missing From AI? When experts talk about the “thinking and judgment layer” as the next leap for AI, they’re calling out a hard truth: Modern AI systems are powerful pattern machines. But they’re missing the human layer—the one that reasons, weighs tradeoffs, and makes strategic decisions in context. Let’s break that down: 1. The Thinking Layer = Reasoning with Purpose This layer doesn’t just process inputs— it structures logic. It’s the ability to: Ask the right questions before acting Break down complexity into solvable parts Adjust direction mid-course when reality changes Think beyond “what was asked” to uncover “what really matters” Today’s AI responds. But it rarely reflects. Unless told exactly what to do, it won’t work through problems the way a strategist or operator would. 2. The Judgment Layer = Decision-Making in the Gray Judgment is the ability to: Prioritize what matters most Choose between imperfect options Make decisions when there’s no clear answer Apply values, experience, and vision—not just data It’s why a founder might not pursue a lucrative deal. Why a marketer might ignore the click-through rate. Why a strategist knows when the timing isn’t right. AI doesn’t do this well. Not yet. Because judgment requires more than data—it requires discernment . Why This Is the Bottleneck Holding Back AI AI can write. It can summarize. It can automate. But it still can’t: Diagnose the real problem behind the question Evaluate tradeoffs like a founder or operator would Recommend a path based on context, constraints, and conviction AI today is still reactive. It follows instructions. But it doesn’t lead. It doesn’t guide. It doesn’t own the outcome. And for those building serious systems—whether you’re running a company, launching a platform, or leading a team—this is the wall you eventually hit. That’s Why We Built Thinking OS™ We stopped waiting for AI to learn judgment on its own. Instead, we created a system that embeds it—by design. Thinking OS™ is an installable decision layer that captures how top founders, strategists, and operators think… …and makes that thinking repeatable , scalable , and usable inside teams, tools, and platforms. It’s not a framework. It’s not a chatbot. It’s not another playbook. It’s the layer that knows how to: Think through complex decisions Apply judgment when rules don’t help Guide others —human or AI—toward strategic outcomes This Is the Missing Infrastructure Thinking OS™ isn’t just about better answers. It’s about better thinking—made operational. And that’s what’s been missing in AI, consulting, leadership development, and platform design. If you’re trying to scale expertise, install judgment, or move from tactical to strategic… You don’t need a faster AI. You need a thinking layer that knows what to do—and why. We built it. Let’s talk.
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