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Founder Fundamentals EP 08: Customer Psychology: Why People Buy, Stay & Pay with Talitha McCloskey

This week鈥檚 Founder Fundamentals session unpacked one of the most powerful yet overlooked drivers of startup success: understanding why customers behave the way they do. The session, Customer Psychology: Why People Buy, Stay & Pay, was led by 鈥 Senior Manager of Impact Partnerships & Government Relations at , co-founder of , community builder, strategist, and a champion of empathy-driven marketing. Through storytelling, lived experience, and deeply practical frameworks, Talitha demonstrated how customer psychology isn鈥檛 just a marketing tactic 鈥 it鈥檚 a competitive advantage. From why customers hide online, to how to talk to them without bias, to why every founder needs to think like a curious five-year-old, this was a session full of moments founders can apply immediately.

Close-up of a credit card payment being processed at a POS terminal.

Why Customer Psychology Matters More Than Ever

Talitha opened with a simple but transformative truth: every brand interaction is emotional, and every emotional experience shapes a customer鈥檚 decision to buy, return, or disappear.

To demonstrate this, she invited participants to reflect on a recent brand experience 鈥 one where they felt recognized, valued, or deeply frustrated. This exercise highlighted a core insight: brands win not by being the cheapest, but by being the most human.

And the data backs it up:

  • 88% of customers say experience matters as much as the product itself.
  • Only 3% of companies are truly customer-obsessed.
  • To compete today, empathy and personal relevance matter more than pricing or features.

Customers expect responsiveness, personalization, and genuine connection 鈥 and they can sense when it鈥檚 missing.

The Challenge: Customers Are Hiding

According to Talitha, today鈥檚 customers are harder to reach than ever for two key reasons:

1. Customers are actively avoiding traditional marketing.

People are leaving platforms like Meta due to privacy concerns and mental fatigue. Tracking is limited, ads are ignored, and inboxes are saturated.

2. Customers are moving into 鈥渄ark social.鈥

These are private, untrackable spaces like:

  • DMs
  • WhatsApp
  • Discord
  • Slack
  • Email forwarding

Much of your marketing impact happens here 鈥 but platforms classify these as direct traffic, making attribution nearly impossible.

This makes one thing clear: to understand your customers, you can鈥檛 rely on algorithms 鈥 you need real conversations.

The Power of Talking to Your Customers

Talitha reminded founders that while we all know we should talk to customers, very few of us do it consistently 鈥 mostly because it's awkward, uncomfortable, or time-consuming.

But that discomfort is exactly where the competitive advantage lies.

Why customer conversations matter:

  • They uncover real behavior, not assumptions.
  • They reveal emotional motivations that data can鈥檛 show.
  • They expose friction points you didn鈥檛 know existed.
  • They clarify what customers truly value 鈥 not what they say they value.

鈥淚f you鈥檙e the only one actually listening, you win.鈥 鈥 Talitha McCloskey


Three Keys to Getting Customers to Engage With You

Talitha outlined three ways founders can encourage people to participate in interviews or share feedback:

1. Ego - Validate their expertise

Make customers feel valued for their knowledge and experience. People love to help when their insights matter.

2. Ego - Early Adoption 鈥 Give early access.

Offer beta testing, previews, or first looks at new features. Make participation feel exciting and meaningful.

2. Exclusives 鈥 Provide rewards that can鈥檛 be bought.

Instead of generic gift cards, offer something truly special 鈥 e.g., a strategy session, a behind-the-scenes experience, or community perks.

These incentives transform conversations from 鈥渁 favor鈥 into 鈥渁 valuable exchange.鈥


Applying Customer Psychology to Your Startup

Throughout the session, Talitha emphasized that customer understanding is not a one-time activity 鈥 it鈥檚 an ongoing practice that shapes:

  • Your product
  • Your messaging
  • Your positioning
  • Your retention strategy
  • Your community-building
  • Your customer experience

She encouraged founders to bring 鈥渢oddler energy鈥 into their customer work 鈥 meaning more curiosity, fewer assumptions, and the courage to ask 鈥渨hy?鈥 repeatedly.

By the end of the session, founders walked away with a clear, actionable framework for weaving customer psychology into every part of their business. Understanding customer psychology isn鈥檛 just about improving sales. It鈥檚 about building relationships that last 鈥 and creating brands people genuinely care about

About Founder Fundamentals

is a 12-week workshop series hosted by  and and powered by designed to equip you with essential entrepreneurial skills. Attend 9+ workshops to earn a Certificate of Completion and take the first step toward entrepreneurial success!

About the Speakers

is a relationship builder, advocate, and community champion dedicated to creating spaces where people can thrive. As Co-Founder of and a Strategic Consultant at , she empowers others to dream big and achieve more. She also serves on boards and committees with organizations such as the YWCA and Venture for Canada, all while balancing life as a freelance writer, partner to Mitch, and devoted mom to her sons. Her work is driven by a belief in connection, compassion, and the collective strength of community.