81. Why You’re Not Getting Hired (and What to Do Instead) with Ior Oliveros

Kendall Berg dives into why the hiring process is fundamentally broken—with first-time founder Ior Oliveiros offering a bold fix. As the founder of Acasa IO, Ior is on a mission to dismantle the outdated, resume-obsessed systems that keep qualified candidates (especially immigrants) locked out of meaningful work.

Kendall and Ior talk about how hiring still takes 4-6 weeks for every role, why cultural fit and transparency are make-or-break, and how Acasa IO is betting on application cards and matching algorithms to change everything.

Ior shares the honest reality of shifting from corporate to startup life—including the emotional rollercoaster of launching a company with no capital, the chaos of early team dynamics, and why building culture is harder than writing code. He explains how Acasa IO eliminates traditional resumes, empowers users to schedule their own interviews, and adds a public review system for accountability on both sides. Think LinkedIn meets Tinder—with a dash of radical honesty.

In this episode, we discuss:

• Why is the hiring process so slow and inefficient?
• What’s broken about resumes—and what should replace them?
• How do you maintain team culture as a first-time founder?
• What’s the best way to validate your startup idea before launching?
• How can small companies compete with big brands when hiring?

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That Career Coach

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