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Boss Milestones 101Ep 3 49 min September 2025

Onboarding or Hazing? Surviving Your First 90 Days

New job jitters? Onboarding isn't just paperwork — it's where the hidden red flags (and endless training videos) show up.

About this episode

The first 90 days at a new job are supposed to be the honeymoon phase. But for a lot of people, they're also when the cracks start showing — if you know what to look for.

In this episode, Kiana and Tara dive into the often confusing — and sometimes deceptive — process of onboarding. They break down what onboarding really entails, the different types of onboarding, and how to spot early red flags in a company's culture.

From disorganised processes and bait-and-switch job descriptions to unrealistic workloads and managers who ignore your boundaries — this episode gives you the tools to evaluate whether the job is actually what they sold you.

Because the way a company onboards you is one of the clearest signals of how they'll treat you long term.

Key Takeaways

  • 1

    The different types of onboarding and what each one signals about a company

  • 2

    Why the first 90 days are a trial period for both you and the employer

  • 3

    Red flags to watch: no role clarity, high turnover, disorganised processes

  • 4

    How to use onboarding to build allies and assess long-term fit

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