top of page

Premortem Of My AI Product Manager Role At A Fast-Growing Tech Startup

  • Writer: Harshal
    Harshal
  • Sep 26
  • 4 min read

Possible Failure Causes In My New Role And Mitigation Strategies

I want to prepare for possible mistakes in my new role as AI Product Manager at n8n. This document explains where I might fail and how I plan to avoid those failures. Some parts are purposely vague, but they have a 1-1 mapping with my internal premortem doc.

TL; DR

I might fail if I am seen as the expert instead of the learner, if I cannot master n8n fast enough, if remote work limits my influence, or if I avoid communication and disagreements. I might also fail if I cannot manage ambiguity, balance work and life, or depend too much on delegation.

With clear mitigations, I aim to reduce these risks and build trust in my role.

I spent 45 minutes writing this. You need 3 minutes to read this.

Time travel from the past to my future AI PM self’s shoes.
Time travel from the past to my future AI PM self’s shoes.

Related:

1. AI Expertise Expectations

I might fail if colleagues expect me to be the company’s foremost AI expert. The field moves fast, and I might fall behind. If others share new information before me, my credibility might drop.

Mitigation:

  • Set expectations clearly.

  • Use curated sources to reduce the gap.

2. Limited Experience with n8n

If colleagues expect me to already know n8n in depth, I might fail. I am new, and I might make mistakes. At times, I might look unprepared or less capable.

Mitigation:

3. Remote Work Hurdles

I might fail because I work remotely while many decisions happen elsewhere. I might be excluded from crucial conversations and lose influence.

Mitigation:

  • Strengthen async communication.

  • Share my inputs in writing.

  • Build connections across locations.

4. Cross-Functional Collaboration

I might fail if I do not manage relationships and expectations across teams. Misalignment might reduce my influence and weaken delivery.

Engineering: I might fail if I miss the technical context or involve engineering in the wrong way in problem discovery. 

Design: I might fail if I engage too little or too much, or at the wrong time for problem discovery.

Sales: I might fail if I do not balance protecting the roadmap with supporting opportunities.

Upper Management: I might fail if I misjudge how to communicate or align with their goals.

Mitigation:

  • Work with a mentor or coach outside the company.

5. Taking Over IC Responsibilities from Product Executive

I might fail because a senior Product management executive owned the product features I will own. If I change direction, colleagues might see me as reversing higher-up decisions. If I choose not to change direction when there is product debt, I might set the product up for failure. Both paths create a risk of conflict and loss of credibility.

Mitigation:

  • Be methodical when proposing changes.

  • Frame adjustments as building on his work rather than discarding it.

  • Find a paid PM mentor or coach beyond n8n.

6. Stepping into Big Shoes

I might fail because I am stepping into the shoes of someone with a much deeper context. I look less competent in comparison.

Mitigation:

  • Learn quickly and document context.

  • Show progress where fresh perspective helps.

7. Handling Ambiguity and Chaos

I might fail if I wait too long for structure or complete data before making decisions. I might slow down when speed is needed.

Mitigation:

  • Decide faster with incomplete information.

  • Set temporary rules and adjust later.

  • Balance structure with agility.

8. Avoiding Disagreements

I might fail if I avoid disagreements. I hesitate to push back when needed.

Mitigation:

  • Remember that constructive debate improves decisions.

9. Seeking Work-Life Balance

I might fail if I cannot manage the heavy demands of Product Management. If I underinvest, I might not absorb enough context. If I overinvest, I might burn out. Both paths lead to failure.

Mitigation:

  • Choose which personal commitments to drop.

  • Use tools and delegation to stay efficient.

  • Simplify routines to create more space.

 three-legged stool of socials, wellness, and career with emphasis using bold bright colors on career
three-legged stool of socials, wellness, and career with emphasis using bold bright colors on career

10. Delegation To Freelancers Prohibited

I’ve built a skill to delegate tasks to freelancers and speed up my work, but that may not be an option. I might fail if I face longer hours or slower delivery. 

Mitigation:

  • Find alternatives, including GenAI tools, as they are acceptable to the startup.

Next Steps

I plan to share more starting notes from before I joined, focusing on my personal thoughts rather than internal details. I will also outline a 90-day plan, explore how to set myself up for success, and reflect on my earlier company research.

Related:


bottom of page