Jakub Cichon

Questioner
DISC Type : c

Co-Founder, CTO at Fixpoint

United States

Overview

Jakub Cichon is the Co-Founder and CTO of Fixpoint, a YC-backed startup focused on automating knowledge worker hiring and building complex LLM workflows. His background includes co-founding another YC company, Supercool, and engineering leadership roles at Oscar Health, specializing in distributed search and data infrastructure. He holds a B. S. from NYU Tandon School of Engineering.

Based on his public posts, he is a resilient and determined founder. He values perseverance, openly discussing the process of "grinding through pivots" with his co-founder to find the right problem to solve, demonstrating a transparent approach to the startup journey.

Jakub is a two-time Y Combinator-backed founder, having gone through the accelerator with both Supercool (S22) and Fixpoint (F25).

Personality Overview

Cautious & Analytical

Systematic

Price-Sensitive

They generally do not appreciate an overfriendly approach and prefer to stay to-the-point.  They prefer to analyze every situation thoroughly.
 While they don't hesitate to ask questions, they are generally risk-averse and tend to be late adopters.

Topics They Care About

LLM Workflows
He is actively building Fixpoint to help developers create complicated, multi-step AI workflows that may involve multiple AIs or a human-in-the-loop.
AI-Powered Hiring
His company, Fixpoint, is built on the problem of helping AI training data companies find and spin up teams of vetted experts quickly.
Startup Perseverance
He has publicly shared his experience of "grinding through pivots, " indicating a personal focus on resilience and the journey to find product-market fit.

Media Appearances

Jakub has no verified media appearances

Work History

10-2023
Co-Founder, CTO at Fixpoint
1-2022 - 10-2023
Co-Founder at Supercool (YC S22)
3-2019 - 12-2021
Senior Software Engineer at Oscar Health
11-2016 - 3-2019
Software Engineer at Oscar Health
6-2015 - 10-2016
Lead Backend Engineer at Often

Education

6-2022 - 8-2022
Education details unavailable from Y Combinator
2009 - 2013
Bachelor of Science (B.S.) from NYU Tandon School of Engineering

More Information

Social Presence :

Prographics :

Exp : 12 Location : United States Job Level : Leadership Designation : Co-Founder, CTO at Fixpoint
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Insights For Selling To Jakub

During A Call Or A Meeting

DO's

  • Tell them that you will come back if you don’t have a good answer for a question
  • Share as much information as possible regarding your product
  • Keep some extra margin in hand as they will likely negotiate the pricing

DONT's

  • Don’t overhype the product/pitch, keep it measured
  • Avoid rushing them, be polite and patient
  • Don’t try to be too friendly or informal with them

When Cold Calling

When Writing An Email

While Negotiating & Closing

    The secret to closing fast with Jakub is

  • Ensuring that the product delivers ROI, cost-effective pricing and process compliance are very important for them.
  • Will you ever get a clear answer from Jakub

  • It doesn’t come naturally to them but they can say no if they are not convinced.

Insights For Deal Planning

    How fast (or slow) will Jakub move?

  • If they have the information that they need, they can move fast at making their decisions.
  • Can Jakub take some risk or not?

  • They can take risk if they are convinced that they have analyzed the circumstances well.


You And Jakub

Personality Compatibility


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