Alan Jenson

Observer
DISC Type : ci

Head of Engineering at Assured

New York, New York, United States

Overview

Alan Jenson is the Head of Engineering at Assured, focusing on building an AI-powered engine for healthcare provider network management. His experience spans fintech at Paxos and consumer tech at Angi, with a consistent focus on building strong teams and leveraging AI for developer efficiency. People who have worked with him describe his leadership as innovative and collaborative.

Originally a Bachelor of Arts graduate from Cornell University, Alans interests extend beyond engineering. During his time at university, he served as the President of the German Club, showing an early aptitude for leadership and an interest in language and culture.

Unique fact: Alan has publicly shared his deep fintech expertise by giving a talk on the complexities of payment netting at FintechDevCon.

Personality Overview

Assertive

Curious

Example Seeker

They often ask many questions and rely heavily on information and documentation.  They can sound friendly and charming but can quickly change gears to become inquisitive and probing. They are generally good communicators and can be hard to convince.

Topics They Care About

AI in Healthcare
Currently leading engineering for an AI-powered healthcare provider management platform at Assured, reflecting a recent career focus on applying AI to the health-tech industry.
Building Engineering Teams
His stated focus is on "building a great team, " and he is actively hiring software engineers in NYC for his current role at Assured.
Fintech Innovation
Has deep experience from multiple engineering roles at Paxos and delivered a technical workshop on payment netting at FintechDevCon, showcasing niche expertise.

Media Appearances

Alan has no verified media appearances

Work History

1-2026
Head of Engineering at Assured
4-2024 - 1-2025
Engineering Manager at Angi
8-2020 - 4-2024
Engineering Manager at Paxos
7-2020 - 8-2020
Staff Engineer at Paxos
10-2018 - 7-2020
Senior Software Engineer at Paxos

Education

2009 - 2013
Bachelor of Arts (B.A.) from Cornell University

More Information

Social Presence :

Prographics :

Exp : 11 Location : New York, New York, United States Job Level : Mid-senior Designation : Head of Engineering at Assured
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Insights For Selling To Alan

During A Call Or A Meeting

DO's

  • Share testimonials from known people and give multiple examples of product value
  • Invite them for a social do but don’t rely solely on the relationship
  • Use phrases like ‘clear proof that’, ‘data shows’ etc.

DONT's

  • Don’t brush off any concerns, take all questions seriously
  • Don’t rely excessively on your relationship with them to win the deal
  • Don’t be too objective but make sure to pad your storytelling with data points

When Cold Calling

When Writing An Email

While Negotiating & Closing

    The secret to closing fast with Alan is

  • Clear proof of product value matters to them, followed by others' testimonials and rapport.
  • Will you ever get a clear answer from Alan

  • They are practical and friendly, don't expect a clear-cut response often.

Insights For Deal Planning

    How fast (or slow) will Alan move?

  • They like to be detailed and take their time to arrive at decisions.
  • Can Alan take some risk or not?

  • They systematically evaluate all decisions and are unlikely to take many risks.

You And Alan

Personality Compatibility


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