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Matthew Ebeweber

Matthew Ebeweber

CTO and Co-Founder of Caspian, experienced in AI, fintech, and supply chain

ebeweber
San Francisco, California
Alpine, Wyoming
Joined November 2025
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Network

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Summary

Matthew Ebeweber is an experienced software engineer and entrepreneur, currently serving as CTO and Co-Founder of Caspian. At Caspian, he is building an AI-native platform focused on optimizing duty drawback processes, leveraging technology to help companies navigate complex tariffs and maximize refunds in global trade. linkedin+4
His expertise extends to fintech and supply chain, demonstrated by his previous role at Flexport where he helped build its lending arm into a billion-dollar business and developed internal customs products. This background provides a strong foundation for Caspian's mission to demystify customs duties. linkedin+1
Matthew has a proven track record in applying artificial intelligence and automation to real-world problems. At Clara Labs, he contributed to and wrote about their human-in-the-loop AI system for intelligent scheduling, detailing how the system suggests and confirms meeting times efficiently. medium+1
He is also a contributor to the open-source community, evidenced by his 'flake8-mutable' project, a static analysis tool for Python to catch common programming pitfalls related to mutable default arguments. github+1
As a student, Matthew showcased his technical acumen by co-developing 'Netfixxed' at PennApps Fall 2013, a project that won 'Best Use of Mashery APIs' by enhancing Netflix functionality with global content aggregation, Rotten Tomatoes integration, and social viewing features. devpost+1

Work

Education

Projects

Writing

How Clara suggests times

November 1, 2017

A detailed Medium post explaining the supervised human-in-the-loop system Clara uses to algorithmically suggest and confirm meeting times, outlining the process from candidate generation to scoring and human review.

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Clara understands your inner circle

July 1, 2016

This Medium post, written while at Clara Labs, discusses a new feature allowing Clara to work more seamlessly with pre-approved contacts for scheduling.

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Hobbies

Matthew enjoys outdoors, adventure, bikepacking, backpacking, and rafting. zola