Jacob Rosenbacher in

Jacob Rosenbacher

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Vice President Sales and Growth at Payment Labs
📍 Chicago, Illinois, United States

Jacob is the Vice President of Sales and Growth at Payment Labs, specializing in B2B payments and tax compliance for contractors. He has a proven history of driving significant revenue growth, notably building a $15 million book of business at Fastly and quadrupling revenue at Roboflow. He is also an AWS Certified Cloud Practitioner.

Outside of his sales career, Jacob is an avid scuba diver with an Advanced Open Water certification. While in high school, he founded his schools sailing team, demonstrating an early passion for water sports and leadership. He also values community and civic engagement, encouraging others to become involved locally.

Interestingly, before joining Payment Labs as an executive, he was a satisfied customer of their product for over five years.

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Experience
12 Years
Current Role
Vice President Sales and Growth
Job Level
Senior
Location
Chicago, Illinois, United States
Personality Overview

How Jacob shows up

Communication Style
Decision Approach
Work Preference

Behavioral traits and communication patterns that shape how this person evaluates opportunities, builds trust, and makes decisions in professional settings.

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Priorities

Topics Jacob cares about

B2B Payment Automation
He leads sales for Payment Labs, which he describes as "Venmo for B2B, " focusing on automating payments and tax compliance for 1099 contractors.
Go-to-Market Strategy
He was the first sales hire at Bowtie, responsible for the founding GTM, and built the sales process and GTM strategy from the ground up at Roboflow.
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Career

Work history

7-2025
Vice President Sales and Growth
Payment Labs
5-2025 - 7-2025
Sales Lead
Payment Labs
10-2024 - 5-2025
Founding GTM
Bowtie
6-2022 - 10-2024
Sales
Fastly
10-2021 - 5-2022
Sales Lead
Roboflow
In the press

Media appearances

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Education
Bachelor of Arts (BA)
Indiana University Bloomington
2019 - 2019
JavaScript Web Development Bootcamp
Fullstack Academy
Bachelor of Arts (B.A.)
Universitat Pompeu Fabra
Social presence
in
Behavioral profile

DISC profile (public)

DISC behavioral profile

Dominance, influence, steadiness, and calculativeness scores with guidance on how this person prefers to communicate and decide.

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