Bryan Dwyer in

Bryan Dwyer

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Manager, Solutions Engineering (Enterprise) at Tailscale
📍 New York City Metropolitan Area, United States

Bryan Dwyer is a Solutions Engineering Leader at Tailscale, specializing in cybersecurity and AI team building. With an MBA from Seton Hall University, he has a strong background in leading enterprise engineering teams at Cloudflare. Colleagues describe him as a collaborative, mission-driven, and professional business partner.

He was instrumental in growing a teams book of business from under $10 million to over $100 million during his tenure at Cloudflare.

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Experience
20 Years
Current Role
Manager, Solutions Engineering (Enterprise)
Job Level
Middle
Location
New York City Metropolitan Area, United States
Personality Overview

How Bryan 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 Bryan cares about

Secure Connectivity
His current role at Tailscale focuses on helping customers simplify identity-based secure connectivity, replacing legacy VPN and SASE platforms with a Zero Trust model.
Engineering Mentorship
His leadership roles consistently involve hiring, coaching, and mentoring engineers to build high-performing teams, as highlighted in his experience and recommendations.
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Career

Work history

7-2026
Manager, Solutions Engineering (Enterprise)
Tailscale
1-2026 - 6-2026
Manager, Solutions Engineering (Majors)
Cloudflare
4-2022 - 4-2026
Manager, Solutions Engineering (Enterprise)
Cloudflare
8-2019 - 7-2022
Senior Field Solutions Engineer & Team Lead
Cloudflare
11-2016 - 8-2019
Fractional CTO for Online Businesses
Principal Solutions Consultant
In the press

Media appearances

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Education
2008 - 2012
MBA
Seton Hall University
2001 - 2005
BS
Seton Hall University
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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