Mike Rowan
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Mike Rowan

0
Stonington, ME, United States
7x Founder | prev @ SendGrid & Techstars | Builder. Operator. Advisor. Mentor.

7x Founder, 3 exits, early vp @ SendGrid responsible for Product R&D (product studio/lab) through our IPO & acquisition by Twilio (~3B). I've launched & operated 4 very different product studios, including Techstars Studio where I served as Chief Product Officer. Back in the day I'd been a co-founder of an ISP and multiple infrastructure security companies.

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Q&A(0)
AI Fluency(0)
Experience(16)
S
Chief Technology Officer
Shepherd AI
Jan 2026 — Present
R
Founder & Principal
Rowan Perspective
Jul 2025 — Present
PEF Community
Member
PEF Community
Jan 2023 — Present
P
Advisor
Parambil
Dec 2022 — Present
The Baldwin Group
Digital Product Strategy & Innovation
The Baldwin Group
Jan 2025 — Jun 2025
G
Co-founder & CEO
Get Structure
Jan 2021 — Oct 2023
T
Chief Product Officer
Techstars
Jan 2018 — Jan 2020
S
Founder / Operator — Product Studios
Self-employed
Jan 2010 — Jan 2020
S
VP Product, SendGrid Labs (Product Studio)
SendGrid
Jan 2011 — Jan 2018
S
Founder & CEO
Stray Labs
Jan 2010 — Jan 2011
R
Co-founder & CTO
RatePoint, Inc
Sep 2006 — Jan 2011
G
Head of Product and R&D (founding team)
GeoTrust
Jan 2000 — Jan 2006
m
Co-founder & CTO
mVPN / mPKI
Jan 1999 — Jan 2001
N
Co-founder & CTO
Netsense AS
Jan 1994 — Oct 1999
U
Army
United States Army Reserve
Jan 1990 — Jan 1998
A
Data / Network Platform Engineer
American Power Conversion (APC)
Feb 1991 — Feb 1997
Education(0)
Projects(0)
Credentials(0)
Recommendations(0)
Skills(54)
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Experience
S
Chief Technology Officer
Shepherd AI
Jan 2026 — Present
Shepherd is the hybrid law firm for startups. We combine AI-powered technology with experienced attorneys to deliver faster, more transparent, fixed priced legal services for early-stage startups and small businesses. To learn more, please go to https://www.yourshepherd.ai.
R
Founder & Principal
Rowan Perspective
Jul 2025 — Present
Infrastructure perspective from 30 years of building at scale. I help founders and investors see what they're missing, look around corners, and remove roadblocks. Background: - Built one of the early ISPs (1994) - SendGrid: Early team → IPO → Twilio acquisition - Founding team at GeoTrust → VeriSign/Symantec acquisition - 7 companies founded, multiple exits - Operated across startups, public companies, and venture studios What I Do: I bring infrastructure and operational perspective to help you see opportunities, anticipate what breaks, and scale from 1 → 3 → 10+. I help you lead by identifying and removing roadblocks—strategic and operational. I provide perspective through quick sessions, deep engagements, or ongoing partnerships—depending on what you need. Tech founders: Deep on infrastructure and operations. Non-tech founders: Technical bridge + operational guidance. Investors: Portfolio-wide perspective. → mikerowan.com
PEF Community
Member
PEF Community
Jan 2023 — Present
A global community of post-exit founders supporting each other on life's endless journey to find purpose, fulfillment, and meaning.
P
Advisor
Parambil
Dec 2022 — Present · New York, United States
Parambil is an Al-powered knowledge platform built for tort law. Products on market include automatic case validation, medical chronologies, complaints, fact sheets and more...
Education
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Skills
HealthcareHealth techProduct InnovationOperations ManagementProduct ManagementEntrepreneurshipSoftware DevelopmentSoftware EngineeringPublic Key CryptographyCoaching & MentoringStart-upsEnterprise Resource Planning (ERP)ERP SoftwareERP ImplementationsOracle Enterprise Resource Planning (ERP) CloudMicrosoft Dynamics ERP
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