Alpesh Patel in

Alpesh Patel

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Advisor at Outmarket AI
📍 Barrington, Illinois, United States

Alpesh Patel is a GTM advisor with over 20 years of experience scaling enterprise software and AI companies. A former CRO at H1 and VP at DocuSign, he specializes in building go-to-market motions for regulated industries. He holds an MBA from the University of Chicago and is described by peers as prepared, thoughtful, and knowledgeable.

Unique Fact: While at Salesforce, Alpesh closed the largest deal in the companys history in 2012, showcasing his expertise in complex enterprise sales.

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Experience
28 Years
Current Role
Advisor
Location
Barrington, Illinois, United States
Personality Overview

How Alpesh 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 Alpesh cares about

Vertical GTM Strategy
Advises companies on expanding into regulated industries like Financial Services, Insurance, and Healthcare, a core theme throughout his career at Salesforce, DocuSign, and H1.
Enterprise AI
Writes frequently about "Agentic Enterprise Architecture" and applying AI to scale GTM motions. He holds a certification in AI for Business.
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Career

Work history

9-2025
Advisor
Outmarket AI
4-2025
Advisory Board Member
Simplify Healthcare
7-2023 - 9-2023
GTM advisor
H1
11-2022 - 7-2023
Chief Revenue Officer (CRO)
H1
2-2017 - 6-2022
Vice President, Enterprise Strategic Verticals
DocuSign
In the press

Media appearances

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Education
1998 - 2001
MBA
University of Chicago
1994 - 1996
MS
Illinois Institute of Technology
Social presence
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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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