Alpesh Patel
GTM Advisor | Helping Enterprise Software Companies Simplify and Scale Enterprise Sales Through Vertical Specialization and AI driven Strategy | Ex-Salesforce, DocuSign, H1 | Building Sales Engines That Scale
I advise founders and GTM leaders on how to scale from product-market fit to predictable enterprise growth.
More
I specialize in helping Software and AI companies build vertical go-to-market motions, expand into regulated industries (Insurance, Financial Services, Healthcare, Life Sciences), and close enterprise-scale deals. Over the past 20 years, I’ve led GTM transformations across Salesforce, DocuSign, and H1. At Salesforce, I closed the largest deal in company history (2012) in P&C insurance and later led the Enterprise Insurance sales team. At DocuSign, I built the Enterprise Insurance business from the ground up and led Financial Services and Insurance verticals to over $250M in ARR. Today, I serve as a strategic advisor to high-growth SaaS and AI companies including ai and Simplify Healthcare, helping them define and scale their GTM systems for the enterprise era. I’m open to selective advisory opportunities where founders value practical GTM experience, enterprise selling discipline, and a customer-centric growth mindset.
GTM Index
- OUTMARKET AIJOB
- Chief Revenue Officer6M
Chief Revenue Officer
Outmarket AI
- Advisor11M
Advisor
Outmarket AI
- SIMPLIFY HEALTHCAREJOB
- Advisory Board Member1Y 4M
Advisory Board Member
Simplify Healthcare
- H1JOB
- GTM advisor2M
GTM advisor
H1
- Chief Revenue Officer (CRO)8M
Chief Revenue Officer (CRO)
H1
- DOCUSIGNJOB
- VP, Enterprise Strategic V…5Y 4M
Vice President, Enterprise Strategic Verticals
Docusign
- VP and General Mgr, Insura…2Y 6M
Vice President and General Manager, Insurance
Docusign
- SALESFORCEJOB
- Regional VP of Sales1Y 1M
Regional Vice President of Sales
Salesforce
- Account Executive2Y 6M
Account Executive
Salesforce
- IBMJOB
- Software Sales Mgr for IBM…2M
Software Sales Manager for IBM Cloud/Collaboration
IBM
- Software Account Executive7Y 4M
Software Account Executive
IBM
- RATIONAL SOFTWAREJOB
- Software Sales Specialist2Y 8M
Software Sales Specialist
Rational Software
- GE MEDICAL SYSTEMSJOB
- Sr. Software Eng2Y 5M
Sr. Software Engineer
GE Medical Systems
- MOTOROLA MOBILITY (A LENOVO COMPANY)JOB
- Software Eng3Y
Software Engineer
Motorola Mobility (a Lenovo Company)
- Job: Motorola Mobility (a Lenovo Company) — Software Engineer · 1994-03 – 1997-03
- Job: Rational Software — Software Sales Specialist · 2000-07 – 2003-03
- Job: H1 — Chief Revenue Officer (CRO) · 2022-11 – 2023-07
- Job: IBM — Software Sales Manager for IBM Cloud/Collaboration · 2010-07 – 2010-09
- Job: Salesforce — Account Executive · 2010-09 – 2013-03
- Job: GE Medical Systems — Sr. Software Engineer · 1997-10 – 2000-03
- Job: Outmarket AI — Advisor · 2025-09 – present
- Job: Docusign — Vice President and General Manager, Insurance · 2014-07 – 2017-01
- Job: H1 — GTM advisor · 2023-07 – 2023-09
- Job: Salesforce — Regional Vice President of Sales · 2013-05 – 2014-06
- Job: Simplify Healthcare — Advisory Board Member · 2025-04 – present
- Job: Outmarket AI — Chief Revenue Officer · 2026-02 – present
- Job: Docusign — Vice President, Enterprise Strategic Verticals · 2017-02 – 2022-06
- Job: IBM — Software Account Executive · 2003-03 – 2010-07
Skills
Playbooks
All playbooks →No playbooks indexed for this profile yet.


Freshworks