Jonathon Grayson
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Jonathon Grayson Email & Phone Number

Head of Corporate Development & New Ventures @ Guidewire | M&A | Corporate Venture Capital | Insurtech Co-Founder at Guidewire Software
Location: Greater Boston, United States, United States 14 work roles 2 schools
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✓ Verified May 2026 3 data sources Profile completeness 86%

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Current company
Role
Head of Corporate Development & New Ventures @ Guidewire | M&A | Corporate Venture Capital | Insurtech Co-Founder
Location
Greater Boston, United States, United States

Who is Jonathon Grayson? Overview

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Quick answer

Jonathon Grayson is listed as Head of Corporate Development & New Ventures @ Guidewire | M&A | Corporate Venture Capital | Insurtech Co-Founder at Guidewire Software, based in Greater Boston, United States, United States. AeroLeads shows a matched LinkedIn profile for Jonathon Grayson.

Jonathon Grayson previously worked as Head of Corporate Development & New Ventures at Guidewire Software and Startup Advisor / Mentor at Masschallenge. Jonathon Grayson holds Master Of Business Administration - Mba, Finance, Operations from Cornell Johnson Graduate School Of Management.

Company email context

Email format at Guidewire Software

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Guidewire Software

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Profile bio

About Jonathon Grayson

I am passionate about driving innovation and growth in the insurance industry. As the Head of Corporate Development and New Ventures at Guidewire Software, I lead a team that seeks the most promising companies to become part of the Guidewire ecosystem through investment or acquisition. In addition to my role at Guidewire, I am also an active startup advisor and mentor, supporting early-stage fintech and insurtech entrepreneurs. I enjoy sharing my insights and experiences with the next generation of innovators while helping them navigate the challenges and opportunities in the dynamic and competitive insurance market.

Current workplace

Jonathon Grayson's current company

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Guidewire Software
Guidewire Software
Head of Corporate Development & New Ventures @ Guidewire | M&A | Corporate Venture Capital | Insurtech Co-Founder
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14 roles · 10 years

Jonathon Grayson work experience

A career timeline built from the work history available for this profile.

Head Of Corporate Development & New Ventures

Current

San Mateo, California, US

I lead the Corporate Development and New Ventures team at Guidewire Software. Guidewire is the platform P&C insurers trust to engage, innovate, and grow efficiently. We combine digital, core, analytics, and AI to deliver our platform as a cloud service. More than 450 insurers, from new ventures to the largest and most complex in the world, run on.

Dec 2023 - Present

Startup Advisor / Mentor

Current

Boston, Massachusetts, US

2023 - Present ~3 yrs 4 mos

Guest Speaker / Advisor

Current

Boston, MA, US

Jan 2022 - Present

Co-Founder

Current

Cambridge, Massachusetts, US

2018 - Present ~8 yrs 4 mos

Chief Executive Officer

Cambridge, Massachusetts, US

Proudly built a diverse and highly effective team serving first time insurance buyers. Nurtured idea to revenue. Scaled business to a 30-state digital insurance agency. Attracted A+ List of Angel and Institutional Investors.

2018 - Apr 2023

Member Alum

Current

Boston, MA, US

2019 - Present ~7 yrs 4 mos

Head Of Customer Experience

Boston, MA, US

Oversaw end-to-end customer experience delivery for 12 million policyholders representing $17 billion of premium. Expert on the insurance customer lifecycle and channel orchestration. Sponsored data transformation initiative. Moved Net Promoter Score (NPS) of Liberty Mutual brand from #10 to #5 within three years.

Jan 2015 - Sep 2017

Vice President, Strategic Finance

Boston, MA, US

Strategic planning, Board and C-level discussions, acquisition evaluation, competitive intelligence, special projects, and compensation plans.

Jul 2012 - Jan 2015

Vice President, Investor Relations & Rating Agency Management

Boston, MA, US

Managed rating agency relationships with S&P, A.M. Best, and Moody's during a time of economic uncertainty. Convinced two rating agencies to move Negative ratings outlooks to Stable. Oversaw traditional investor relations activities including quarterly earnings call orchestration.

Feb 2010 - Jul 2012

Director, Mergers & Acquisitions (Corporate Development)

Boston, MA, US

- $2.8 billion acquisition of Ohio Casualty Insurance - $6.2 billion acquisition of Safeco Insurance- Renewal rights sale of direct distribution business ($150 million of premium)- Renewal rights sale of middle market direct distribution business ($1.5 billion of premium)- $150 million Mystic Re catastrophe bond offering- $2.3 billion of junior.

Apr 2007 - Feb 2010

Senior Business Consultant, Corporate Development Program

Boston, MA, US

Executive development program sponsored by CEO

Jul 2005 - Apr 2007
2 education records

Jonathon Grayson education

Master Of Business Administration - Mba, Finance, Operations

Cornell Johnson Graduate School Of Management

B.S., Economics

Massachusetts Institute Of Technology
FAQ

Frequently asked questions about Jonathon Grayson

Quick answers generated from the profile data available on this page.

What company does Jonathon Grayson work for?

Jonathon Grayson works for Guidewire Software.

What is Jonathon Grayson's role at Guidewire Software?

Jonathon Grayson is listed as Head of Corporate Development & New Ventures @ Guidewire | M&A | Corporate Venture Capital | Insurtech Co-Founder at Guidewire Software.

Where is Jonathon Grayson based?

Jonathon Grayson is based in Greater Boston, United States, United States while working with Guidewire Software.

What companies has Jonathon Grayson worked for?

Jonathon Grayson has worked for Guidewire Software, Masschallenge, Mass Fintech Hub, Mit Alumni Angels Of Boston, and Surround Insurance.

How can I contact Jonathon Grayson?

You can use AeroLeads to view verified contact signals for Jonathon Grayson at Guidewire Software, including work email, phone, and LinkedIn data when available.

What schools did Jonathon Grayson attend?

Jonathon Grayson holds Master Of Business Administration - Mba, Finance, Operations from Cornell Johnson Graduate School Of Management.

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