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John Simon, Managing Director at Sigma Prime Ventures

John Simon

Managing Director @ Sigma Prime Ventures

Boston, United States

John Simon is a Series A investor at Sigma Prime Ventures in Boston focused on Software and SaaS. John joined Sigma Prime in November of 2012 to help build the firm and help invest in great entrepreneurs. He focuses on software-based businesses and disruptive technology businesses, often getting involved in businesses at their formation or earliest stages.

Total investments:
18
Last investment:
Lead investor:
33%

Last updated:

Industries John Simon invests in

SoftwareSaaSAnalyticsMarketingMachine Learning

Stages John Simon invests in

Series ASeries BSeedFunding RoundSeries C

Countries John Simon invests in

United StatesUnited Kingdom

Contacts

TypeContactValidation
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Personal email
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Investment Focus

Industry

  • Software 6 (33%)
  • SaaS 5 (28%)
  • Analytics 4 (22%)
  • Marketing 3 (17%)
  • Machine Learning 3 (17%)
See all 34 industries →

Stage

  • Series A 7 (39%)
  • Series B 4 (22%)
  • Seed 2 (11%)
  • Funding Round 2 (11%)
  • Series C 1 (6%)

Country

  • United States 10 (56%)
  • United Kingdom 1 (6%)

Investments

CompanyDescriptionRoundLinks
We exist for humanity 2Win. Pioneering BOSS [Business (Operating System) as Service]. Trusted by Top Oncologists, we serve mission critical enterprises. Transforming key operations with AI-driven discipline. Headquartered in Silicon Valley, RISA has offices across the globe. $11.1M / Series A / Jan 13, 2026
Phenom is a purpose-driven company that delivers AI-powered talent experiences to global enterprises. Employers are using Phenom to hire employees faster develop them to their full potential, and retain them longer. The Phenom Intelligent Talent Experience platform seamlessly connects candidates, employees, recruiters, hiring managers, HR, andHRIS — empowering over 500 diverse and global enterprises with innovative products including Phenom Career Site, Chatbot, CMS, CRM, AI Scheduling, One-Way Interviews, Campaigns, University Recruiting, Talent Marketplace, Career Pathing, Gigs, Mentoring, and Referrals.With Phenom, candidates find and choose jobs faster, employees develop their skills and evolve, recruiters become wildly productive, managers build stronger-performing teams, HR aligns employee development with company goals, and HRIS creates a holistic tech infrastructure through seamless integrations. $30M / Series C / Jan 16, 2020
BlueConic is the operating system that puts data into action for marketing and growth doers. The industry-first solution empowers doers with an unmatched range of capabilities to access relevant customer data, create resonant customer experiences, and drive maximum returns for their business. More than 500 businesses worldwide rely on BlueConic tounlock their full customer data potential, including Forbes, Heineken, Mattel, Michelin, Telia Company, and VF Corp. $12.8M / Series B / Jan 02, 2020
Phenom is a purpose-driven company that delivers AI-powered talent experiences to global enterprises. Employers are using Phenom to hire employees faster develop them to their full potential, and retain them longer. The Phenom Intelligent Talent Experience platform seamlessly connects candidates, employees, recruiters, hiring managers, HR, andHRIS — empowering over 500 diverse and global enterprises with innovative products including Phenom Career Site, Chatbot, CMS, CRM, AI Scheduling, One-Way Interviews, Campaigns, University Recruiting, Talent Marketplace, Career Pathing, Gigs, Mentoring, and Referrals.With Phenom, candidates find and choose jobs faster, employees develop their skills and evolve, recruiters become wildly productive, managers build stronger-performing teams, HR aligns employee development with company goals, and HRIS creates a holistic tech infrastructure through seamless integrations. $22M / Series B / May 24, 2018
Decibel reveals exactly how users behave on websites and apps, making it easy for enterprise businesses to quantify and improve the customer experience at every digital touchpoint.Decibel is powered by machine learning, their award-winning technology processes hundreds of revolutionary behavioral metrics – from mouse movements and devicerotations, to pop-ups and errors – capturing an accurate picture of every user’s on-page experience.The world’s largest brands – including Lego, General Motors, British Airways, and AllState Insurance – use Decibel to pinpoint opportunities to improve the customer experience and collaborate across their organizations to put the customer first. $9M / Series A / May 03, 2017
BlueConic is the operating system that puts data into action for marketing and growth doers. The industry-first solution empowers doers with an unmatched range of capabilities to access relevant customer data, create resonant customer experiences, and drive maximum returns for their business. More than 500 businesses worldwide rely on BlueConic tounlock their full customer data potential, including Forbes, Heineken, Mattel, Michelin, Telia Company, and VF Corp. $6.3M / Series A / Jul 28, 2016
Codeship's continuous integration platform operates B2D portal that delivers hosted continuous integration and deployment for web applications. It shortens the development cycles thus reducing the risk of bugs and increasing innovation. It helps software companies to develop a better product faster by taking care of the testing and releaseprocess.Codeship automates software deployment and all the necessary tasks involved with it. $7M / Series A / Jul 26, 2016
Phenom is a purpose-driven company that delivers AI-powered talent experiences to global enterprises. Employers are using Phenom to hire employees faster develop them to their full potential, and retain them longer. The Phenom Intelligent Talent Experience platform seamlessly connects candidates, employees, recruiters, hiring managers, HR, andHRIS — empowering over 500 diverse and global enterprises with innovative products including Phenom Career Site, Chatbot, CMS, CRM, AI Scheduling, One-Way Interviews, Campaigns, University Recruiting, Talent Marketplace, Career Pathing, Gigs, Mentoring, and Referrals.With Phenom, candidates find and choose jobs faster, employees develop their skills and evolve, recruiters become wildly productive, managers build stronger-performing teams, HR aligns employee development with company goals, and HRIS creates a holistic tech infrastructure through seamless integrations. $2.4M / Series A / Feb 10, 2016
Codeship's continuous integration platform operates B2D portal that delivers hosted continuous integration and deployment for web applications. It shortens the development cycles thus reducing the risk of bugs and increasing innovation. It helps software companies to develop a better product faster by taking care of the testing and releaseprocess.Codeship automates software deployment and all the necessary tasks involved with it. $1.5M / Seed / Dec 03, 2015
Phenom is a purpose-driven company that delivers AI-powered talent experiences to global enterprises. Employers are using Phenom to hire employees faster develop them to their full potential, and retain them longer. The Phenom Intelligent Talent Experience platform seamlessly connects candidates, employees, recruiters, hiring managers, HR, andHRIS — empowering over 500 diverse and global enterprises with innovative products including Phenom Career Site, Chatbot, CMS, CRM, AI Scheduling, One-Way Interviews, Campaigns, University Recruiting, Talent Marketplace, Career Pathing, Gigs, Mentoring, and Referrals.With Phenom, candidates find and choose jobs faster, employees develop their skills and evolve, recruiters become wildly productive, managers build stronger-performing teams, HR aligns employee development with company goals, and HRIS creates a holistic tech infrastructure through seamless integrations. $7M / Series A / Oct 20, 2015
See all 18 investments →

Co-Investors

Sigma Prime Ventures

About Sigma Prime Ventures

VC Fund · Boston, United States

Sigma Prime Ventures invests in early stage technology companies focusing on SaaS, Cloud, Mobile, disruptive technologies and technology-enabled service companies. Sigma Prime Ventures primarily cover the East Coast, focusing on Boston, New York and Atlanta.Their first-hand experience allows us to give early-stage companies both tacticaland strategic guidance and access to a powerful business network. Their team has founded or cofounded 10 companies, helped run 10 companies, and collectively been responsible for exits worth over $4.2B in companies where they were operators.

Sigma Prime Ventures Contacts

NameEmailPhoneSocials
Donna Sears
Donna Sears Investor Relations & Operations
John Simon
John Simon Managing Director
Jere Doyle
Jere Doyle Managing Director
John Mandile
John Mandile Managing Director
Paul Flanagan
Paul Flanagan Co-Founder & Managing Director

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FAQ

What does John Simon invest in?

John Simon invests primarily in Software, SaaS and Analytics startups, most often at Series A and Series B stage. Most of the 18 investments tracked by Shizune back companies in United States. The Investment Focus section breaks down every industry, stage and country in the portfolio.

How do I contact John Simon?

Public channels for John Simon include LinkedIn. For a verified work email and phone number, create a free Shizune account — contact data is searched across 20+ sources and validated before delivery, so your outreach lands in the right inbox.

When did John Simon last invest?

The most recent investment recorded for John Simon closed in Jan 2026. Shizune tracks 18 investments in total for this profile, including round sizes, stages and portfolio companies, all sourced from confirmed public funding rounds and refreshed monthly.

Is Shizune's investor data accurate?

Yes — every stat on this profile is calculated from confirmed public funding rounds monitored across hundreds of sources since 2020. This profile was last refreshed in Oct 2026 and is updated monthly. Spotted something off? Use the “Suggest an edit” link near the top of the page.

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