Summary
Overview
Work History
Education
Skills
Board Affiliations
Timeline
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LENNY HEROLD

New York,NY

Summary

Seasoned operator focused on private equity due diligence, including both pre-investment evaluation and post-investment value creation. A relationship-driven, dynamic and passionate personality interested in positioning portfolio companies for growth and scalability.

Overview

24
24
years of professional experience

Work History

President

Gryphon Ventures LLC
01.2022 - Current

Gryphon Ventures provides advisory services directly to private equity firms and their portfolio companies, specializing in product and technology. Services include:

  • Portfolio company engagement with executives and technologists, advising on product, architecture, infrastructure, security, software development and organizational best practices
  • Talent acquisition support (CTOs, VPs of Product and Engineering, Architects, Engineers, DevOps)
  • Buy- and sell-side due diligence support, including pre- and post-LOI
  • Value creation initiatives post-close
  • Fixed-scope assessments and advisory projects

CTO of Council

FSM (Facility Solutions & Management)
11.2023 - Current

Advise executive leadership and the development team on product roadmap initiatives, go-to-market strategy, architecture and cloud infrastructure.

Managing Director, Technology Platform

Crosslake Technologies
01.2021 - 01.2022

Crosslake is the M&A industry’s leading technology advisory firm, maximizing investment return for our customers by de-risking acquisitions, accelerating tech initiatives during the hold period and preparing portfolio companies for exit.

Chief Technology Officer

Corsis LLC
08.2010 - 12.2020
  • Key contributor in the development of a proprietary IT due diligence methodology
  • Serve as primary subject matter expert for infrastructure and security on over 500 due diligence assessments
  • Advise investors, boards of directors and executives on topics including remediation planning, process improvements, infrastructure transformation and consolidation, compliance and restructuring
  • Act as primary product owner for in-house application development
  • Manage sprints, act as scrum master, and maintain product roadmap
  • Manage a multidisciplinary team of technologists including DevOps engineers, developers, systems and application architects, and project managers
  • Provide architect-level expertise on best practices for architecture and application deployments on various cloud and managed hosting providers, including AWS, Microsoft Azure, Rackspace, Softlayer and others
  • Represent the company in various contexts including public speaking engagements, sales and sales engineering support, and partner and vendor relationship management

Vice President of Operations

TheStreet.com
08.2007 - 01.2010
  • Spearheaded a project to consolidate the Promotions.com and TheStreet.com datacenters, which reduced datacenter footprint from 44 cabinets to 12, saving approximately $1.5M in the first year
  • Oversaw the complete conversion from physical Solaris servers to virtualized systems running on Linux, which dramatically improved scalability, performance and redundancy
  • Streamlined IT support and deployment processes to significantly increase uptime and established SLAs with internal stakeholders to improve confidence in the infrastructure and support teams
  • Initiated the company's first successful cloud deployment on Amazon Web Services

Executive Vice President, Systems

Promotions.com
09.2005 - 05.2010
  • Led the infrastructure team, which was responsible for maintenance of the company's datacenter footprint of approximately 200 systems as well as various cloud deployments
  • Launched an optimized and scalable platform for online promotions which supported some of the largest campaigns ever executed, including the McDonald's Monopoly game from 2006-2013
  • Oversaw both the consolidation and subsequent separation of the company's datacenter infrastructure during the sale to and repurchase from TheStreet.com
  • Facilitated the eventual sale of the business to ePrize (now HelloWorld), including support of the diligence exercise as well as the post-sale technology transition

Director of Operations

iVillage.com
07.2001 - 09.2005
  • Managed a team of infrastructure engineers that was responsible for the complete rearchitecture and rebuild of the company's datacenter, network and 150+ servers
  • Successfully facilitated the technology migrations for several mergers and acquisitions including Seventeen.com, Gardenweb.com and Gurl.com
  • Supported the infrastructure through the sale of the company to NBC Universal for ~$600M, and worked with the transition team to ensure continuity throughout the following year

Education

Bachelor of Science - Telecommunications

University of Florida
Gainesville, FL
08.1997

Skills

  • IT Due Diligence
  • Remediation Planning and Process Optimization
  • Executive-level Advisory and Consulting
  • Cloud Hosting Deployment and Migration
  • Development, Architecture and Software Development Lifecycle Best Practices
  • Security and Compliance Support
  • Disaster Recovery and Business Continuity Process Development

Board Affiliations

Board Member
Net32 Inc, May 2024 - Current


Net32 is the leader in comparison shopping for dentists. Multiple vendors compete for dentists' business in a proprietary open capital market creating industry-leading savings.


Board Member
Calero, May 2024 - Current


Whether you need help with Telecom, Mobility, SaaS, or a combination of them, manage it all in one place with the Calero.com solution. Our solution is designed to act as an extension of your team, helping you visualize, simplify, and optimize your entire technology suite.


Board Member
Korbyt, January 2024 - Current


Korbyt Anywhere is a workplace experience platform that enables companies to reach targeted audiences and deliver relevant content, data and information, while also enabling easy access to systems and resources on any screen, anywhere. Powerful, cloud-based CMS capabilities engage employees via a wide range of channels, including digital signage, desktop, email and mobile devices. With 1M+ deployed endpoints and industry-leading cloud migration capabilities, Korbyt Anywhere is the most advanced platform for engaging employees and customers. The Company is headquartered in Dallas, Texas, with additional offices worldwide including the United Kingdom. For more information, visit https://www.korbyt.com.


Board Member
Openforce, Phoenix, AZ, January 2022 - Current


Openforce is the leading full-service firm for companies utilizing Independent Contractors. Openforce specializes in the transportation industry, providing compliance, settlement processing and benefit solutions that deliver measurable advantages to both company owners and Independent Contractors.

https://www.oforce.com/


Board Observer
Wowza, Denver, CO, January 2022 - Current


Wowza is the experienced and trusted partner for reliable, scalable video solutions. For more than 15 years, Wowza has powered 35,000+ video implementations globally across a range of end markets, including media, enterprise, government, aerospace, healthcare, and more. Wowza's video on demand (VOD) and live streaming solutions solve the most challenging
aspects of video for its customers, ensuring reliable, secure experiences that businesses can trust from a SOC 2 compliant provider.


Vice Chairman, Advisory Board
Hatched Labs, San Francisco, CA, June 2018 - December 2020

  • Provide technical advisory support including roadmap planning and development, and software and infrastructure architecture guidance
  • Participate in the decision-making process when senior staff escalate issues
  • Provide guidance to key stakeholders, both at the company and its parent organization
  • Participate in quarterly board meetings

Timeline

CTO of Council

FSM (Facility Solutions & Management)
11.2023 - Current

President

Gryphon Ventures LLC
01.2022 - Current

Managing Director, Technology Platform

Crosslake Technologies
01.2021 - 01.2022

Chief Technology Officer

Corsis LLC
08.2010 - 12.2020

Vice President of Operations

TheStreet.com
08.2007 - 01.2010

Executive Vice President, Systems

Promotions.com
09.2005 - 05.2010

Director of Operations

iVillage.com
07.2001 - 09.2005

Bachelor of Science - Telecommunications

University of Florida