Professional Experience

Founder, The IT Plan | July 2021 – Present

Creating a cost-effective, standardized, replicable model to build scalable IT programs at early stage companies.

  • Functioning as fractional/embedded CISO/IT Director/IT Manager for select clients

  • Providing IT gap analysis, remediation plan for in-house IT teams

  • Outlining strategic technical plan for go-to-market and scale-up phases

  • Functioning as sole IT team to bridge gaps between startup phases

Acting in full time or consultative capacity to companies including:

Wonderland Dreams, Workheights, Talkiatry, Better Health, Boost Insurance, Y7 Studios, Harvard’s Crimson, Blissfully (acq. 2022, Vendr), ClassPass, Mashable, Grovo, Medly Health, Cityblock Health, Clarifai

Director, IT/IS, Medly Health | November 2019 – July 2021

I developed and led all IT and security initiatives for Medly Health, Inc; expanding their national footprint from 4 to 15 sites and headcount from 350 to 800.

  • Introduction of Enterprise Security Controls (DLP, SAML SSO) following NIST + ISO Frameworks

  • Creation of 12×7 staffed tech support team with Jira + Freshservice

  • Structured, hired, and managed 22 IT staff across various IT disciplines

  • Deployed Enterprise Mobility Management with Single Sign-On using Azure and Okta

  • Creation of Hybrid AzureAD + Windows domain architecture housed in AWS + On-Prem

  • Device Management with JAMF, InTune, and Meraki Systems Manager

  • Introduced organization-wide onboarding/offboarding practices, policies, and procedures

  • Formation of a Security Team, Risk/Remediation Scorecard, and Ext. Vulnerability Assessment

  • Perform annual PCI Level 2 compliance assessment

  • Executed COVID19 remote work strategy enabling 250+ staff to work from home

  • Spearheaded Customer Communication (UCaaS) Implementation (Genesys PureCloud)

  • Represent IT and Security in Investor and Audit/HIPAA/PCI DSS compliance events

Under IT, I centralized the deployment and management of:

  •  Pharmaceutical operations software (PrimeRX/Delivery/POS)

  •  Ringcentral Voice and InContact Call Center software

  •  50+ SaaS services inc. gSuite, Slack, and Salesforce

I oversee all new pharmacy, retail, and office space construction including the Procurement, Configuration, Installation, and Documentation of all:

  • IT Vendors, Alarms, Access Control, and Security Camera systems

  • LAN/WAN Meraki Networks, WiFi, Server, and NAS systems

  • Meshed Site-to-Site VPN and Client VPN deployments

Manager of IT Operations, Cityblock Health | August 2018 – August 2019

As the first IT staff member at this explosive growth startup and working in accordance with healthcare regulatory requirements, I:

• Streamlined all IT onboarding practices to scale the organization threefold (50 to 150)

• Acted as the sole point of contact for all IT requests while hiring three IT staff

• Initiated and managed strategic vendor relationships for services including gSuite, Slack, OneLogin (SSO), Meraki Systems Manager (MDM), A/V (Zoom), and an IT Helpdesk (Jira)

• Managed IT and Security build out of all facilities in new markets

• Played key technical roles in cross-functional deployment of national voice services solution

IT Security Manager, Clarifai | June 2017 – August 2018

As an individual contributor turned manager responsible for organizational technology and information security at this AI company, I was responsible for: 

• Implementation and management of all cloud service platforms, IAM, and SSO

• Project management of: 

• GDPR compliance initiative with hands-on technical component implementation

• IT components of new office construction with A/V, and security component

• Third party audit and penetration testing and compliance auditing

• Identifying, procuring, implementing, and documenting organization-wide: 

• Single sign-on (Okta), Helpdesk (Jira), and email secure send solutions (SendSecure)

• Document sharing platforms (gSuite + Box) and Asset Management and MDM Systems

• Defining and enacting an organizational security roadmap, vendor security assessments, security training, and security policy handbook creation

• 24×7 continuous operation of office networking and machine-learning server environment

IT Manager/DevOps, Signac | July 2016 – June 2017 

Prior to Signac’s closure, I developed all internal technical infrastructures to achieve industry compliance and scalability initiatives. I successfully: 

• Supported all staff for all technology needs

• Designed and managed technical office infrastructure in US + London

• Implemented Single Sign-On and development workspaces in Amazon Web Services

• Responsible for design and development of AWS hosted, multi-point global VPN infrastructure

• Implemented device inventory, management, encryption, and recovery while securing e-mail through SPF/DKIM/DMARC deployment and client-side encryption service

IT Lead, ClassPass | March 2015 – June 2016 

Leading IT development efforts, I built all organizational technology, AV, and security systems while the company transitioned into a high-growth startup. I was responsible for: 

• Hiring and managing IT support personnel while building all internal technical infrastructure

• Performing end-to-end implementation of new office technical infrastructures and serving as the sole technical resource for the organization

• Executing the technical considerations surrounding competitor acquisitions

• Introducing security best practices, video conferencing across all offices using Google Meet, and an event A/V system within office headquarters

• All technical implementation of a new office construction project

Manager of IT Operations, Mashable | September 2013 – March 2015 

I structured an Internal Technology department during a period of rapid growth; 70 to 210 staff plus openings of global and domestic offices. I was responsible for: 

• Managing all vendor relationships and services, including gSuite, Box, Slack

• Hiring and managing IT Support and IT Services Associates

• Performing end-to-end implementation of headquarters server and network infrastructure

IT Engineer, Network & Services, Boston Public Library HQ | July 2012 – August 2013 

IT Administrator, FSG | May 2010 – July 2012 

Senior Desktop Engineer, William J. Clinton Foundation | May 2008 – May 2010 

Specialist, United States Army Reserves | April 2002 – December 2005 

Education, Certifications, and Media 

Illinois State University, Bachelor of Science, Industrial Computer Science, May 2008 

Certified Information Security Professional (CISSP, 2021)

Comptia Security+ (Renewed 2021)

ITIL v4 Foundations (2019)

Certified Associate Project Manager, PMI (2018)

Cisco Certified Network Associate (CCNA, 2008)

Comptia A+ (2008)

Comptia Network+ (2008)

Udemy Course, How to Transition from an Individual Contributor to Management (2022)

Toggle Magazine, Summer 2020 Issue

BizTech Magazine, June 2021 Issue


Meal Preparation Volunteer, BRC, Twice Weekly

Coalition for the Homeless, Grand Central Food Program Driver

Maintainer of DCInbox at

Certified Group Fitness, Yoga, and Indoor Cycling Instructor

CPR/AED Certified