Kevin Dougherty

Kevin Dougherty

Director of Software Development & Operations Engineer

Experienced hands-on executive with record of leading innovative design and development of scalable web services

Project Leader

I have experience organizing teams that build elegant websites and services.


I specialize in building platforms that scale.

Problem Solver

I enjoy solving complex problems faced by projects and organizations.

  • PHP
  • HTML5
  • CSS3
  • JavaScript
  • Ruby (Rails)
  • C
  • C++
  • Perl
  • Java
  • GNU / Linux
  • Amazon Web Services (AWS)
  • Heroku
  • MySQL
  • Nginx
  • HAProxy
  • Redis
  • RabbitMQ
  • HBase
  • Chef
  • Git
Software Consultant (Independent)
Aug 2013 - Present | San Diego, CA
Providing independent software consulting services including systems architecture, strategic infrastructure advice and cloud-based engineering.
Director of Engineering, OkCupid Labs
Jan 2012 - Aug 2013 (1 year 8 months) | San Francisco, CA
OkCupid Labs built products that connect people, including and It was part startup, part incubator and part idea lab. The labs was backed by and IAC/InterActiveCorp. OkCupid Labs acquired on August 9th, 2012.
  • Grew and managed team of 12 highly-skilled frontend, backend and operations engineers
  • Contributed to product vision and feature planning
  • Led architecture design and development efforts building a new, highly-scalable Service Oriented Architecture (SOA) platform for the online dating site (and
  • Led DevOps infrastructure design, implementation and cloud deployment on Amazon Web Services (AWS)
  • Oversaw migration of 11M member accounts ensuring uninterrupted service for our customers
  • Built and delivered features (new and iterative) at all levels of the app
  • Developed app and service release procedures and conventions
  • Championed continuous integration (CI) and deployment (CD) to staging environments and managed deployments to production
Director of Software Development,
Mar 2010 - Jan 2012 (1 year 10 months) | Dallas, TX
Online dating giant acquired our company ( in 2010 and continued to run it as a separate entity under the umbrella until mid-2014.
  • Led and managed all development for
  • Managed a distributed (virtual) team of 10+ engineers and designers
  • Co-managed operations efforts
  • Created automated revenue and customer engagement reports and metrics, detailing business health
  • Developed framework for implementing and optimizing customer acquisition landing pages with A/B testing support
  • Led site-wide user interface (UI) and user experience (UX) reboot
  • Developed anti-fraud strategies and reporting
  • Spearheaded security and Payment Card Industry Data Security Standard Level 2 (PCI DSS) compliance efforts protecting sensitive customer data
Chief Information Officer (CIO), The Hive
Mar 2007 - Mar 2010 (3 years) | Boston, MA
The Hive built technology used by and other remote team members in a virtual work environment.
  • Remote-managed a large deployment of Linux servers (300+) in our Massachusetts-based data center
  • Developed server health monitoring systems, alert and problem escalation procedures
  • Collaborated in the development of an in-house VoIP-based instant messaging platform (somewhat similar to today‚Äôs Google Hangouts); This tool was used by our entire company
  • Deeply involved in development and operations; consulted on projects throughout the organization
Co-Founder & Chief Information Officer (CIO),
Mar 2002 - Mar 2010 (8 years) | Boston, MA was a popular online dating service and website. was sold to in March, 2010.
  • Co-founded business and helped grow it to a thriving user-base of 27M+ members; 550K+ unique daily active users (DAU)
  • Achieved most-visited online dating site in the US status in 2008 (Hitwise)
  • Served as Chief Information Officer (CIO) from 2002-2010
  • Developed a large number of the front and back-end systems powering the business
  • Developed fast bulk email generation and delivery system; included feedback loop monitoring, bounce handling, click-through and conversion monitoring
  • Developed REST-based API with access controls for member account creation
  • Created subscription-based payment processing system supporting multiple payment methods and processing gateways (credit card, e-check / ACH and PayPal); Responsible for handling ~$40M annual revenue
  • Instrumental in facilitating the acquisition of Singlesnet by in 2010
Chief Systems Architect & Founding Member, Digital ID World
Feb 2002 - Feb 2005 (3 years) | Denver, CO
Digital ID World was the official digital identity industry conference, magazine, news and informational website. Digital ID World was sold to International Data Group (IDG) in February, 2008.
  • Founding member
  • Developed website, registration and supporting systems, including payment processing
  • Organized and helped manage conference logistics
  • Managed wireless access points, GNU/Linux servers, traffic shaping, firewalling for conference attendees and exhibitors
  • Digital ID World operated as a joint venture in 2005 and was ultimately acquired by IDG in 2008
Founding Contributor, Ping Identity Corporation
Feb 2002 - Aug 2003 (1 year 6 months) | Denver, CO
Provider of online identity management solutions
  • Built and maintained key IT systems, including web servers, email and DNS
University of Colorado at Boulder
B.S. in Computer Science, 2001

Avid runner, including 17+ half and full marathons; I love to surf and hike