# Dan Whitcomb

> Principal Software Engineer @ Toast

Location: Boston, Massachusetts, United States
Profile: https://flows.cv/danwhitcomb

Software engineering leader with hands-on experience building products and leading teams at early stage companies and mature organizations. Adept at working across all levels of an organization and product to drive business outcomes.   https://danwhitcomb.com

## Work Experience
### Principal Software Engineer - Catering & Events @ Toast
Jan 2021 – Present | Boston, Massachusetts, United States
Founding engineer on Toast's Catering & Events platform
- Shipped three new products as engineering lead: Customer Invoicing, Catering & Events, and Catering Online Ordering
- Worked with GTM teams to grow Toast's catering business to over 10,000 users with over 10m in ARR
- Led architecture and implementation of the catering platform, and worked across R&D to integrate with the Toast platform

### Sr. Staff Software Engineer @ Drift
Jan 2020 – Jan 2021 | Boston, Massachusetts, United States
Led engineering teams for Drift's chat platform 
* Oversaw 10x growth of the Drift chat system and development of Drift's desktop application 
* Led team that offset 100k/month in AWS costs 
* Led organization-wide initiatives around major data migrations and customer data privacy
* SME of Drift's core Java tooling, drove upgrade of 60+ micro-services to Java 11

### Staff Software Engineer - Tech Lead @ Drift
Jan 2019 – Jan 2020 | Boston, Massachusetts, United States

### Sr. Software Engineer @ Drift
Jan 2018 – Jan 2019 | Boston, MA

### Software Engineer @ Tive Inc
Jan 2018 – Jan 2018
Tive provides a hardware/software solution to enable real-time visibility of a customer’s supply chain.
- Architected and built IoT communication and data processing systems
- Designed features for an Angular and ASP.NET web platform and a public REST API
- Administered Tive’s AWS infrastructure

### Software Systems Engineer @ MITRE
Jan 2017 – Jan 2018 | Bedford, MA
Worked to improve the mission impact of our federal sponsors by building systems  in 
the areas of cloud computing, cyber security, and artificial intelligence.
- Supported DOJ missions by building automation tools for improved operational effectiveness.
- Worked within MITRE’s internal research program and built a AI-based automation system

### Member of Technical Staff II, VxRail Engineering @ VMware
Jan 2016 – Jan 2017 | Palo Alto, CA
VxRail, a hyper-converged infrastructure system developed jointly by VMware and Dell EMC, automates and simplifies the setup, deployment, and operation of VMware vSphere and vSAN. 
- Lead engineer for VxRail's concurrent expansion feature and network automation configuration rearchitecture. 
- Worked with local and remote teams to ship multiple releases of VxRail.

### Software Engineering Intern, EVO:RAIL @ VMware
Jan 2015 – Jan 2015 | Palo Alto, CA
Worked as a member of VMware's EVO:RAIL engineering team. 
- Designed a natural language search system for EVO:RAIL's management UI
- Built language models and processing systems to parse search queries related to EVO:RAIL
- Designed and implemented a dynamic client-side search interface

### Software Development Intern @ Productive Edge
Jan 2014 – Jan 2014 | Chicago, Illinois
Working with PE's Mobile practice building iOS applications, and working with the ASP .NET team building ThinkTime, a corporate management web application.
- Assisted in developing a Mobile API for ThinkTime
- Defined requirements for, and developed front and back end of ThinkTime's reporting feature
- Worked on features for the login flow of EZCall's iOS application


## Education
### Bachelor of Arts (B.A.) in Computer Science
Dartmouth College

### New Trier High School District


## Contact & Social
- LinkedIn: https://linkedin.com/in/danrwhitcomb
- Portfolio: https://danwhitcomb.com
- GitHub: https://github.com/danrwhitcomb

---
Source: https://flows.cv/danwhitcomb
JSON Resume: https://flows.cv/danwhitcomb/resume.json
Last updated: 2026-03-28