---
title: 'Director of DevOps at PortPro'
canonical: 'https://feeny.ai/job/director-of-devops-portpro-los-angeles-txshe4arr8h4'
type: 'job'
last_seen: '2026-09-07'
---

# Director of DevOps at PortPro

- **Company:** PortPro
- **Location:** Los Angeles, CA
- **Work type:** remote
- **Posted:** 2025-03-07
- **Last confirmed live:** 2026-09-07
- **Apply:** https://jobs.lever.co/portpro/e9957969-aba7-4237-9811-939b2fef5bb9

## Job description

We are seeking a highly skilled and experienced Director of DevOps to lead our DevOps strategy, drive automation, and optimize software delivery pipelines. As the Director of DevOps, you will be responsible for managing cloud infrastructure, CI/CD pipelines, site reliability, security, and performance monitoring. You will collaborate with development, security, and operations teams to implement best practices and ensure a seamless, scalable, and resilient DevOps culture.

## Key Responsibilities

- Strategy & Leadership: Define and execute the company's DevOps roadmap, ensuring alignment with business and engineering goals. Lead and mentor a team of DevOps engineers, SREs, and automation specialists. Drive a culture of automation, continuous improvement, and collaboration across development and operations teams.
- Infrastructure & Cloud Management: Design, implement, and manage scalable, secure, and cost-effective cloud infrastructure (AWS, Azure, GCP).Oversee containerization and orchestration (Docker, Kubernetes, Helm).Establish infrastructure-as-code (IaC) best practices using tools like Terraform, CloudFormation, or Pulumi.
- CI/CD & Automation: Develop and maintain CI/CD pipelines to support rapid, reliable software releases (GitHub Actions, Jenkins, GitLab CI, ArgoCD).Drive automation for deployment, monitoring, and self-healing systems. Implement observability and logging solutions (ELK, Prometheus, Grafana, Datadog).
- Security & Compliance: Ensure DevSecOps principles are integrated into the software development lifecycle. Implement security best practices, including IAM policies, vulnerability scanning, and secrets management (Vault, AWS Secrets Manager).Maintain compliance with industry standards (SOC 2, ISO 27001, GDPR etc.).
- Performance & Reliability: Define SLAs, SLOs, and SLIs for system reliability and uptime. Oversee incident management, disaster recovery, and business continuity [planning](http://planning.Optimize). Optimize performance tuning and capacity planning for cloud infrastructure.
- At PortPro, protecting our customers’ data and maintaining compliance are core to everything we do. Every team member plays a role in safeguarding information. You’ll be expected to follow our information security policies and practices and to keep security top of mind in all aspects of your work.

Required Qualifications

- 10+ years of experience in DevOps, SRE, or Cloud Engineering, with at least 3+ years in a leadership role.
- Proven experience with cloud platforms (AWS, GCP, Azure) and Kubernetes[.](http://Kubernetes.Expertise)
- Expertise in CI/CD pipelines, infrastructure-as-code (Terraform, CloudFormation), and automation.
- Strong knowledge of networking, security, and monitoring tools.
- Experience with microservices, containers, and distributed systems.
- Hands-on experience with GitOps, DevSecOps, and SRE principles[.](http://principles.Strong)
- Strong leadership, communication, and cross-functional collaboration skills.

## Preferred Qualifications

- Hands-on experience
- Experience in high-availability, large-scale environments.
- Certifications (AWS Certified DevOps Engineer, Kubernetes Administrator, etc.).
- Experience in machine learning infrastructure is a plus.

## About PortPro

## Company Overview
- **One-liner**: PortPro provides an AI-powered transportation management system (TMS) and operational software purpose-built for drayage carriers and freight brokerages, automating workflows from delivery order to payment.
- **Entity Type**: Private (Series A, $12M raised)
- **Headquarters**: Kearny, New Jersey, United States (with an office in Jersey City, NJ)
- **Founded**: 2019
- **Founders**: Michael Mecca (CEO)

## Core Business
- **Primary industry**: Drayage / Truck Transportation Software (SaaS TMS), with embedded AI agents for logistics operations
- **Target customers**: B2B — drayage trucking companies, freight brokerages, intermodal carriers (SMB to mid-market)
- **Mission or purpose statement**: PortPro's stated purpose is to help drayage trucking companies "move containers faster, bill faster, and improve customer service" so they can "build a strong, profitable business — even in a down market." CEO Michael Mecca grew up in drayage and built the company to replace legacy systems that held hard-working operators back.

## Products & Services
- **PortPro TMS (drayOS)**: Core drayage transportation management system covering the full workflow — order entry, dispatching, customer service, invoicing. Features include bulk delivery-order uploads, auto-load creation, terminal website data pull (ETA, container size), driver mobile app, real-time GPS tracking, self-service customer portal, automated customer rates, and last-free-day alerts.
- **Jerry (AI Dispatcher)**: AI agent that builds optimal dispatch schedules in seconds, automatically adjusts plans based on real-time disruptions, reduces empty miles, increases street turns, suggests appointments, and improves driver utilization by up to 25%.
- **Helen (AI Biller & CSR)**: AI agent that automates invoice submission via customer portals, identifies and recovers missed accessorial charges ($30–50 per load), remembers customer requirements (seal numbers, BOL stamps, POD photos within 2 hours), and enables same-day invoicing.
- **PortPro AI Platform**: The broader AI layer that plugs into the TMS and "executes on your behalf" using AI agents that work 24/7/365.

## Market Standing
- **Valuation/Market Cap**: Not disclosed
- **Key Metric**: Total Funding — $12M (Series A, January 2023, led by Avenue Growth Partners)
- **Notable Investors/Partners**: Avenue Growth Partners (lead investor); integrations and presence across modern tools including HubSpot, Salesforce, Zendesk, Freshdesk, and AWS infrastructure
- **Growth Signals**:
  - 550+ drayage companies and brokers use PortPro
  - 149 employees, up 16% YoY (+26 people)
  - Workforce distributed across 11 countries including the US, Nepal, India, Colombia, and Jamaica
  - Reported customer outcomes: 70% average increase in operational efficiency, 25% average increase in cash flow, and 4.8 average rating on G2 and Capterra
  - Product expansion into AI agents (Jerry and Helen), positioning for autonomous back-office operations

## Competitive Advantages
- **Deep vertical specialization**: Built specifically for drayage (not general freight), a niche segment with complex terminal-specific workflows. CEO/founder has direct drayage industry roots.
- **AI-first agent layer**: Jerry and Helen are positioned as "the world's first AI agents for drayage" — executing on behalf of the customer rather than just providing a dashboard.
- **Revenue recovery engine**: The platform's ability to catch missed accessorials and automate billing directly improves customer cash flow, a compelling ROI story.
- **Global engineering delivery model**: A distributed workforce across 11 countries (including a significant engineering hub in Nepal and India) enables cost-efficient 24/7 development and support.
- **Credibility in the industry**: 550+ customers, 4.8-star reviews on G2/Capterra, and strong repeatable outcomes (operational efficiency, cash flow) create switching costs for customers on legacy systems.

## Strategic Focus
- **AI agent expansion**: Doubling down on PortPro AI agents (Jerry and Helen) to automate dispatch, billing, and customer service workflows — "keeping more of the money you've earned."
- **Continued product depth**: Enhancing TMS capabilities around terminal data integration, real-time status visibility, and customer self-service.
- **Growth in a down market**: Explicitly targeting profitability and efficiency gains for carriers to win business even during freight market downturns.
- **Global scaling**: Growing engineering teams in Nepal and India alongside US commercial functions; actively hiring senior leadership in DevOps and Software Engineering.

## Why Work Here
- **Culture highlights**: Private, founder-led company where the CEO "grew up in drayage" — a mission-driven team focused on serving hard-working trucking operators. Leadership team recently added an SVP of People (Ilyssa Rabinowitz), signaling investment in employee experience.
- **Remote/hybrid policy**: Remote-friendly — multiple open roles are listed as "Remote — New York City, New York," and Built In lists PortPro as a remote workspace.
- **Engineering culture**: Modern and broad tech stack including React, TypeScript, Python, Node.js, MongoDB, PostgreSQL, Redis, Kubernetes, Terraform, Docker, GraphQL, Hugging Face, TensorFlow, OpenAI, and Datadog. Emphasis on AI/ML applications (scraping, LLM agents, automation). Roles include senior engineering leadership (Director of DevOps, Director of Software Engineering with Node.js and web scraping expertise).
- **Global team environment**: Work alongside colleagues across the US, Nepal, India, Colombia, Jamaica, and more — a genuinely global engineering organization.
- **Perks context**: Though specific perks are not extensively documented, the company shows strong growth (16% YoY headcount), a meaningful product roadmap (AI agents), and funded stability ($12M Series A) with a clear ROI-driven product story.

## Sources
1. [lever.co](https://jobs.lever.co/portpro)
2. [portpro.io](https://portpro.io/)
3. [portpro.io/about-us](https://portpro.io/about-us)
4. [linkedin.com](https://linkedin.com/company/portpro)
5. [builtin.com](https://builtin.com/company/portpro-technologies-inc)

## Other roles at PortPro

- [Director of Software Engineering (Node.js & Web Scraping Expert)](https://feeny.ai/job/director-of-software-engineering-node-js-web-scraping-expert-portpro-los-angeles-yz29x8cv83by) — Los Angeles, CA
- [Staff Engineer](https://feeny.ai/job/staff-engineer-portpro-new-york-city-0xr4t6njsand) — New York City, NY
- [Data Scientist](https://feeny.ai/job/data-scientist-portpro-new-york-city-a08q37xc5tzs) — New York City, NY
- [Engineering Manager](https://feeny.ai/job/engineering-manager-portpro-new-york-city-ag6ea4vh1cdz) — New York City, NY