---
title: "Deployments / Operations"
company: "Fleetline"
company_url: "https://www.remjobs.works/companies/fleetline"
url: "https://www.remjobs.works/job/fleetline-deployments-operations-85eccdc6-2dd6-4cb5-bdf6-413bd247f69b"
apply_url: "https://jobs.ashbyhq.com/fleetline/6db47e4e-a79f-4b55-8046-12a7706bd176"
workplace: onsite
location: "New York City"
employment_type: full-time
seniority: mid
role: operations
region: united-states
date_posted: 2026-06-12T02:13:01.806Z
first_seen_by_remjobs: 2026-08-27T09:28:55.767Z
---

# Deployments / Operations

**Fleetline** — New York City

Apply: https://jobs.ashbyhq.com/fleetline/6db47e4e-a79f-4b55-8046-12a7706bd176

## About Fleetline

Fleetline is building the first complete-context algorithmic load planner for mid to large-sized trucking fleets. Today’s dispatchers face an overwhelming task: balancing regulations, customer demands, live fleet data, and individual driver needs, all while coordinating across siloed tools and teams. Mistakes run rampant, and each mistake is thousands of dollars. Even the select fleets using algorithms that have fleet-wide context struggle: the outputs are rigid, hard to interpret, and are blind to real-world nuances like driver preferences and schedule exceptions. Fleetline solves this by combining advanced optimization with LLMs that can easily adapt algorithms to each fleet’s needs and capture driver-specific information. The result is smarter planning truly optimized for every fleet and its drivers.

## About the role

Fleetline writes optimization algorithms for enterprise trucking fleets. We work with some of the largest fleets in the country and are rapidly scaling our operations.

**About us:**

- Scaled from 0 to $Xm in signed contracts in under eight months

- Lean team of 12 based in New York City; everyone deeply cares about the company’s mission, our clients, and each other. That care translates into high standards, close relationships, and intensity.

- Backed by a large seed round from top investors like BoxGroup, Base10, and more.**About deployments:**

- A strong deployment strategist will have the ability to lead an industrial organization through one of the largest digital transformations it has gone through in decades. This requires a few key traits:Ethos. There are three main components that make up ethos in this context:The ability to learn quickly; you’ll quickly gain credibility with our clients if you deeply understand transportation and logistics and the idiosyncrasies of their operations. This requires someone who can learn vast amounts of new information about a complex industry and specific corporations on the fly.

- Strong communication skills

- Authority; being able to speak with conviction and confidence is critical in winning the trust of management at enterprise fleets, and, correspondingly, helping lead the deployment of new technology.

- Strategic thinking: Each fleet has noticeably different operations, and, as such, the deployments are rarely consistent. Being able to figure out the best organizational structure and workflows to propose to each fleet based on their particular circumstances requires a strong strategic mind.

- Organization; deployment strategists will manage multiple large clients at once.

- Scrappiness; being willing to do whatever it takes to push the deployment, team, and product forward, irregardless of how sexy/interesting it might be.We’re looking for people who can in the short-term execute deployments at a high-level, and in the long-term help shape the playbook for how we deploy our software with clients and recruit a team that can execute that playbook.

**Outside of deployments:**

Our ideal candidate has the desire to wear many hats based on priorities. A few examples are:

- Recruiting - recruiting engineers and future operations team members.

- Product Management - triage issues and come up with product lines based on experiences being on the ground with clients.

- Sales/GTM - helping scale our revenue functionIf you have any questions, please email veer@fleetline.ai

---

Source: Fleetline's own career page, read by RemJobs. Canonical HTML version: https://www.remjobs.works/job/fleetline-deployments-operations-85eccdc6-2dd6-4cb5-bdf6-413bd247f69b