Full-Time

Delivery Lead

Updated on 9/3/2026

Treeline

Treeline

51-200 employees

AI-powered MSP delivering software-defined IT operations

Compensation Overview

$19 - $23/hr

Chester, ME, USA

In Person

Category
Vehicle Operation & Delivery (1)
Required Skills
Customer Service
OSHA

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Requirements
  • Ability to safely tow and maneuver trailers and oversized loads.
  • Experience operating trucks, trailers, equipment, and machinery.
  • Strong customer service and communication skills.
  • Ability to work independently while maintaining close coordination with team members.
  • Mechanical aptitude and basic construction knowledge.
  • Reading and writing skills sufficient to complete all required paperwork.
  • Ability to solve problems and adapt quickly when circumstances and plans change.
  • Ability to plan ahead and assist with scheduling conflicts.
  • Ability to pass Federal Department of Transportation drug and alcohol screening, Department of Transportation physical, pre-employment physical, and background check.
  • High school diploma or General Educational Development credential.
  • Valid Class A Commercial Driver's License.
  • Valid Department of Transportation Medical Card.
  • Two or more years of relevant driving experience.
  • No preventable accidents in the past 24 months.
  • No more than two moving violations in the past 36 months.
  • No reckless driving convictions in the previous five years.
  • No drug- or alcohol-related driving offenses or convictions within the previous five years.
  • Availability to work designated shifts, including day, night, and weekend hours, and ability to drive at night.
  • Drivers must meet Department of Transportation and Occupational Safety and Health Administration requirements.
  • Maintain a driving record in accordance with federal and state motor carrier and company requirements.
  • Ability to lift or lower objects weighing up to 85 pounds for short periods from ground or elevated levels.
  • Ability to push, pull, or carry objects weighing up to 85 pounds for distances up to 100 feet.
  • Ability to climb ladders and stairs on trailers and tractors and at loading and unloading facilities.
  • Ability to twist, kneel, squat, crawl, and maneuver in confined spaces to move blocks and level buildings.
  • Ability to maintain safe and efficient control of equipment and buildings at all times.
  • Ability to reach at or above shoulder height.
  • Visual and auditory acuity sufficient to safely operate the vehicle.
  • Ability to determine colors and depth perception.
  • Ability to work in all weather conditions.
  • Ability to wear Occupational Safety and Health Administration-required personal protective equipment.
Responsibilities
  • Assume primary responsibility for customer communication following completion of the sales contract.
  • Contact customers to review delivery requirements, timelines, site access, and placement expectations.
  • Assess site readiness through customer discussions, photographs, measurements, site visits, or other appropriate means.
  • Identify and communicate concerns regarding site conditions, access limitations, or safety issues before delivery.
  • Schedule deliveries in coordination with customers and internal team members.
  • Ensure customers understand and complete site preparation requirements before delivery.
  • Safely transport and deliver sheds, camps, and other portable structures to customer locations.
  • Operate trucks, trailers, specialized delivery equipment, and related machinery in accordance with company policies and safety procedures.
  • Evaluate delivery sites upon arrival and make decisions regarding safe building placement.
  • Set foundation blocks, level buildings, and perform other required setup services.
  • Complete final walkthroughs with customers to ensure satisfaction and address questions.
  • Maintain delivery equipment and vehicles in clean, safe, and serviceable condition.
  • Conduct pre-trip inspections and equipment safety checks.
  • Identify and mitigate hazards before, during, and after deliveries.
  • Follow company safety policies, applicable regulations, and best practices.
  • Participate in safety meetings, training programs, and continuous improvement initiatives.
  • Stop work and seek guidance whenever conditions create unacceptable safety risks.
  • Work collaboratively with sales, operations, and management teams to ensure customer experiences.
  • Contribute ideas and feedback to improve delivery processes, safety practices, and customer satisfaction.
  • Assist with other operational duties as needed during non-delivery periods.

Treeline provides AI-powered software-defined IT operations for growth-stage businesses, replacing labor-heavy IT support with a centralized platform that unifies identity management, device security, and compliance monitoring into a Modern IT Operating System. It integrates with enterprise tools like Okta, Google Workspace, and CrowdStrike to automate the lifecycle of employees and devices—from provisioning to offboarding—so most tickets are resolved automatically while expert humans handle architecture and security decisions. Treeline differentiates itself by blending white-glove, consultancy-style service with the speed and scalability of software automation, plus deep security and compliance automation for audit-readiness (SOC 2, ISO 27001). Its goal is to turn IT from a reactive cost center into a scalable strategic lever for mid-market and high-growth companies, delivering proactive, invisible IT management through AI agents and expert oversight.

Company Size

51-200

Company Stage

Series A

Total Funding

$25M

Headquarters

San Francisco, California

Founded

2014

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Simplify Jobs

Simplify's Take

What believers are saying

  • August 2026: SugarShot’s partnership lifted revenue nearly 100% and headcount 68%.
  • Treeline says its agents resolve 98% of requests and cut onboarding from 20 minutes to two.
  • June 2026 customer stories show 25% infrastructure-cost cuts and faster global support coverage.

What critics are saying

  • Incumbents like CDW, Accenture, and top MSPs can bundle similar automation by 2027.
  • Treeline still depends on Okta, Google Workspace, and CrowdStrike; vendor changes break workflows fast.
  • If AI resolution quality slips, compliance failures trigger churn, audits, and reputational damage immediately.

What makes Treeline unique

  • Treeline unifies IT, security, and compliance into one software layer, not ticket queues.
  • March 2026: a16z backed its AI-native MSP model with a $25 million Series A.
  • August 2026: Treeline claims 200 customers, 70 employees, and profitability.

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Benefits

Flexible Work Hours

Health Insurance

Paid Vacation

Paid Holidays

Paid Sick Leave

401(k) Retirement Plan

401(k) Company Match

Wellness Program

Growth & Insights and Company News

Headcount

6 month growth

-4%

1 year growth

-4%

2 year growth

-4%
PR Newswire
Aug 11th, 2026
SugarShot doubles revenue in two years after joining Treeline's managed IT partnership model

SugarShot, a Los Angeles-based managed services provider, joined Treeline in August 2024 as its first design partner in a new approach to managed IT. Over the past two years, SugarShot has nearly doubled its revenue whilst maintaining its client service model. Under Treeline's partnership structure, SugarShot retained its leadership and client relationships whilst gaining engineering capabilities and institutional credibility. Since joining, the company has grown revenue by nearly 100% and increased headcount by 68%. The partnership enabled SugarShot to expand its service offerings beyond traditional managed IT to include AI, compliance, and cloud infrastructure. The company now provides 24/7 global support coverage, and approximately 50% of new clients have significant overseas operations, compared to 5% previously. Treeline, backed by Andreessen Horowitz, is now applying learnings from the SugarShot partnership as it brings additional partners into its model.

PR Newswire
Mar 31st, 2026
Treeline raises $25 million to reinvent IT services.

Treeline raises $25 million to reinvent IT services. Mar 31, 2026, 12:03 ET Led by Andreessen Horowitz, the funding will support Treeline's rebuild of IT, security, and compliance around a software- and AI-native operating model SAN FRANCISCO, March 31, 2026 /PRNewswire/ - Treeline, the modern IT operating system, today announced a $25 million Series A funding round led by Andreessen Horowitz (a16z). The company will use the funding to scale its platform, accelerate product innovation, and further build out its team. IT spend is projected to reach nearly $6T globally in 2026 - making it one of the largest markets in technology. In the U.S. alone, there are more than 40,000 IT managed service providers (MSPs), most operating on a services-first model built decades ago. Today, growing businesses face a landscape where neither path works well - building expensive in-house teams that scale linearly with headcount, or outsourcing to fragmented managed service providers reliant on manual coordination, ticket queues, and reactive support. The result is slower execution, inconsistent service quality, rising costs, and growing operational risk - at a time when distributed work, escalating security threats, and expanding compliance requirements demand more automation, not more people. Treeline is pioneering the Modern IT Operating System - a centralized software layer that replaces manual coordination with automation and AI. Instead of stitching together tools and vendors, Treeline standardizes workflows across IT, security, and compliance into a single integrated system. Software becomes the connective engine, operating continuously in the background, while human experts focus on architecture, judgment, and high-impact decisions. "Modern technology is reinventing nearly every industry - but this particular category is rapidly falling behind," said Peter Doyle, CEO and Co-Founder of Treeline. "Managed services still operate much the way they did 20 years ago, built around manual coordination and reactive ticketing. That model creates enormous waste for companies. We started Treeline to rebuild IT from a modern lens - using software and AI to make infrastructure scalable, reliable, and finally modern." The unified Treeline platform integrates: * IT Functions: Fully automating employee and asset lifecycle, managing device and identity management, and seamlessly resolving any type of technical support issue. * Security Functions: Securing endpoints and end users, vulnerability management, protecting against insider threats, and completing security questionnaires. * Compliance Functions: Complete management of compliance readiness processes, preparation for audits, consultative exploration around what frameworks and audits matter to a business. Treeline's impact is measurable across speed, automation, and operational reliability. The company's AI tooling and agents: * Augment or directly resolve 98% of customer-submitted requests * Increase employee onboarding speed by 10x (from 20 minutes to 2 minutes) * Reduce error rates by 95% for tickets solved entirely within the platform "Treeline doesn't just keep the lights on - they help us build infrastructure for where our company is going. They move quickly, communicate the way our team does, and genuinely care about the people behind the tickets. With Treeline, we've built infrastructure most companies our size don't have until they're 3x larger," said Richard Cho, Head of People at Luma. "Recent advances in AI have created an opportunity to re-architect how IT services are delivered," said Joe Schmidt, Partner at Andreessen Horowitz. "Treeline aims to define a new category - embedding software intelligence at the foundation of IT, security, and compliance, so companies can scale with greater efficiency and resilience." About Treeline Treeline is building the Modern IT Operating System - a software- and AI-powered foundation that redefines how IT, security, and compliance are delivered. Businesses need a partner that combines industry expertise with modern software designed for speed, security, and scale. By replacing fragmented, labor-driven service models with a centralized software architecture, Treeline automates routine IT operations while elevating human experts to focus on architecture, risk, and strategy. The result is proactive, scalable IT infrastructure that grows with the business. Backed by Andreessen Horowitz, Treeline combines deep industry expertise with exceptional engineering to deliver a modern approach to IT for companies at every stage. About Andreessen Horowitz Andreessen Horowitz (aka a16z) is a venture capital firm that backs bold entrepreneurs building the future through technology. We are stage agnostic: We invest in seed to venture to growth-stage technology companies, across bio + healthcare, consumer and enterprise apps, crypto, fintech, infrastructure, and companies building toward American dynamism. a16z has over $90B under management across multiple funds. SOURCE Treeline, Inc.

Fortune
Mar 31st, 2026
Treeline raises $25M led by Andreessen Horowitz for AI-powered corporate IT platform

Treeline, a San Francisco-based startup, has raised $25 million in a Series A round led by Andreessen Horowitz to build an AI-powered alternative to traditional managed IT services. The funding comes as global IT spending is expected to exceed $6 trillion in 2026. The company is developing what it calls a "modern IT operating system" that inverts the conventional model by starting with unified software and AI, then adding technicians for oversight rather than relying primarily on people. Treeline claims its AI agents now handle 98% of customer requests and reduce employee onboarding time from 20 minutes to two minutes. Founded by former Accel venture capitalist Peter Doyle, Treeline targets the fragmented market of roughly 40,000 US managed service providers that handle corporate IT for companies unable to afford in-house departments.