Careers · Boston, MA & Remote

Join the team building AI-Native Managed Transportation.

We are operators first, building the freight platform we always wanted to use. Headquartered in Quincy, MA, with a distributed team across the country.

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Current Openings

2 open roles.

Sales · Full-Time · Boston, MA or Remote (United States) · Director

Director of Business Development

Lead new-business acquisition across our managed transportation and brokerage solutions. Build relationships with mid-market and enterprise shippers, qualify and develop high-value opportunities, and own a strategic part of FreightPlus growth.

Role details +

What you'll do

  • ›Prospect and build pipeline: identify, target, and qualify mid-market and enterprise shippers through outbound, networking, referrals, industry events, and tools like LinkedIn Sales Navigator
  • ›Own market and sales strategy to penetrate new markets and win multimodal, multiservice opportunities across SaaS, services, and managed transportation
  • ›Lead the sales process: run discovery, deliver solution presentations and demonstrations, and tailor proposals to each prospect's freight challenges
  • ›Build trusted relationships with senior decision-makers, including C-level executives, and position FreightPlus as their long-term solution partner
  • ›Lead negotiations and close agreements that serve the client and align with FreightPlus growth goals, consistently meeting or exceeding quota
  • ›Collaborate with Operations, Pricing, Technology, and Account Management for executable, cost-effective solutions and clean onboarding transitions
  • ›Maintain accurate pipeline, activity, and forecast data in the CRM and report progress against targets
  • ›Track industry trends and competitor activity, represent FreightPlus at conferences, and feed prospect insights back to marketing, product, and service teams

What we're looking for

  • ›Minimum 5 years of experience in the transportation industry (TL, LTL, and/or Parcel)
  • ›At least 3 years of direct sales and/or business development experience, with a proven record of building pipeline and exceeding quota
  • ›Demonstrated success selling transportation, logistics, or supply chain technology and services, ideally within Managed Transportation, 3PL, or brokerage
  • ›Experience selling into food and beverage, manufacturing, consumer goods, or wholesale/distribution preferred
  • ›Strong communication, negotiation, and relationship-building skills, including with C-level buyers
  • ›Comfort with CRM systems and prospecting tools such as LinkedIn Sales Navigator
  • ›High resilience and the ability to thrive in a fast-paced, growth-stage environment

Compensation

Competitive base plus uncapped commission, aligned to experience and performance. Full details reviewed during intro conversations.

Benefits

Comprehensive health, dental, vision, 401(k), PTO, monthly book stipend, company events, professional development, and more.

Reports to: VP of Sales
Apply on LinkedIn → Or email us directly
Carrier Sales · Full-Time · Boston, MA or Remote (United States) · Entry Level

Carrier Sales Representative

Manage relationships with carrier partners, source capacity, negotiate rates, and drive freight execution within FreightPlus One.

Role details +

What you'll do

  • ›Build and maintain strong carrier relationships to support customer freight needs
  • ›Source carriers, negotiate rates, and ensure spot and contracted freight coverage
  • ›Maintain consistent communication with carriers and address service disruptions
  • ›Drive results across outbound calls, proactive tracking, and service-reliability KPIs
  • ›Use internal systems to strategically source and optimize carrier capacity
  • ›Monitor rate and capacity trends to inform pricing strategies

What we're looking for

  • ›Prior experience in carrier sales, logistics, or related sales environments preferred
  • ›Strong communication, negotiation, and relationship-building skills
  • ›Results-driven mindset with strong accountability
  • ›Ability to thrive in fast-paced, team-oriented settings
  • ›Strong organizational and multitasking abilities with attention to detail
  • ›Proactive, solutions-oriented problem-solving approach

Compensation

Competitive base + commission aligned to performance. Full details discussed during initial conversations.

Benefits

Comprehensive health, dental, vision, PTO, monthly book stipend, company events, professional development, and more.

Reports to: Carrier Sales Manager
Apply on LinkedIn → Or email us directly

What It's Like

A team that ships, not a team that meets.

  • Operators-first culture. Most of our team has run freight, dispatched loads, or built logistics technology. We respect the people closest to the work.
  • Boston roots, distributed reach. HQ in Quincy, MA. Team members across the U.S. We meet in person regularly, but we trust people to do their best work from where they live.
  • Technology that earns its keep. FreightPlus One is built and maintained in-house. If you join the engineering or product team, you ship code that runs the company.
  • Real customers, real outcomes. 10,000+ loads monthly, $300M+ under management. The work matters, the customers notice, and the wins are countable.
  • No politics, no theater. Direct feedback, clear ownership, decisions made by the people closest to the problem.

Always-On · Director of Business Development

We always have a seat for the right closer.

Most freight brokerages run a high-volume, transactional sales motion. FreightPlus does not. Our customers are middle-market shippers ($20M to $500M freight spend) buying managed transportation programs, not load coverage. Sales cycles are longer, deals are multi-stakeholder, and the closer who wins is the one who can talk freight strategy with a CFO and dock operations with a VP of supply chain in the same conversation.

That is the seat we are always open to filling.

Always Open · Senior Closer
Director of Business Development

Senior closer owning the new-customer pipeline for FreightPlus managed transportation. Middle-market shippers, PE-backed portfolio companies, multi-stakeholder enterprise scoping. You bring the relationships and the closing instinct; we bring the operations, the technology, and a market that has been underserved by both legacy brokerages and digital-first marketplaces.

  • ›Existing book of business or deep network in managed transportation, freight brokerage, 3PL sales, or transportation technology
  • ›Track record of closing $1M+ ACV freight programs into middle-market or enterprise accounts
  • ›Comfortable with long sales cycles, exec sponsorship, and pilot-to-program conversion
  • ›Outbound is supported by an outsourced BDR team; you focus on closing, not lead generation

No posted listing. We hire when the right operator shows up. If that is you, the introduction is the application.

Send a note to info@freightplus.io with the subject line "Director of Business Development." Tell us where you have sold, what your book looks like, and what segment of the middle market you would want to own at FreightPlus.

Other Roles We Hire For

Even if your role is not posted, we want to hear from you.

Account Management

Day-to-day relationships with shipper customers. Strategy, problem-solving, growth.

Carrier Operations

Carrier sourcing, tendering, dispatch, exception management, scorecards.

Engineering & Product

FreightPlus One platform. Backend, frontend, data, AI/ML, infrastructure.

Analytics & Pricing

Lane analysis, pricing, network design, savings modeling, customer reporting.

Send a note to info@freightplus.io with the subject line "Career Interest." Tell us a bit about what you do, what you want to do next, and where you think you would fit. We read every one of them.

Want to be on our radar?

Send a note. We read everything that comes through and follow up when something fits.

Email info@freightplus.io →