ARE YOU INTERESTED IN JOINING AN INNOVATIVE LOGISTICS TECHNOLOGY COMPANY?

Loadsmart is a growth-stage technology company valued at over $1 billion (a true Tech Unicorn)!

We are a collection of industry veterans and user-centered engineers using innovative technology to fearlessly reinvent the future of freight by helping shippers, brokers, warehouses and carriers to move more with less.

With headquarters in Chicago and a globally distributed remote team, Loadsmart continues to attract top talent committed to driving meaningful change. We seek professionals who embody our core values: curiosity, clarity, results, commitment, and teamwork.

We’re looking for an Implementation Manager to lead the onboarding of our most strategic and complex customers across Managed Transportation (4PL), SaaS platforms, and Enterprise Account Management. This role will also support internal strategic initiatives as needed that enhance scalability, quality, and operational excellence across the Loadsmart organization.

You’ll serve as the orchestrator and face of Loadsmart during customer onboarding — ensuring our solution design delivers on expectations through disciplined project management, milestone execution, and stakeholder alignment. Where processes need refinement, you’ll collaborate cross-functionally to create and implement scalable solutions.

Job Type:

Exempt

DEPARTMENT: Revenue Operations

LOCATION: Chicago or Remote US

WHAT YOU GET TO DO:

Lead and manage multiple concurrent SaaS, Managed Transportation, and/or Enterprise Brokerage customer implementations from kickoff through go-live and post-launch stabilization.

Develop and execute project plans, timelines, and deliverables — ensuring milestones are met on time, within scope, and aligned to customer expectations.

Coordinate internal and external resources, including solution consultants, product/engineering teams, operations, and customer success, to ensure seamless execution and handoffs.

Oversee configuration, integration development, and testing of Loadsmart’s technology platforms and service workflows to ensure deliverables are met on time and as expected.

Serve as the primary point of contact for customers and internal stakeholders throughout implementation, maintaining transparency and alignment.

Facilitate discovery sessions and solution design workshops to document business requirements and translate them into actionable implementation plans.

Build strong relationships with customer and internal stakeholders to ensure alignment, trust, and satisfaction.

Define and enforce implementation methodologies, best practices, and documentation standards. Working to ensure methodologies and practices are scalable with business growth.

Proactively identify project risks, dependencies, and resource constraints — and execute mitigation strategies to maintain delivery integrity.

Conduct post-implementation reviews to capture lessons learned and embed continuous improvement into future rollouts.

REQUIRED QUALIFICATIONS:

Bachelor’s degree in Business, Information Systems, Supply Chain, or related field (or equivalent experience).

5+ years of experience in project management, customer onboarding, or consulting — preferably in SaaS, logistics, or supply chain.

Strong understanding of SaaS delivery models, systems integrations (API, EDI, or middleware), and customer lifecycle management.

Experience leading complex enterprise implementations that span both technology and managed services.

Experience working with cross-functional teams in a fast-paced, customer-facing environment.

Proven project management skills — PMP or Agile certification preferred.

Excellent communication, stakeholder management, and organization skills.

Additional Information

WORKING AT LOADSMART:

• Competitive base salaries - we believe in rewarding top talent

• Extremely competitive Equity package - become a shareholder in our company!

• Loadie Time Off - PTO and sick days without a limit

• Comprehensive Medical, Dental, and Vision insurance plans

• 401k Match

At Loadsmart, we believe our biggest asset is our people. We are proud to be an equal opportunity employer, hiring and developing individuals from diverse backgrounds and experiences to add to our collaborative culture. Loadsmart treats all candidates and employees with respect and does not discriminate in our recruiting, hiring, and promoting processes, including on the basis of race, color, religion, sex, age, sexual orientation, gender identity and/or expression, national origin, veteran status, or disability.

It is the policy of Loadsmart that all offers of employment made shall be contingent upon successful completion of electronic background check(s). These checks will be job-related, consistent with business necessity and conducted by our vendor, pursuant to all applicable laws, rules, policies and procedures of our candidates' specific locale.

Compensation

The compensation offered for this role will be based on multiple factors such as location, the role’s scope and complexity, the candidate’s experience and expertise. In addition to your base compensation offer, this role is eligible for an incentive bonus, stock options and benefits listed below.

Customer Implementation Manager

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