Will Kraus

Transformation Executive | Logistics SaaS & TMS Modernization | AI-Driven Operations

Greater Pittsburgh Region

About

I specialize in the architectural redesign of transportation networks, unifying fragmented operating units into scalable, high-velocity ecosystems. With 20+ years of experience across the full modal spectrum, TL, LTL, parcel, air, ocean, and cross-border, I bridge the gap between legacy logistics operations and modern SaaS technology to drive measurable EBITDA expansion.

Experience

  • Director, US Sales at Uber Freight
    May 2026 - Present · 2 mos

  • Independent Transformation Advisor | Logistics, TMS & AI-Driven Operations at MRI GLG (Gerson Lehrman Group)
    Dec 2025 - May 2026 · 6 mos

    Currently providing project-based strategic advisory to institutional investors, private equity, and venture capital firms (including GLG Council Member status) focused on the intersection of transportation operations and software integration. Key Focus Areas: TMS Modernization & Integration: Advising on the evolution of cloud-based TMS platforms and the critical path for integrating CRM, billing, and carrier connectivity to drive platform scalability. PE/VC Due Diligence: Supporting deal teams in evaluating logistics technology assets, specifically de-risking product-market fit and assessing the complexity of post-acquisition technical integrations. Change Agent for Logistics Tech: Leveraging 20+ years of executive experience to translate complex operator requirements into actionable product roadmaps for developers and PE stakeholders. AI & Automation Strategy: Identifying high-impact opportunities for AI agents in pricing, routing, and exception management within brokerage and managed transportation workflows. Note: All engagements are conducted under strict NDA. No confidential, non-public, or proprietary information from former employers or partners is disclosed.

  • R&R Family of Companies (Full-time · 11 mos)
    • Layoff/position eliminated
      Dec 2025 - Dec 2025 · 1 mo

      My role concluded as part of a company-wide workforce reduction. I am using this transition period to evaluate new executive opportunities where I can apply my experience in multimodal logistics, managed transportation, AI-enabled TMS modernization, and large-scale operational transformation.

    • Vice President of Managed Transportation
      Feb 2025 - Nov 2025 · 10 mos

      In this role, I established the company’s first Managed Transportation division and built the commercial, operational, and technology foundation required to scale multimodal services. I co-designed an internal customer-facing TMS and led the full enterprise migration from the native LTL TMS to Tai TMS, streamlining workflows and delivering standardized LTL training for all W‑2 and 1099 brokers. I also engineered AI agents to improve data integrity, visibility, and decision-making. This included an agent that validated, cleaned, and reformatted customer address books and product catalogs for accurate, high‑volume imports into Tai TMS, as well as a performance‑score carding agent that analyzed Truckload buy‑rate behavior in Greenscreens to monitor broker performance, pricing discipline, and variance trends. My broader work centered on standardizing pricing, routing, and procurement structures; integrating CRM, TMS, and financial data; and deploying AI‑assisted quoting, routing, and customer‑engagement workflows. I partnered with our 1099 agent network to accelerate collections, reduce aging, and improve customer payment speed, strengthening financial performance and supporting long‑term MT scalability.

  • Vice President of Sales at Headlight Solutions
    Oct 2022 - Mar 2024 · 1 yr 6 mos

    At Headlight Solutions, I led strategic initiatives to drive growth and innovation in the fleet routing and logistics technology sector. I collaborated closely with internal teams and external partners to develop go-to-market strategies, streamline sales processes, and enhance customer engagement. My efforts focused on leveraging the company’s AI-powered, cloud-based platform to provide clients with automated, efficient solutions for load planning and routing. By aligning product capabilities with market needs, I played a key role in positioning Headlight as a forward-thinking leader in logistics technology and empowering clients to achieve operational excellence.

  • Vice President of Sales at Wavepoint 3PL
    Apr 2021 - Mar 2022 · 1 yr

    At Wavepoint 3PL, I was brought on to lead the strategic rebranding from Roberts Trucking to Wavepoint 3PL, positioning the company as a modern and customer-centric logistics provider. I spearheaded transformative initiatives, including the implementation of advanced CRM and TMS systems, which enhanced operational visibility and streamlined workflows to improve client retention. My work focused on aligning marketing, sales, and operational strategies to support long-term growth while forging strong channel partnerships. Additionally, I played a key role in transitioning legacy operations into scalable, recurring revenue models and fostering cross-functional collaboration to deliver tailored solutions for diverse client needs.