Industries We Serve

Transportation & Logistics

Transportation & Logistics

The transportation and logistics sector is the circulatory system of the middle-market economy — capital-intensive, operationally complex, and essential to commerce across every industry. Kreshmore Group advises carriers, logistics providers, and fleet operators through periods of growth, distress, and strategic transformation.

Our team brings deep experience in asset-based transportation, freight brokerage, and supply chain services. We understand the unique dynamics of driver recruitment, fleet management, regulatory compliance, and the volatile freight cycles that define success and survival in this sector.

Sector Challenges

The logistics industry continues to face volatile freight rates, driver shortages, and tightening credit markets. Operators are adapting to electrification, regulatory oversight, and technology-driven network optimization while navigating intense consolidation from private capital entrants.

Transportation companies operate in one of the most cyclical and capital-intensive sectors of the middle market. Rising insurance costs, fuel volatility, and equipment financing requirements create persistent margin pressure. At the same time, driver retention challenges and Hours of Service regulations constrain capacity and operational flexibility.

The industry is experiencing unprecedented consolidation as private equity platforms and strategic acquirers pursue scale advantages and technology integration. For independent operators and family-owned carriers, this environment creates both strategic opportunities and existential pressures. Kreshmore helps clients navigate these dynamics with disciplined capital strategy, operational insight, and stakeholder credibility.

Key Subsectors We Serve

  • Truckload & LTL carriers — Over-the-road truckload, less-than-truckload, and regional freight services
  • Dedicated & contract logistics — Dedicated fleet operations and managed transportation solutions
  • Warehousing & distribution — Third-party warehousing, cross-docking, and fulfillment services
  • Freight brokerage & 3PL / 4PL providers — Non-asset brokerage and integrated logistics management
  • Rail & intermodal services — Intermodal container services and short-line rail operations
  • Fleet leasing & equipment finance — Trailer leasing, equipment finance, and fleet management services
  • Maritime, port & container services — Drayage, container handling, and port logistics
  • Aviation ground support & air cargo — Ground handling, cargo services, and aviation logistics
  • Hazardous material hauling — Tanker operations and specialized hazmat transportation
  • Auto hauling — Vehicle transport and automotive logistics

How We Help

  • Restructuring & Turnaround Advisory — Stabilize asset-based carriers and brokers facing liquidity pressure, covenant violations, or operational distress
  • Growth Capital & Refinancing — Source capital for fleet expansion, equipment modernization, or balance sheet optimization through our network of transportation-focused lenders
  • M&A Advisory for Consolidation or Exit — Execute strategic transactions for carriers, brokers, and logistics platforms seeking scale or succession solutions
  • Independent Business Reviews & Lender Communications — Provide objective assessments of fleet utilization, driver economics, and operational performance for lenders and ownership
  • 13-Week Cash Flow Management & Liquidity Forecasting — Implement disciplined cash flow visibility and scenario planning during challenging freight cycles
  • Strategic Planning for Automation & Technology — Evaluate telematics, route optimization, and technology investments that drive efficiency and competitive positioning
  • Creditor Advisory & Asset Monetization — Represent secured lenders in collateral assessment, fleet valuations, and going-concern vs. liquidation analysis
  • Sale-Leaseback & Asset Optimization — Structure real estate and equipment monetization strategies to enhance liquidity while maintaining operational continuity

Representative Transactions

Regional LTL Carrier — Out-of-Court Restructuring & Refinancing

Situation: Regional less-than-truckload carrier faced covenant violations and liquidity constraints during freight downturn.

Approach: Advised ownership through lender negotiations, developed operational turnaround plan, and structured refinancing with new ABL lender.

Result: Achieved consensual restructuring, preserved jobs, and positioned company for return to profitability.

Logistics Consolidator — $80MM Recapitalization

Situation: Private equity-backed logistics platform required growth capital to fund acquisition strategy and fleet modernization.

Approach: Structured $80MM recapitalization combining senior credit facility, mezzanine debt, and additional equity investment.

Result: Delivered capital for organic and inorganic growth while optimizing cost of capital and maintaining operational flexibility.

Fleet Terminal Sale-Leaseback — Liquidity Enhancement

Situation: Truckload carrier sought to unlock embedded real estate value while reducing leverage and improving liquidity position.

Approach: Facilitated sale-leaseback of multiple terminal facilities to institutional real estate investor with favorable lease terms.

Result: Generated immediate liquidity, reduced balance sheet leverage, and preserved operational control of critical facilities.

Why Kreshmore for Transportation & Logistics

Kreshmore’s transportation sector practice is built on firsthand experience advising asset-based carriers, freight brokers, and logistics platforms across every stage of the business cycle — from rapid growth and strategic expansion to operational distress and creditor-led restructuring.

We understand the operational metrics that drive value in transportation businesses: loaded miles, revenue per truck, driver turnover, operating ratios, and equipment utilization. Our professionals have structured financings secured by rolling stock, terminal real estate, and accounts receivable — and have advised lenders on collateral liquidations and going-concern sales.

Whether representing ownership in growth capital raises, serving as interim management during turnaround situations, or advising creditors on fleet valuations and recovery strategies, Kreshmore delivers execution grounded in sector expertise and capital markets credibility. Our dual-sided perspective — having represented both debtors and creditors — enables us to anticipate challenges, build consensus, and deliver balanced outcomes.

Let’s Discuss Your Situation

For confidential consultation regarding transportation and logistics advisory needs, please contact the Kreshmore Group team.

Email: info@kreshmore.com

Contact Our Team

Numbers don't lie

Kreshmore By The Numbers

Kreshmore has advised on transactions and engagements across a wide range of industries, including industrials and manufacturing, transportation and logistics, real estate, consumer and hospitality, energy and renewables, technology, healthcare, aerospace and defense, and niche specialty services.

$ B+

Liabilities restructured across multiple sectors

$ M

Average client revenue

Average annual engagements

Years aggregate team experience

$ M+

Transaction experience ranging from $1M - $500M+
Our experience

Empowering middle-market growth & turnarounds

Kreshmore Group has advised middle-market companies, boards, lenders, and investors across a diverse range of industries, transaction types, and engagement structures. Our track record reflects institutional execution, sector fluency, and stakeholder credibility — delivering measurable outcomes across every phase of the business cycle.
Proof is in our work

Track record & expertise

With 235 years of aggregate team experience and an average of 75 annual engagements, Kreshmore operates at the intersection of strategic finance and operational execution. We have advised on transactions ranging from $1 million to over $500 million, spanning conventional growth transactions, distressed situations, and complex capital structure realignments.

Our professionals have held leadership roles across investment banking, restructuring, corporate finance, and operating companies — bringing real-world perspective to every engagement. This experience enables us to anticipate challenges, build consensus among stakeholders, and execute solutions that preserve enterprise value and create lasting impact.
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Problem solving is what we do. Our team is focused on adding value throughout every step of the process.
Chicago, IL

14216 McCarthy Road, Lemont, IL 60439

Naples, FL

3080 Tamiami Trail E., Suite 301, Naples, FL 34112

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Registered M&A Business Broker in relevant active states; Member of ACG of Chicago, Axial Networks, MBBI and TMA. Testimonials may not be representative of the experience of all clients. Securities transactions conducted through StillPoint Capital, Member FINRA/SIPC, Tampa, FL. Certain members of Kreshmore Group are Registered Representatives of the Broker Dealer StillPoint Capital, LLC. Kreshmore Group and StillPoint Capital, LLC are not affiliated entities. For more information on Registered Representatives and Broker Dealers visit BrokerCheck.