Summary
Overview
Work History
Education
Skills
Timeline
Hi, I’m

Michael Bledsoe

Park Ridge,IL
Michael Bledsoe

Summary

Transportation and logistics executive with expertise in go-to-market strategies and business development. Demonstrated success in P&L management, operations, and corporate development across various capital structures, including public and private equity. Proven ability to lead and motivate teams to exceed performance targets while fostering long-term client and supplier relationships. Skilled in driving revenue growth, enhancing yield management, and aligning strategic initiatives with operational execution.

Overview

20
years of professional experience

Work History

TruckerFy
Chicago, IL

Chief Revenue Officer/Startup Founder
02.2024 - Current

Job overview


 Launched TruckerFy, a cloud based CDL driver job matching platform that runs autonomously with minimal oversight, leveraging automation to scale without
headcount.
 Built AI driven match engine that replaces job ads with compatibility-based recruiting, reducing friction for drivers and SMB carriers.
 Hired and led remote engineering, sales, and marketing teams to MVP launch, early
revenue, and product market fit validation.
 Introduced performance-based monetization (pay per match), aligning value and boosting platform engagement.
 Positioned company for exit via direct outreach to industry incumbents.

MT Global Corp
Chicago, IL

Owner/VP of Sales and Business Development
02.2006 - Current

Job overview

  • As a part-time side business for the past 15 years I have provided contractural
    advising and consulting to various Hedge Funds, Private Equity, Research Firms
    and Investment Bankers concerning the logistics and supply chain industries. I
    do this to stay abreast of trends in the industry as well as keep aware of financial
    interest in the industry.
    In this capacity I have also consulted to new start-up digital players including
    Transfix and Cargo Chief.


    Cultivated relationships with internal stakeholders, business partners, customers,
    and vendors to ensure successful project outcomes.

    Established a culture of collaboration that fostered innovation across multiple
    departments.

    Analyzed data trends to develop strategies for optimizing performance metrics. •
    Gave presentations at meetings and conventions to promote services and
    offerings.

    Represented organization and promoted objectives at networking events and
    trade shows.

Chicago Title
Chicago, IL

K & L Freight
06.2022 - 12.2023

Job overview

Exited when company sold to Private Equity

Created and built a Managed Freight Platform
Streamlined processes for onboarding new staff members, resulting in improved
efficiency across all departments.
Created and managed high-performing teams with diverse backgrounds andskill sets.
Identified areas of improvement within existing systems or procedures toimprove workflow processes.
Coached team members to reach their full potential while fosteringcollaboration among peers.
Developed and implemented a comprehensive strategy to drive business growth, leveraging data analytics and customer insights.

MatchBack Systems
Green Bay, WI

Co-Founder/Head of Sales & Marketing
01.2021 - 06.2022

Job overview

  • Sold the company to private equity in 2021 and exited.
  • Created and developed a software solution for container street-turns to reduce costs and emissions. Developed pricing strategies that maximized profits while meeting customer expectations.
  • Led a team of 15 sales representatives, providing guidance and direction on best practices.
    Created promotional materials such as brochures, flyers, emails, and website content, designed to drive sales growth.
  • Mentored junior staff members on selling techniques and customer relations.

FR8Hub
Chicago, IL

Cofouner/Head of Sales & Marketing
01.2019 - 01.2021

Job overview

Sold company to Private equity
Created a Digital Marketplace for Shippers and Carriers
specializing in cross border (US-MEX) and domestic
shipments and providing full pricing transparency to shippers


Our platform provided 24/7/365 visibility to your cross border freight.
Established performance metrics and tracked progress towards achieving organizational goals using data-driven insights.
Built and trained a Sales Organization

Transfix
New York, NY

Head of Sales
01.2018 - 01.2018

Job overview


• Contract consulting position
• Transfix - Technology driven, client focused

Transfix broker services combine mobile location and intelligent data with human, hands-on industry expertise

Led a team of 15 sales representatives, providing guidance and direction on best practices.
Established key relationships with potential customers to drive new business opportunities.
Cultivated strong relationships with clients, leading

Redwood Logistics
Chicago, IL

VP Sales
01.2011 - 01.2016

Job overview

Redwood Logistics, formerly known as Transportation Solutions Enterprises and 3PLogic, underwent a rebranding effort in January of 2015 to better position the companies for future growth. I started as employee number 2 at 3PLogic (Redwood's Managed Freight Division). Over a 5-year period, we grew from 0 revenues to managing over $325 million in freight. I spent 5 years helping to build and grow the technology-driven managed freight consulting division, providing leadership in developing the corporate vision, mission, values, and culture.


Directed strategic planning efforts that enabled the organization to achieve its short-term goals while positioning itself for long-term success.

Left Redwood when they sold to private equity.

Echo Global Logistics
Chicago, IL

Director of Sales and Marketing
01.2005 - 01.2011

Job overview

Echo Global Logistics is part of the same family of companies and investors as Groupon, Mediabank, and Lightbank.

I sold my brokerage to Echo in late 2004 and joined the team.

At ECHO I performed similar services as I have at MT Global as well as supporting and training outside agents
Responsible for helping build the technology driven managed freight consulting division and outside sales force.
Mentored and coached staff members, enabling them to reach their highest potentials.

Managed multiple projects simultaneously while staying within deadlines.
Monitored customer feedback regularly to improve customer experience.
Collaborated with stakeholders to identify areas for improvement and develop strategies for growth.

Cultivated relationships with key internal and external stakeholders.

I left Echo when the went public.


Education

DePaul University
Chicago, IL

J.D. from Law
05-1983

University Overview

Skills

  • Revenue growth
  • Data analytics
  • Performance metrics
  • Market strategy
  • Product development
  • Customer relationship management

Timeline

Chief Revenue Officer/Startup Founder
TruckerFy
02.2024 - Current
K & L Freight
Chicago Title
06.2022 - 12.2023
Co-Founder/Head of Sales & Marketing
MatchBack Systems
01.2021 - 06.2022
Cofouner/Head of Sales & Marketing
FR8Hub
01.2019 - 01.2021
Head of Sales
Transfix
01.2018 - 01.2018
VP Sales
Redwood Logistics
01.2011 - 01.2016
Owner/VP of Sales and Business Development
MT Global Corp
02.2006 - Current
Director of Sales and Marketing
Echo Global Logistics
01.2005 - 01.2011
DePaul University
J.D. from Law
Michael Bledsoe