The CRO Perspective: Growing FreightTech Sales with Ryan Sullivan
The Logistics of Logistics Podcast
Release Date: 07/03/2024
From Deal Flow to Data Flow: Investing in the Freight Market with Ben Gordon
The Logistics of Logistics Podcast
In “From Deal Flow to Data Flow: Investing in the Freight Market”, and , Founder and Managing Partner of Cambridge Capital, discuss the evolution of investment in the supply chain sector, highlighting the shift from traditional deals to a focus on leveraging data and technology for strategic growth. About Ben Gordon is the Founder and Managing Partner of . He draws on a career building, advising, and investing in supply chain companies. Benjamin has led investments in outstanding firms including , , , , and others. As CEO of BGSA Holdings, Benjamin has spent...
info_outline
The M&A Playbook for Logistics Leaders with Spencer Tenney
The Logistics of Logistics Podcast
In “The M&A Playbook for Logistics Leaders”, and , President & CEO of Tenney Group, discuss the current state of mergers and acquisitions in the logistics sector, offering key insights on how business leaders can navigate a more selective market, build value, and secure successful deals. About Spencer Tenney serves as President & CEO of Tenney Group, where he oversees the firm’s day-to-day effectiveness and long-term vision. Spencer is a graduate of the University of Texas at Austin and holds the designation of Certified Merger & Acquisition Advisor through...
info_outline
AI Literacy in Logistics with Gather AI's Andrew Hoffman
The Logistics of Logistics Podcast
In “AI Literacy in Logistics with Gather AI's Andrew Hoffman”, and , CTO at Gather AI, discuss how artificial intelligence is transforming warehouse operations by using visual data from drones and other machines to identify issues, suggest next steps, and ultimately improve efficiency and accuracy. About Andrew Hoffman is the Chief Technical Officer at Gather.ai, an AI-powered intralogistics optimization firm that empowers 3PLs, manufacturers, and retailers to improve margins and on-time order fulfillment in the widest range of logistics environments - from ambient to cold chain storage....
info_outline
Intermodal Expo 2025: Unpacking Cargo Theft, AI, and M&A with Anne Reinke
The Logistics of Logistics Podcast
In “Intermodal Expo 2025: Unpacking Cargo Theft, AI, and M&A”, and , President & CEO of IANA, discuss the critical issues and forward-looking trends that are shaping the future of the intermodal freight industry. About Anne Reinke became the Intermodal Association of North America’s third President & CEO in December of 2024. Immediately preceding her appointment at IANA, Anne was President & CEO of the Transportation Intermediaries Association for four years. Anne has a long career in transportation policy, with a stint at the Association of American...
info_outline
Inside the DAT - Convoy Platform Deal: What This Acquisiton Means for the Freight Market with Bill Driegert
The Logistics of Logistics Podcast
In “Inside the DAT - Convoy Platform Deal: What This Acquisiton Means for the Freight Market”, and , EVP of Convoy Platform - DAT Freight & Analytics, discuss how the integration of the Convoy Platform's automation and AI technology with DAT's massive freight marketplace will help brokers combat fraud, increase efficiency, and focus on high-value work. About Bill Driegert is the EVP of Convoy Platform at DAT Freight & Analytics. He was previously the EVP of Trucking at Flexport and the co-founder and Head of Operations at Uber Freight, Uber’s logistics business. Bill began his...
info_outline
How Humanoid Robots are Shaping the Future of Logistics with Parker Conroy
The Logistics of Logistics Podcast
In “How Humanoid Robots are Shaping the Future of Logistics”, and , Head of Product at Apptronik, discuss how Apollo, a human-centered, AI-powered humanoid robot, is set to transform the industry by working alongside humans to fill labor gaps and perform a wide range of tasks in a safe and efficient manner. About Parker Conroy is the Head of Product at Apptronik, a leading developer of humanoid robots. Conroy has worked in robotics for more than a decade, guiding product management teams to design and deploy thousands of industrial robotic arms, autonomous mobile robots, drones, and now,...
info_outline
The C.H. Robinson Perspective: Navigating the Next Era with Michael Castagnetto
The Logistics of Logistics Podcast
In “The C.H. Robinson Perspective: Navigating the Next Era”, and , President of North American Surface Transportation at C.H. Robinson, discuss how the company's people-first culture and commitment to developing its employees drive its ability to solve complex logistics challenges and innovate for the future. About Michael Castagnetto was named president of North American Surface Transportation (NAST) in January 2024. Prior executive positions with the company include Vice President, Customer Success in NAST from January 2023 – January 2024 and President of Robinson Fresh from December...
info_outline
REPOST: Blind Spots & Bottlenecks: Unmasking the Hidden Enemies of Supply Chain with Briana Birkholz
The Logistics of Logistics Podcast
and discuss blind spots & bottlenecks: unmasking the hidden enemies of supply chain. Briana is the Vice President of Product Management for the 3PL market segment at SPS Commerce, the world’s leading retail network, connecting trading partners around the globe to optimize supply chain operations for all retail partners. About Briana Birkholz is the Vice President of Product Management for the 3PL market segment at SPS Commerce. With a passion for overcoming supply chain and logistics challenges, Briana is committed to addressing the distinct needs of customers through comprehensive,...
info_outline
Project 61: The Mission to Give Truckers a Longer, Healthier Life with Jeremy ReymerProject 61: The Mission to Give Truckers a Longer, Healthier Life with Jeremy Reymer
The Logistics of Logistics Podcast
In “Project 61: The Mission to Give Truckers a Longer, Healthier Life”, and , the Founder and CEO of Project 61, discuss the shocking statistic that the average life expectancy of a truck driver is just 61 years and the organization's mission to address this health crisis. About Jeremy Reymer is a recognized leader and innovator in the trucking industry with over 20 years of experience as both a carrier and vendor. A frequent speaker and podcast host, he addresses critical issues such as driver recruiting, retention, compliance, and health and wellness. In 2016, Jeremy founded...
info_outline
The Dark Funnel Demystified: Unlocking Hidden Sales with Jennie Malafarina
The Logistics of Logistics Podcast
In “The Dark Funnel Demystified: Unlocking Hidden Sales”, and , the CEO of Virago Marketing, discuss how businesses can drive measurable revenue growth by understanding and leveraging the invisible customer journey. About Jennie Malafarina is the CEO of Virago Marketing, a Cleveland-based agency helping transportation and logistics companies turn marketing into a revenue-driving engine. Since taking the lead at Virago in 2020, she has elevated the agency’s impact—guiding strategies that deliver measurable results aligned with client growth goals. With over a decade of experience in...
info_outlineRyan Sullivan and Joe Lynch discuss the CRO perspective - growing freighttech sales. Ryan is the CEO and Founder of Ratchet Ventures, a fractional CRO firm specializing in the logistics and freighttech space.
Summary: The CRO Perspective: Growing FreightTech Sales
In this podcast, Ryan Sullivan, Founder of Ratchet Ventures and an experienced Chief Revenue Officer (CRO), shares his insights on growing sales in the freight tech and logistics industry. He discusses the importance of revenue management, transitioning from founder-led sales to a scalable process, and the three levers to increase sales: larger deals, more opportunities, and higher conversion rates. Ryan emphasizes understanding the ideal customer profile, building genuine relationships, and specializing in a specific niche to improve sales performance. He also addresses the challenges growing companies face in finding the right sales leadership and how fractional CRO services can help. Throughout the podcast, Ryan shares his unconventional journey and expertise in helping companies and individuals navigate the increasingly competitive supply chain technology industry.
#FreightTechSales
#RevenueGrowthStrategies
#LogisticsSalesExpertise
About Ryan Sullivan
Ryan Sullivan is the CEO & Founder of Ratchet Ventures. With over a decade of experience in supply chain tech, Ryan partners with seed to Series B companies to revamp sales strategies, optimize pipelines, and enhance forecasting. A proven leader with success at Kuebix and Tive, he specializes in transitioning from founder-led sales to scalable processes, achieving 5-10x revenue growth. As a 2x founder, 2x corporate exit, and 3-time founding sales leader, Ryan's expertise includes channel partnerships, sales playbooks, prospecting, and CRM enablement. Passionate about innovation in logistics and transportation, he actively shares industry insights on LinkedIn and is committed to transparency and authenticity in all business interactions. Based in Boston, Ryan drives growth and innovation in the supply chain industry.
About Ratchet Ventures
Ratchet Ventures, led by CEO & Founder Ryan Sullivan, empowers supply chain technology leaders to scale, secure funding, and drive profitable revenue through comprehensive growth services. With over 15 years of experience, Ryan partners with seed to Series B companies to transition from founder-led sales to scalable processes, achieving significant growth. Ratchet Ventures specializes in Fractional CRO services, strategic growth planning, and go-to-market strategies. As a 2x founder, 2x corporate exit, and 3-time founding sales leader, Ryan's expertise is instrumental in navigating startup complexities and driving innovation in the supply chain sector (Ryan Sullivan ).
Key Takeaways: The CRO Perspective: Growing FreightTech Sales
- Gain insights from a Chief Revenue Officer on growing sales in the freight tech industry.
- Learn about the importance of building relationships with customers.
- Understand the growing significance of revenue management in companies.
- Discover how to transition from founder-led sales to a scalable sales process.
- Hear about Ryan Sullivan's unconventional journey to becoming a successful tech sales leader.
- Learn three key levers to grow sales in freight tech and logistics companies.
- Understand the value of genuine expertise and personal connections in the era of AI-generated content.
Timestamps
(00:00:01) The CRO Perspective on Freight Tech Sales
(00:00:20) Fractional CRO for Early Stage Companies
(00:01:35) The Growing Importance of Revenue Management
(00:04:00) Scaling Sales Beyond Founder-Led Efforts
(00:08:05) Accidental Entrepreneur Discovers Supply Chain Tech
(00:14:18) Three Levers to Grow Freight Tech Sales
(00:16:03) Selling Larger Deals in Freight Brokerage
(00:19:34) The Value of Authentic Expertise
(00:22:17) Boost Sales Conversion Through Customer Understanding
(00:24:32) Niching Down for Higher Conversions
(00:32:34) Focusing on the Ideal Customer Profile
(00:39:35) Fractional CRO: Helping Companies Overcome Growth Barriers
(00:43:21) Fractional CRO: Driving Strategic Sales Growth
(00:47:03) Navigating Sales Leadership Challenges in Growing Companies
(00:51:48) Three Ways to Grow Freight Tech Sales
(00:52:52) Navigating Supply Chain Technology and Capital