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Heather Guerry

Heather Guerry

SVP Client Success & Operations at Sifted | Driving Operational Excellence

Leawood, Kansas, United StatesTransportation/Trucking/Railroad
Company
Sifted
Title
Svp Client Success & Operations
Seniority
Vp
Department
Master Operations
Location
Leawood, Kansas, United States
Industry
Transportation/Trucking/Railroad

About

With 20+ years of leadership experience across SaaS, logistics, and enterprise services, I lead high-impact teams at the intersection of operations, client success, and technology. Currently, I serve as SVP of Client Success and Operations at Sifted, a fast-growing SaaS startup providing data-driven insights to optimize logistics and supply chain performance. Known for driving transformation and operational scale, I’ve built and led teams responsible for $1B+ in recurring revenue, implemented onboarding programs that boosted productivity by 20%, and led initiatives that increased client satisfaction and upsell opportunities by double digits. My approach blends strategic vision with hands-on execution, enabling organizations to streamline operations, align cross-functional teams, and improve bottom-line results. I thrive in dynamic environments where innovation, efficiency, and customer success are core to the mission.

Experience

Svp Client Success & Operations

Sifted · Overland Park, KS

Present

Associate Vice President, Performance Management (Client Success)

Cox Automotive Inc.

Leads the account management teams for five Cox Automotive brands which is responsible for retaining and growing over $1 billion of recurring annual revenue.

Associate Vice President, Operations

Cox Automotive Inc.

Oversaw client success strategy, operations, new hire training and client onboarding for Vinsolutions, Xtime, Dealertrack F&I and Dealertrack Registration & Title business units.

Executive Director - Strategic Projects

Freightquote · Kansas City, MO

• Responsible for scoping and implementing special projects and strategic initiatives, including the development and implementation of the strategic plan and long-range strategic initiatives. • Works in conjunction with senior leadership team to pursue and achieve tactical or strategic objectives • Leads special projects that require cross-functional engagement with key staff across the organization, and with external stakeholders, as appropriate.

Director - Truckload Operations

Freightquote.com · Kansas City, MO

• Oversaw all aspects of the truckload service and delivery operations including 80 employees. • Increased productivity without incremental headcount by 300% through training, process, and technology improvements. • Analyzed truckload market/industry trends, sales needs, competitive threats, and internal performance. • Identified and developed new strategic opportunities to expand service capabilities.

Product Development Manager

Freightquote

Implementation Specialist

TouchNet Information Systems · Lenexa, KS

Software Developer

Athenix Solutions · Lawrence, Kansas

Education

The University of Kansas

School of Engineering, Computer science

Baker University

MBA, Business

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