The Haul July/August 2026 | Page 64

AI is helping trailer dealerships create a better online buying experience

TRAILERTALK

How Customer Expectations Are Changing

AI is helping trailer dealerships create a better online buying experience

By The Team at Chekkit
Once connected to a dealership’ s website and communication channels, AI can:
• Answer product, inventory, financing, warranty, and policy questions.
• Recommend trailers and compare models based on buyer needs.
• Convert website visitors into qualified leads and continue conversations after hours.
“ The real opportunity with AI isn’ t answering more questions,” Fayle said.“ It’ s helping customers make buying decisions with confidence, faster.”
As communication habits evolve, many consumers prefer text-based interactions that let them research and compare options on their own schedule. Research showing that 35 – 50 % of sales go to the business that responds first underscores the value of engaging buyers while intent is highest.
Trailer dealerships face a unique challenge as customer expectations continue to evolve.
Buyers spend more time researching online before visiting a dealership and increasingly expect immediate access to inventory details, financing options, warranties, towing requirements, and product specifications. Research shows that 64 % of consumers expect businesses to respond in real time, making a dealership’ s website one of the most important touchpoints in the buying journey.
The question is how dealerships can provide the guidance customers want while maintaining the personal service that has long defined the industry.
Chekkit believes AI can help bridge that gap.
For years, dealership websites have functioned primarily as digital catalogs displaying inventory and contact information. While that remains important, customers now expect a more interactive experience.
“ For years, dealership websites have acted like digital brochures,” said Dan Fayle, Co-Founder of Chekkit.“ The next generation will act more like your best salesperson— answering questions, guiding buyers, and helping customers find the right trailer before they ever walk through the door.”
When integrated with a dealership’ s website, AI can engage customers in real time, answer questions, and guide them toward products that fit their needs, turning a static website into a more interactive buying experience.
Rather than searching through pages of inventory, shoppers can interact with an AI assistant that narrows options and provides relevant information instantly.
Whether a shopper has questions about payload capacity, towing requirements, financing, warranties, or accessories, AI can provide immediate answers while gathering information about intended use, towing vehicle specifications, and budget to recommend suitable trailers and connect prospects with the right sales representative.
Speed matters as well. Research published by Harvard Business Review found businesses responding to online inquiries within five minutes are dramatically more likely to qualify a lead than those waiting even 30 minutes. In today’ s competitive market, unanswered after-hours questions can quickly become missed opportunities.
“ A customer shouldn’ t have to know exactly which trailer they need before visiting your website,” Fayle said.“ A great buying experience helps them figure that out.”
While technology is changing how customers begin the buying process, Fayle believes the fundamentals remain the same.
Customers still want knowledgeable advice from businesses they trust. Dealerships embracing AI aren’ t replacing salespeople; they’ re extending their expertise beyond business hours so leads can be captured and conversations can continue whenever it’ s most convenient for the buyer.
“ AI may change how customers start the buying journey,” Fayle said.“ But it won’ t change why customers buy. People still buy from businesses they trust.”
Ready to transform your dealership’ s customer experience? Discover how Chekkit can help you attract more buyers and close more deals: chekkit. io / partnership / natda Explore all available NATDA member benefits: natda. org / membership-benefits.
Sources Salesforce, State of the Connected Customer( 64 % of consumers expect real-time responses). Harvard Business Review, The Short Life of Online Sales Leads( importance of responding within five minutes). InsideSales. com / XANT research( 35 – 50 % of sales go to the vendor that responds first).
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