PromptPath announces Executive Team Leadership

Amit Maheshwari, Max Steckler, and Jason Barrie bring decades of automotive retail technology experience to help improve voice conversation effectiveness.

Austin, Texas – June 24, 2026 – PromptPath, an AI-enabled conversation platform for automotive dealerships, today announced its executive leadership team. The team includes Amit Maheshwari as Chief Executive Officer, Max Steckler as Chief Product Technology Officer and a company founder, and Jason Barrie as Chief Operating Officer.

Through their proprietary AI capabilities, PromptPath enables dealerships to capture the full value of every customer conversation. Phone conversations are some of the best sales and F&I opportunities, but they remain a challenge for dealers. PromptPath equips dealership teams with real-time prompts and customer context, enabling them to master every interaction while keeping customer conversations connected from first contact through final delivery. 

“Dealers have spent years refining how they track digital activity, but many still have limited actionability into the conversations that happen once a customer picks up the phone or when they visit the showroom,” said Maheshwari, Chief Executive Officer of PromptPath. “PromptPath enables sales, BDC, F&I and leadership personnel to deliver consistent road-to-sale execution for better customer experiences and profitability. Our mission is to use our proprietary AI solution to improve the performance of dealership staff, not necessarily replace them.”

Maheshwari has over 25 years of experience in automotive technology, including serving as head of the global enterprise solutions group at Cox Automotive and head of corporate development and strategy at Dealertrack. While at Dealertrack, Maheshwari is credited as part of the team that coined the term “Digital Retailing,” helping pioneer the opening of F&I systems to third-party developers to enable online car buying. Most recently he served as EVP of Business Development, Strategic Accounts, and M&A at Tekion, where he was responsible for developing  strategic digital business opportunities across OEMs, lenders, dealers, and industry solution providers. 

Over the past 25 years, Steckler has been an architect of industry-first solutions—building the first hyper-local advertising platform optimizing across Tier 1 OEMs, Tier 2 and Tier 3 dealership budgets, the first personalization engine for dynamic dealer website content, and the first attribution ecosystem connecting the consumer digital journey to ad performance. That platform earned Google’s “Automotive Innovator of the Year” recognition. He held senior roles at Cobalt, CDK Global, DealerSocket, and Podium before founding PromptPath. Now he’s applying that first-mover instinct to AI conversational intelligence. Steckler’s blend of industry knowledge, product vision, and technical depth consistently produces solutions that move markets.

Barrie has more than 20 years of automotive retail technology experience spanning operations, product, and go-to-market leadership. He spent 16 years at Dealertrack and Cox Automotive, where he led the Dealertrack dealer F&I team and held leadership roles across marketing and operations. He later co-founded Carmatic, a technology startup connecting shoppers to dealerships through a fully online concierge buying model. Prior to joining PromptPath, Barrie served as Chief Operating Officer at DAS Technology, leading operations, strategy, product management and market development. Barrie has been recognized as one of AutoRemarketing’s Power 300 leaders.

These automotive technology veterans are ushering in the next wave of customer-facing solutions, pairing people-first conversations with technology that empowers dealerships to create better customer experiences and stronger business outcomes. 

For more information, visit https://www.promptpath.ai/.

About PromptPath

PromptPath is a person-to-person conversation platform built for automotive dealerships. The platform brings the needs of customers back front and center by enabling dealers to capture, preserve, and activate customer conversations across their dealership. Powered by proprietary AI-enabled technology, PromptPath guides your dealership team through meaningful conversations with customers by prompting, coaching, call tracking, and customer context. The result is improved appointment rates, sales performance, and profitability, turning every conversation into results. For more information, visit: https://www.promptpath.ai/.

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