Christian Eberle

About Christian Eberle

At Gladly, I own AI as a business line — working directly with the CRO and CEO to shape go-to-market strategy, drive enterprise adoption, and grow AI revenue across all market segments. That means owning the AI revenue plan, aligning cross-functional teams around a shared GTM motion, and making sure what we learn in the field informs what we build, message, and scale.I evolved our GTM practice into a dedicated AI motion — positioning AI as a standalone offer, building evaluation frameworks, assisting with competitive positioning, and shaping the sales enablement that sellers use across every segment. The platform itself delivers: customers are achieving 57–94% AI resolution rates and 45–56% reductions in handle time across Gladly\'s core verticals and into emerging segments.My approach to AI adoption is grounded in formal study (MIT Sloan, AI Essentials) and hands-on building — I\'m a practitioner, not just a strategist. I\'ve built multi-agent AI systems and production services that automate GTM workflows — using Agent SDKs, Python/TypeScript, and production infrastructure (Vercel, Railway). While my work today is rooted in retail and e-commerce, my overall experience spans travel, hospitality, B2B, financial services, and healthcare — with each vertical demanding its own AI adoption strategy.Before this role, I built Gladly\'s Enterprise Solutions Consulting organization from the ground up — growing from IC to Director as we scaled from dozens of customers to several hundred, contributing to 50x revenue growth and sustaining a >85% late-stage enterprise win rate.

Experience

1. Head of Ai Solutions

   Gladly

   Sep 2025 — Present · Wilmington, NC, US

   Own Gladly\'s AI business — strategy, revenue, GTM execution, and cross-functional alignment — reporting to the CRO with a dotted line to the CEO. Key focus areas include:• Lead AI as a cross-functional business line spanning sales, solutions consulting, customer success, product, and enablement — setting strategy, aligning OKRs, and driving execution across all segments• Led the introduction of standalone AI as a new market offer — building the positioning, demo motions, and evaluation frameworks that enabled 25+ sellers to run AI conversations independently across all segments and into new verticals• Shape the AI sales enablement, competitive positioning, and deal strategy used by 25+ sellers across 1,300+ opportunities — including enterprise engagements ranging from mid-six-figures to $1M+ CARR• Drive the daily operating rhythm of the AI business — aligning sellers, SCs, CS, and product around active pipeline, translating market shifts into real-time GTM adjustments, and feeding field learnings back to product and roadmap• Built multi-agent AI systems to fill gaps in the GTM workflow — a market intelligence digest, applications that automate deal review and narrative prep, and POC infrastructure — independently, using Agent SDKs, Python/TypeScript, and production infrastructure (Vercel, Railway)

Skills

• Sales Operations
• Business Strategy
• Strategic Influence
• Aviation
• Customer Service
• Commercial Aviation
• Leadership
• Civil Aviation
• Product Management
• Channel Partners
• Community Outreach
• Pre-Sales
• Sales
• Business Development
• Sales Engineering
• Business Intelligence
• Training Delivery
• Customer Experience
• Management
• Business Analysis
• Training
• Solution Selling
• Corporate Aviation
• Strategic Partnerships