Tim Dillon
Gtm Ai & Sales Enablement Assetwatch @AssetWatch®
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WORK HISTORY
Gtm Ai & Sales Enablement Assetwatch @AssetWatch®
Charleston, SC, US
Established and led the GTM AI Task Force, driving cross-functional adoption of AI to automate rep workflows, eliminate low-value manual work, and up-skill sellers on practical AI usage, resulting in measurable productivity gains across prospecting, deal execution, and follow-up.*Built and deployed demo and QBR analysis agents, analyzing 100% of recorded demos and QBRs and delivering automated coaching insights to AEs, CSMs, and Managers, improving demo-to-next-step conversion by ~15% and supporting stronger pipeline progression across mid-market and enterprise opportunities.*Designed and rolled out a centralized AI Prompt Library for the GTM organization, adopted by 75%+ of sellers within the first quarter, improving outbound quality, account research depth, and execution consistency across pipeline-generating motions.*Created the AE Onboarding Program from the ground up, anchoring enablement around activity milestones and business outcomes rather than time-based training, reducing time-to-first-opportunity and time-to-productivity by ~20% while improving early-stage pipeline quality.*Defined and deployed an AE onboarding performance metrics, tracking rep effectiveness at 3, 6, and 12 months and giving leadership clear visibility into ramp health, coaching needs, and forecast impact.*Developed competitive role-play scenarios for priority competitors, strengthening objection handling and competitive positioning for Customer Success, supporting improved retention confidence and expansion readiness in competitive accounts.*Created bespoke, automated sales demos, standardizing high-impact storytelling across the field, reducing demo prep time by ~20%, and enabling reps to support more late-stage pipeline without sacrificing quality.
SKILLS
ABOUT TIM DILLON
I work with AI-forward companies who want their sales teams to maximize performance and efficiency. I do this by driving a targeted sales enablement strategy that allows reps to sell at a higher velocity. This includes supporting reps with the content, training, and analytics needed to increase productivity, conversions, and revenue attainment.Through product- and value-based sales coaching, I help Enterprise, SMB and Sales Development reps have more successful sales conversations in each stage of the sales cycle. I\'m dedicated to enabling sales teams to exceed their goals
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