Steve Cubberly, ACP
AI Strategy Leader | GTM Expert | Client Management Lead
1 yrs experience · Chicago, IL · 10-20 hrs/week
About
With an unused degree in Physics from the University of Utah, I have carved a niche in the AI and consulting industry, currently serving as the Chief of Staff and Enterprise GTM Lead at a stealth AI startup. My role involves spearheading go-to-market strategies and supporting executive operations. Previously, I have been an Advisor at Bottle Rocket AI since June 2023, where I specialize in AI-augmented CRM data cleansing and AI transformation. My expertise extends to professional and personal performance improvement, leveraging AI for growth, efficiency, and project management. I have also led the development and deployment of digital clones for subject matter experts using advanced AI tools. My career is marked by a commitment to integrating AI into business processes to enhance operational efficiency and strategic growth.
Skills
Experience
- Chief of Staff / Enterprise GTM Lead · Stealth AI Startup12-01-2024
Leading go-to-market strategies and supporting executive operations in a stealth AI startup.
- Advisor - AI-Augmented CRM Data Cleansing, AI Transformation Lead - Professional & Personal Performance Improvement Leveraging AI, AI Transformation Lead - Growth/Efficiency/Operations/Project Management, Advisor - AI Clone Development/Deployment · Bottle Rocket AI06-01-2023
Providing expert guidance on utilizing AI for CRM data cleansing before a major system migration. Guiding a technologist through professional and personal challenges using AI-driven project/time management techniques. Supporting growth, strategy, operations, and leadership cohesion to start-ups by supplying best-practices in AI, project management, and operations. Led the creation of digital clones for subject matter experts using LM Studio and AI tools.
- Chief of Staff · RoomIt by CWT11-01-2017 – 06-01-2023
- Strategically guided this geographically, procedurally, and culturally diverse program team, protecting millions of dollars of at-risk revenue. - Crafted and guided the PMO through turbulent organizational periods, modifying the operational posture and office make-up as needed - Tactically executed the program leveraging my digital and agile transformation plan resulting in zero dollar and zero employee loss during this high-stress, global, externally mandated effort. - Leveraged newly emerging AI tools to the advantage of a thin, global team, saving time while inserting new thinking into a challenging, dynamic project. - Delivered innovation and alignment framework coaching to CEO and executive team resulting in a consistent and fluid stream of communication and collaboration. - Lead the agile transformation of this 'spin-in' from CWT across this start-up company delivering iterative, valuable products while maintaining high-employee satisfaction. - Steered executives and expedition teams toward cultural, people, and process improvements. - Increased hotel transactions, yields, and customer/employee satisfaction. - Implemented a company-wide OKR alignment program mechanized by the V2MOM framework (Salesforce).
- Enterprise Technology & Business Consulting · Google, Hyatt, etc.06-01-2001 – 09-01-2017
Tech and team leader with deep roots in both enterprise and startup worlds. Built and transformed tech teams at Google, Hyatt, and TransUnion while also helping scale start-ups from the ground up. Wins include: - 30% efficiency boost through smart process changes - Led global product teams across US/Japan - Built PMOs that actually worked - Drove agile transformation initiatives Started as a Partner at a mid-market consultancy, then pivoted between big companies and startups for 30+ years. Known for getting teams aligned, making processes work better, and handling major client relationships.
Education
- University of UtahPhysics
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