Hello, I'm
Rickey Jolley
Strategic Enterprise Customer Success Manager with over 8 years in B2B SaaS and MarTech. Managing a $5.7M+ ARR portfolio, consistently delivering 120%+ annualized NRR and ~95% GRR by combining deep technical data architecture with C-level commercial alignment across US and APAC markets.
/ Career
A timeline of my professional journey, roles, education, and milestones.
MoEngage Global
GRIN
ClickDimensions
Poindus Systems Corp.
MoEngage Global
GRIN
ClickDimensions
Poindus Systems Corp.
/ Featured Projects
A selection of professional work, published apps, and experimental prototypes.
Enterprise Multi-Brand Restaurant Expansion ($2.6M+ ARR)
Expanded an initial regional pilot into an enterprise-wide omnichannel deployment across Email, SMS, On-site, and In-App channels, driving $2.6M+ in net-new expansion ARR through integrated digital journeys.
Tier-1 Financial Services Renewal & Security Redlining ($1.0M+ ARR)
Led retention and renewal strategy for a Tier-1 financial institution, navigating multi-entity legal restructuring, infosec audits, and procurement redlining to scale account recurring revenue to $1.0M+ ARR.
Data Taxonomy, Event Modeling & Real-Time Segmentation Architecture
Advised enterprise marketing and engineering teams on event taxonomy design, computed traits, and data privacy controls, ensuring client data structures support advanced real-time segmentation and cross-channel journeys.
/ Skills & Tools
Breakdown of my skills and tools, categorized by domain and proficiency
Customer Success & Commercial Leadership
Enterprise Systems & Governance
Data Architecture & Analytics
Omnichannel Lifecycle Strategy
/ Contact Me
Feel free to reach out. I'm always open to discussing new projects and opportunities.
www.linkedin.com/in/rickeyjolley
Connect on LinkedInrickey@rickeyjolley.com
rickey@rickeyjolley.comPreferred: Email or LinkedIn — I typically respond within 24 hours.