Rippling CRO Matt Plank shared Rippling's growth tactics from zero to a $14B+ valuation at SaaStr Annual.Rippling focused on high-touch outbound strategies, maintaining human-centric approaches over automation.Outbound evolution went from automated to human-led, achieving higher conversion rates through cold calling.Rippling emphasized personalization and multi-channel saturation, leveraging human SDRs alongside AI.The company's product expansion strategy involved creating specialized sales teams for new products.A three-team structure was implemented for new product launches, with core reps, account managers, and product AEs.Rippling reimagined customer success for growth by replacing CSMs with sales-oriented account managers and dual quota responsibility.Salespeople were taught empathy to drive retention and revenue, leading to improved churn numbers.Key takeaways include the importance of evolving outbound, specialized sales teams for product expansion, and customer success structure.Rippling's success showcases the effectiveness of personalized approaches in a tech-driven landscape.