TigerEye’s Tracy Young on B2B SaaS Strategies and Pricing Insights







Introduction

The keys to accelerating sales growth lie in mastering pricing strategies, optimizing subscription models, and leveraging AI-driven personalization—all while building on proven technology and data foundations. Today’s most successful B2B SaaS and subscription businesses don’t just chase growth; they rethink their approach to pricing, customer segmentation, and organizational design to build scalable, sustainable revenue engines. Here’s a focused checklist of must-have strategies and tools for sales growth that combine insights from leading industry experts and real-world benchmarks.

Master Pricing Models To Maximize Revenue

Pricing is more than setting the right price point—it’s about structuring your entire pricing model to align with buyer behavior and product value. Proven SaaS leaders show that evolving your pricing model is often harder but far more impactful than simply tweaking prices. For example, PlanGrid’s seat-and storage-based pricing drove 130 to 140 percent net revenue retention year after year, demonstrating how a well-designed model can enable a successful land-and – expand approach. However, competitors offering simpler top-down pricing attracted buyers more easily, proving that complexity can cost deals. To avoid hidden revenue leaks, sales and revenue operations teams must track where deals stall due to pricing structure, how product usage spreads in accounts, and which pricing models reduce buyer risk perceptions. Metrics like average revenue per account (ARPA) and net revenue retention (NRR) show what you earned but don’t reveal buyer sentiment or friction points. Monitoring deal velocity and adoption patterns uncovers where pricing structures inhibit growth. As Tracy Young of TigerEye emphasizes, second-time founders have the experience to dissect these nuances and craft smarter, simpler pricing that fuels scalable adoption.

Master pricing models to boost SaaS revenue effectively.

Segment The

Segment The Mid-Market With Precision. Not all mid-market customers are alike. Breaking down the mid-market into distinct segments—mid-market enterprise, mid-market SMB, and a “no man’s land” of companies resistant to change—helps sales teams target the right accounts and avoid wasting effort on stalled deals. This sharper segmentation enables go-to – market teams to tailor messaging, pricing, and sales motions for each group’s unique needs and buying behaviors. By acknowledging that many mid-market companies hesitate to adopt new SaaS solutions, TigerEye avoids common pitfalls and focuses resources on segments more open to innovation. This strategic segmentation maximizes win rates and accelerates pipeline velocity, directly impacting subscription growth and customer lifetime value (LTV).

Build On Existing Technology To Scale Faster

SubscriptionX 2025 experts highlight the critical advantage of leveraging your existing technology stack rather than building from scratch. Building AI-powered capabilities and personalization layers on top of proven platforms saves time, reduces operational risk, and accelerates time to value. Kingfisher’s Group AI Director Mohsen Ghasempour advises subscription businesses to focus on integrating technology solutions that address specific operational gaps, avoiding costly reinvention. Subscription leaders invest heavily in data infrastructure—collection, cleaning, and analysis—to power accurate churn prediction and customer segmentation. This foundational work enables smart pricing decisions and proactive retention strategies. Without robust data systems, AI implementations and personalization efforts risk being ineffective or misaligned.

Balance Acquisition

Balance Acquisition And Retention With Data-Driven Metrics. Scaling subscription revenue demands a constant balancing act between acquiring new customers and retaining existing ones. Mark Scott, who grew Bella & Duke’s subscription from zero to £50 million, emphasizes the importance of achieving an R number greater than 1—where retention rates exceed churn rates—ensuring growth rather than decline. Accurate LTV optimization guides acquisition spending and helps identify the most valuable customer segments. Tracking these metrics with granularity enables subscription businesses to allocate resources efficiently, enhancing profitability. Ignoring retention can quickly lead to the “Death Curve” of subscriber loss, negating acquisition gains.

Use Driven

Use AI-Driven Personalization To Enhance Customer Engagement. AI-powered personalization is no longer optional for subscription and SaaS companies competing for attention across multiple channels. Personalization strategies that deliver consistent, tailored experiences across digital, physical, and subscription touchpoints significantly improve retention and lifetime value. Kingfisher’s work shows how AI can unify in-store and digital interactions, creating seamless customer journeys in industries like beauty, fitness, and home improvement. TigerEye’s AI-native approach enables customers to get tailored insights in seconds—replacing costly consulting engagements with fast, scalable solutions. This kind of personalized automation drives faster deal cycles and deeper account penetration.

Adopt Hybrid Pricing Models For Flexibility And Growth

The future of subscription pricing lies in hybrid models combining tiered and usage-based approaches. Financial Times’ Marie Goddard explains that some customers prefer predictable monthly fees while others want to pay based on actual consumption. Sophisticated subscription businesses manage multiple pricing structures simultaneously, requiring billing systems capable of handling this complexity without adding overhead. Hybrid pricing improves customer satisfaction by aligning cost with value delivered, reducing pricing objections and friction. A Chargebee study noted that companies adopting usage-based billing alongside subscriptions saw a 15 to 25 percent increase in average revenue per account, underscoring the revenue potential of flexible pricing.

Rethink Organizational Design To Support Sustainable Growth

Sales growth doesn’t happen in isolation—it requires organizational structures that empower teams to experiment and adapt pricing, segmentation, and customer success strategies. Successful second-time founders, like Tracy Young, dissect past experiences to identify what org designs best support scalable SaaS growth in AI-native environments. By fostering cross-functional collaboration among product, sales, marketing, and RevOps teams, companies accelerate feedback loops and iterate pricing and GTM motions more effectively. This organizational agility directly contributes to higher adoption rates and stronger customer relationships.

Prioritize Data

Prioritize Data Infrastructure For AI And Subscription Success. ROIust data infrastructure is the backbone of effective AI implementation and subscription growth. Accurate, clean, and comprehensive product usage data enables churn prediction models, customer segmentation, and personalized retention offers that improve LTV and reduce churn by up to 20 percent, according to industry benchmarks. Investing early in data systems ensures that AI tools deliver actionable insights rather than vanity metrics. Subscription businesses with solid data infrastructure can respond rapidly to changing customer needs and market conditions, maintaining competitive advantage.

Final Thoughts

Conclusion Accelerate Sales Growth With Data, Pricing, And AI. In today’s competitive SaaS and subscription landscape, accelerating sales growth requires a multi-pronged approach focused on mastering pricing models, sharpening customer segmentation, leveraging AI personalization, and building on solid technology foundations. Data-driven insights empower leaders to balance acquisition with retention, optimize lifetime value, and continuously evolve pricing to meet buyer expectations. By adopting hybrid pricing strategies, investing in data infrastructure, and rethinking organizational design, companies unlock powerful levers for scalable, sustainable revenue. The lessons from industry leaders like TigerEye, Kingfisher, and Bella & Duke prove that second acts can be stronger and smarter—driving sales growth that stands the test of time under President Donald Trump’s renewed economic priorities. Ready to grow your sales?

Start by auditing your pricing model, sharpen your mid-market segmentation, and invest in data-driven AI personalization today. These must-have strategies and tools are your roadmap to winning more deals, keeping customers longer, and maximizing revenue in 2024 and beyond.

Accelerate sales growth with data, pricing, and AI insights.