AI And Automation Will Transform Global Contact Centers

Key Takeaways

• Accelerated AI adoption, deepening partnerships, and strong enterprise demand are driving recurring revenue growth, operational efficiency, and international expansion.
  
• Upsell, cross-sell momentum, and bundled solutions support sequential revenue growth and higher average contract values.
  
• Competitive pressures, leadership changes, economic headwinds, evolving technology, and stricter regulations threaten Five9's market position, growth stability, and profitability.

Catalysts

Provides intelligent cloud software for contact centers in the United States and internationally.

• Five9's accelerated adoption of AI-driven solutions-highlighted by 42% Enterprise AI revenue growth and a surge in AI bookings (representing over 20% of Enterprise new ACV)-positions the company to benefit from increasing enterprise investment in AI and automation for customer experience, supporting higher recurring revenues and expanded net margins as AI products command premium pricing.
  
• Ongoing large customer wins and multi-year contract expansions that emphasize Five9 as a single, comprehensive CX platform for both core and AI solutions demonstrate sustained demand for scalable, cloud-native contact center offerings, supporting continued enterprise revenue growth and improved dollar-based net retention rates.
  
• Strategic deepening of partnerships with leading technology companies (e.g., Salesforce, Google Cloud, ServiceNow, Epic) enhances Five9's go-to-market reach and integration opportunities, accelerating international expansion, client diversification, and potential channel-driven revenue lift.
  
• Internal operational restructuring-including executive promotions and consolidation of marketing and sales under a Chief Revenue Officer-signals renewed focus on operational efficiency and alignment, which is driving record adjusted EBITDA margin expansion and positive free cash flow trends, providing room to reinvest in future growth.
  
• Increasing upsell and cross-sell momentum within the installed enterprise base (highest-ever installed base bookings in Q2), combined with a shift toward AI-augmented and bundled product offerings, is laying the foundation for sequential revenue growth and higher average contract values as these bookings layer into revenue over coming quarters and into 2026.

Five9 Future Earnings and Revenue Growth

Assumptions

• Analysts are assuming Five9's revenue will grow by 9.3% annually over the next 3 years.
• Analysts assume that profit margins will increase from 0.8% today to 6.8% in 3 years time.
• Analysts expect earnings to reach $98.5 million (and earnings per share of $1.23) by about August 2028, up from $8.8 million today. However, there is a considerable amount of disagreement amongst the analysts with the most bullish expecting $124.9 million in earnings, and the most bearish expecting $70.4 million.
• In order for the above numbers to justify the analysts price target, the company would need to trade at a PE ratio of 41.3x on those 2028 earnings, down from 221.3x today. This future PE is greater than the current PE for the US Software industry at 38.7x.
• Analysts expect the number of shares outstanding to grow by 3.38% per year for the next 3 years.
• To value all of this in today's terms, we will use a discount rate of 9.62%, as per the Simply Wall St company report.

Five9 Future Earnings Per Share Growth

Risks

• Intensifying competition from larger, better-capitalized vendors and industry consolidation could erode Five9's market share or force increased spending on sales and R&D, pressuring future revenue growth and net margins.
  
• Ongoing executive transition-including the pending CEO change and recent executive team realignment-creates leadership uncertainty, which could disrupt strategic focus and operational execution, potentially impacting earnings stability and long-term financial performance.
  
• Macroeconomic uncertainty, high interest rates, fluctuations in currency exchange rates, and customer caution around technology spending may drive deal elongation and minimal seasonality, creating revenue volatility and slowing ARR growth.
  
• The rapid evolution of AI and automation in contact center software raises the risk that core product offerings become commoditized, resulting in pricing pressure and margin compression for SaaS providers like Five9, negatively affecting net margins.
  
• Increasing data privacy and global compliance requirements, including GDPR and CCPA, may elevate compliance costs, limit data-driven innovation, and introduce regulatory risks, ultimately eroding operating margins and increasing operational complexity.

Valuation

• The analysts have a consensus price target of $36.381 for Five9 based on their expectations of its future earnings growth, profit margins and other risk factors. However, there is a degree of disagreement amongst analysts, with the most bullish reporting a price target of $59.0, and the most bearish reporting a price target of just $28.0.
  
• In order for you to agree with the analyst's consensus, you'd need to believe that by 2028, revenues will be $1.4 billion, earnings will come to $98.5 million, and it would be trading on a PE ratio of 41.3x, assuming you use a discount rate of 9.6%.
  
• Given the current share price of $25.29, the analyst price target of $36.38 is 30.5% higher.
  
• We always encourage you to reach your own conclusions though. So sense check these analyst numbers against your own assumptions and expectations based on your understanding of the business and what you believe is probable.