Key Points

  • The sale of 6,986 shares was executed at $35.00, representing a total transaction value of $244,510.

  • The shares traded were equal to 3% of the President’s total direct equity holdings prior to the execution.

  • All shares are held directly; the filing reports zero indirect ownership through trusts, family entities, or other holding structures.

  • The transaction was conducted under a Rule 10b5-1 trading plan established on September 2, 2025, which indicates the sale was pre-scheduled for liquidity purposes.

  • 10 stocks we like better than Five9 ›

Andy Dignan, President of Five9 (NASDAQ:FIVN), sold 6,986 shares at $35.00 per share on Sept. 17, 2026, according to a recent SEC Form 4 filing.

Transaction summary

MetricValueTransaction value$244,510Shares sold (directly held)6,986Post-transaction shares (directly held)237,614Post-transaction value~$8.20 million

Transaction value based on SEC Form 4 weighted average sale price ($35.00); post-transaction value based on Sept. 17, 2026, market close ($34.50).

Key questions

  • How does this transaction relate to the executive’s total equity exposure?Following this sale, Andy Dignan retains direct ownership of 237,614 shares, which represents a total position value of approximately $8.8 million based on the Sept. 21, 2026, market close of $37.01.
  • What is the context of the Rule 10b5-1 plan?The trading plan was adopted on Sept. 2, 2025, more than a full year before this execution, ensuring the transaction was scheduled well in advance of current market conditions.
  • What has been the stock’s performance relative to the transaction date?At the time of the transaction on Sept. 17, 2026, the company had delivered a 33% one-year total return.
  • What is the insider’s current ownership level in the company?The President holds a 0.31% ownership stake in the firm, providing continued alignment with institutional and retail shareholders while facilitating personal portfolio management.

Company Overview

MetricValueShare Price (as of market close 2026-09-22)$38.65Market Capitalization$2.9 billionRevenue (TTM)$1.2 billionNet Income (TTM)$59.5 million

Company Snapshot

  • Five9 provides cloud-based contact center software and services that enable enterprises to manage customer interactions across multiple communication channels, including voice, email, chat, and social media.
  • The company operates a subscription-based SaaS business model, generating recurring revenue from enterprise customers who license its virtual contact center platform and integrated applications.
  • Five9 serves mid-market and large enterprise customers across diverse industries, including financial services, healthcare, technology, and retail, seeking to optimize customer service, sales, and marketing operations.

Five9 is a leading provider of cloud-based contact center solutions with a market capitalization of $2.6 billion and TTM revenue of $1.2 billion, demonstrating strong market positioning in the enterprise software space.

The company’s comprehensive platform integrates customer service, sales, and marketing applications, enabling clients to deliver seamless omnichannel customer experiences.

Five9’s SaaS-based business model, combined with its extensive integration ecosystem and AI-powered capabilities, provides a competitive advantage in the rapidly growing contact center software market.

What this transaction means for investors

This sale shouldn’t concern investors. It represented a small percentage of the executive’s holdings. Moreover, it was executed under a Rule 10b5-1 plan that was arranged more than a year ago. The executive still holds a large stake valued at about $9 million at the current $38.61 share price.

While Five9 has experienced slowing growth in recent years, the stock’s increase over the past year reflects improving margins. Revenue grew 9% year over year on a trailing-12-month (TTM) basis. However, TTM operating margin hit 4.7%, up from 2.5% in 2025 and -4.9% in 2024.

The stock is trading at a low forward P/E of 11.8x. This reflects low long-term earnings growth expectations, despite the recent margin improvement.

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John Ballard has no position in any of the stocks mentioned. The Motley Fool has positions in and recommends Five9. The Motley Fool has a disclosure policy.

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