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Five9 President Andy Dignan Sells Shares for $244,510

The Motley Fool·09/23/2026 13:22:01
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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.

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

Metric Value
Transaction value $244,510
Shares sold (directly held) 6,986
Post-transaction shares (directly held) 237,614
Post-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

Metric Value
Share Price (as of market close 2026-09-22) $38.65
Market Capitalization $2.9 billion
Revenue (TTM) $1.2 billion
Net 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.

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.