Five9 President Andy Dignan Sells 17,767 Shares for $622,400

Jack Delaney, The Motley Fool

Sat, September 12, 2026 at 6:20 AM GMT+3 4 min read

FIVN +1.36%

Andy Dignan, President, sold 17,767 shares of Five9 (NASDAQ:FIVN) common stock on Aug. 28, 2026, as disclosed in a recent SEC Form 4 filing.

Transaction summary

Transaction value based on SEC Form 4 weighted average sale price ($35.03); post-transaction value based on Aug. 28, 2026, market close ($34.05).

Key questions

What does the timing of the Rule 10b5-1 plan adoption suggest?
The plan was established on Sept. 2, 2025, providing a lead time of nearly one year before this transaction and indicating the sale was part of a long-term financial strategy.
What is the insider's remaining direct equity interest in the company?
Dignan continues to hold 257,920 shares directly, which represents a total post-transaction value of $8.8 million as of the Aug. 28, 2026, market close.
Where was the stock priced at the time of the disclosure?
As of the Aug. 31, 2026, market close, shares of the cloud software provider were priced at $34.56, following a 28% total return over the 12 months ending on the Aug. 28, 2026, transaction date.
What is the current insider ownership level at the company?
Total insider ownership at the company stands at 0.3%, with the president's disposal representing a routine liquidation of equity under a pre-established plan.

Company Overview

Company Snapshot

Five9 provides cloud-based contact center software solutions that integrate comprehensive applications for customer service, sales, and marketing operations, generating revenue primarily through subscription-based licensing of its virtual contact center platform.
The company operates a SaaS business model, delivering its cloud platform to enterprise and mid-market customers on a subscription basis, enabling clients to manage customer engagements across multiple communication channels without on-premise infrastructure.
Five9 serves enterprise and mid-market organizations across various industries that require scalable contact center capabilities, including companies in financial services, healthcare, retail, and technology sectors seeking to optimize customer interaction management.

Five9 is a leading global provider of cloud-based contact center software with $1.2 billion in TTM revenue and a market capitalization of $2.2 billion. The company operates a highly scalable SaaS platform that enables organizations to manage customer interactions across multiple channels while reducing capital expenditures associated with traditional on-premise solutions. Five9's competitive positioning is reinforced by its comprehensive feature set, multi-channel integration capabilities, and established customer base of 2,910 employees supporting operations across the United States and international markets.

What this transaction means for investors

On Aug. 28, Dignan sold 17,767 shares in a transaction that was valued at $622,400. Initially, that may sound a bit alarming to some shareholders, given the number of shares and the dollar amount. But in the context of the sale, this shouldn't ring any alarm bells based solely on this transaction. To begin, the insider established a plan on Sept. 2, 2025, to sell the shares. Establishing it so far in advance makes this a routine sale rather than a spur-of-the-moment decision. Also, even with selling 17,767 shares, the insider still holds nearly 258,000 shares. That shows deep and sustained alignment with Five9's success.

Finally, the company is also performing well, so even if this sale hadn't been part of an established plan, it is natural for insiders to take some gains off the table. As of this writing, shares of Five9 are up nearly 53% in 2026. In comparison, the S&P 500 is up 11.8% over the same period. With all of that put together, the sale is nothing for shareholders to worry about.

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Jack Delaney 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.

Five9 President Andy Dignan Sells 17,767 Shares for $622,400 was originally published by The Motley Fool