FIVN Stock: Insider Activity, Filings & Research
Drillr aggregates AI research, SEC filings, earnings signals and alt-data for FIVN. 9 published articles.
Insider Activity
Over the trailing 90-day period, FIVN insiders executed two open-market sales totaling $627.6K with no offsetting purchases, resulting in a net insider selling position and a sentiment score of 0/100. Chief Administrative & Legal Officer Tiffany N. Meriweather accounted for both notable transactions, selling $447.3K and $180.3K on 2026-05-15. The stock has appreciated 41.7% during this window, while institutional 13F holdings present a mixed trend. The absence of insider buying activity and net selling pressure contrasts with recent price appreciation, though the concentrated nature of sales from a single officer limits broader inference about insider conviction.
Updated Jun 4, 2026 · based on SEC Form 4 filings · not investment advice
| Date | Insider | Type | Shares | Price |
|---|---|---|---|---|
| May 22, 2026 | Walker Maria Cdirector | Grant | 8,972 | — |
| May 22, 2026 | Burdiek Michael Jdirector | Grant | 8,972 | — |
| May 22, 2026 | Iskow Juliedirector | Grant | 8,972 | — |
| May 22, 2026 | Barsamian Suedirector | Grant | 8,972 | — |
| May 22, 2026 | MARINER JONATHAN Ddirector | Grant | 8,972 | — |
| May 22, 2026 | Gupta Sagardirector | Grant | 8,972 | — |
| May 15, 2026 | Meriweather Tiffany N.officer: Chief Admin. & Legal Officer | Sell | 21,320 | $20.98 |
| May 15, 2026 | Meriweather Tiffany N.officer: Chief Admin. & Legal Officer | Sell | 8,497 | $21.22 |
| Mar 6, 2026 | Dignan Andyofficer: President | Sell | 3,369 | $17.92 |
| Mar 6, 2026 | Tuckness Matthew E.officer: Chief Revenue Officer | Sell | 5,164 | $17.87 |
| Mar 6, 2026 | Lee Bryan Mofficer: Chief Financial Officer | Sell | 9,855 | $17.70 |
| Mar 6, 2026 | Kozanian Panosofficer: EVP, Product Engineering | Sell | 7,002 | $17.98 |
| Mar 6, 2026 | Meriweather Tiffany N.officer: Chief Admin. & Legal Officer | Sell | 5,942 | $17.87 |
| Mar 6, 2026 | Mansharamani Leenaofficer: SVP, Chief Accounting Officer | Sell | 1,926 | $17.87 |
| Mar 6, 2026 | Lee Bryan Mofficer: Chief Financial Officer | Sell | 1,756 | $17.92 |
Source: FIVN SEC Form 4 filings, latest May 22, 2026. For informational purposes only — not investment advice.
Research
The 2027 CCaaS AI Inflection: Ranking NICE, Five9, and Verint on Agent Monetization Readiness
NICE leads the 2027 CCaaS AI inflection ranking on the strength of its $2.97B revenue base, 66.4% gross margins, $703M FCF, and Enlighten AI platform already embedded in enterprise contracts. Verint takes second with the most aggressive AI monetization model (per-bot pricing) but carries execution risk from slower growth and leverage. Five9, despite best-in-class cloud architecture, lacks a proprietary AI layer and trades at a valuation discount that reflects this structural gap.
NICEVRNTAI Agents vs. Human Contact Centers: Mapping the Winners and Losers Across a $500B Market
AI agents are restructuring the $500B contact center market, creating clear winners (cloud platform vendors like NICE, Five9, and Salesforce) and losers (BPO operators like Concentrix and TTEC whose human-labor model is under structural assault). NICE leads on profitability and AI product maturity at an undemanding valuation; TTEC and Concentrix face secular headcount displacement with limited credible AI pivots.
NICECRMCNXCFive9 vs. NICE: Why the 8x Margin Gap Tells the Real AI Contact Center Story
NICE's 22.2% operating margin dwarfs Five9's 2.8% in FY2025 — an 8x gap rooted in an 11.7pp gross margin advantage and superior SG&A leverage from 2.6x greater scale. However, Five9's margin trajectory is inflecting sharply, with operating margins improving from -5.8% to +7.3% over five quarters, and its forward P/E of 5.3x versus NICE's 11.0x prices in significant upside if the trend holds.
NICEWhich enterprise verticals are switching CCaaS vendors fastest — and does Five9 or NICE win those deals?
NICE dominates enterprise-wide CCaaS vendor switches — particularly in financial services — with 66% gross margins and 22% operating margins, while Five9 wins mid-market and BPO deals at faster growth rates but thinner margins. At 5.3x forward P/E, Five9 is a turnaround bet; NICE at 11x forward earnings is the quality compounder in a market where Amazon Connect looms as the disruptive low-cost entrant.
NICETWLOAMZNDoes Twilio or Amazon Connect pose a bigger substitution threat to Five9 and NICE than each other?
Amazon Connect poses a greater substitution threat to Five9 and NICE than Twilio due to AWS's enterprise distribution advantage, AI infrastructure dominance, and disruptive per-minute pricing model. Five9 is more vulnerable than NICE given its narrower product suite and $33M operating income vs. NICE's $660M, leaving less room to invest defensively against platform giants.
TWLOAMZNNICECan Five9's agentic AI close the margin gap with NICE, or does scale win in CCaaS?
NICE dominates Five9 on profitability with a 19pp EBIT margin advantage and 15x more net income, but Five9's dramatic inflection to GAAP profitability in FY 2025 — from -$82M to +$39M net income in two years — suggests agentic AI is closing the gap. Scale still wins on absolute economics, making NICE the quality hold while Five9 is the speculative bet at 1.3x EV/Sales.
NICEWho Wins the $500B Contact Center AI Disruption — NICE, Salesforce, or the New Entrants?
The $500B contact center market is undergoing structural disruption as AI agents replace human representatives at scale, creating a clear opportunity for cloud CCaaS and infrastructure providers. NICE and Salesforce lead the field with defensible AI platforms and strong profitability, while Five9 faces a binary outcome and Twilio offers durable infrastructure exposure across the broader AI agent ecosystem.
NICECRMTWLOAt What AI Agent Attach Rate Does CCaaS Revenue Mix Shift Structurally — and Who Gets There First?
The structural inflection in CCaaS occurs when AI agent autonomous-handle-rates cross 20-25%, shifting revenue mix from seat-based to consumption-weighted AI pricing. Salesforce has the highest probability of getting there first via Agentforce's installed-base scale, while NICE offers the best risk-adjusted valuation for investors positioning ahead of the 2027 inflection. Five9 and Verint are higher-variance bets on the pace of enterprise AI adoption.
NICEVRNTCRMNICE vs. Five9 vs. Verint: Which CCaaS Platform Is Most Ready to Monetize AI Agents by 2027?
NICE, Five9, and Verint are competing to monetize AI agents in the CCaaS market by 2027. NICE leads on financial strength ($2.97B revenue, 22.5% FCF margin) and has the most advanced consumption-based AI pricing model; Five9 shows improving momentum but faces structural margin headwinds; Verint's WEM-focused open platform is differentiated but revenue growth is lagging. NICE is best positioned to convert AI agent adoption into durable revenue at scale.
NICEVRNT
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