undamentalytics Newsletter

Five9, Inc. insider trading

Every open-market purchase and sale by Five9, Inc.'s officers, directors and largest shareholders since November 4, 2021, and what the share price did next.

Insider purchase Insider sale Marker size reflects trade value. Weekly closes adjusted for splits; may be delayed.
Five9, Inc. insider open-market trades
DateInsiderTrade SharesPriceValue 1M after 3M after 6M after

From insiders' Form 4 filings with the SEC: open-market purchases and sales only (awards, option exercises and shares withheld for tax are excluded), combined to one line per insider per day. "Plan" marks trades the filing says were made under a pre-set Rule 10b5-1 trading plan, which are scheduled in advance. Price changes run from the close on the trade date; hover a figure for the change relative to the S&P 500. Past moves don't predict future ones.

Does following Five9, Inc.’s insiders pay?

From April 7, 2014 to June 8, 2026, 27 insiders reported 5 open-market purchases and 221 sales not made under a pre-set plan in Five9, Inc. Twelve months after each purchase was reported, the shares were +4.0% against the S&P 500 on average (median +4.0%), over 1 purchase with a full year of prices; 100% beat the index. After sales, the shares moved +31.5% against the index over 12 months (a negative figure means selling was the right call). That rests on fewer than 20 purchases, too few to read much into. Buying each purchase the day after it was reported, an equal amount each, held 12 months or until that insider reported a sale, would have turned $10,000 on August 15, 2025 into $12,339 by November 2, 2026, +19.0% a year. It held shares 82% of the time; the S&P 500 on those same days, with Treasury bills otherwise, made $12,249 (+18.3% a year), and held throughout $11,917 (+15.6%).

$0$5.0k$10.0k 20252026 $12.3k$12.2k$11.9k
Copying Five9, Inc.'s insidersS&P 500, same days investedS&P 500, held throughout $10,000 copying every open-market purchase by Five9, Inc.'s insiders from August 15, 2025, before costs and taxes, marked weekly. Uninvested money earns the Treasury bill rate; the portfolio held shares 82% of the time.
Five9, Inc.: each insider's record
InsiderRolePurchases12 months after their purchasesBeat the S&P 500Sales12 months after their salesLatest report
Burkland Daniel P. Pres. & Chief Revenue Officer 0 — — 46 +20.7% (39) August 28, 2024
Burkland Michael Chief Executive Officer 0 — — 33 +47.3% (28) December 5, 2025
Zwarenstein Barry Chief Financial Officer 1 — — 29 +25.2% (29) March 6, 2025
Alexy Kimberly Director 1 — — 14 +64.9% (14) June 17, 2021
Burdiek Michael J Director 1 +4.0% (1) 100% 12 +23.3% (12) August 14, 2025
Passi Gaurav EVP, Product Management 0 — — 13 +56.2% (13) March 13, 2018
Welch Scott EVP, Cloud Operations 0 — — 11 +60.7% (11) January 24, 2019
Zollars Robert Director 1 — — 8 +27.4% (8) May 20, 2021
Mansharamani Leena SVP, Chief Accounting Officer 0 — — 8 −53.8% (6) June 8, 2026
Crane Michael J. EVP, Services 0 — — 5 +43.8% (5) September 2, 2016
Dignan Andy CHIEF OPERATING OFFICER 0 — — 5 −53.0% (5) March 6, 2025
Meriweather Tiffany N. Chief Admin. & Legal Officer 0 — — 5 −3.1% (1) June 8, 2026
Welsh David S. Director 0 — — 5 +36.7% (5) August 26, 2020
Kozanian Panos EVP, Product Engineering 0 — — 4 −35.4% (3) June 8, 2026
Tuckness Matthew E. Chief Revenue Officer 0 — — 4 −3.1% (1) June 8, 2026
Das Jayendra Director 0 — — 3 +35.8% (3) November 30, 2016
Lee Bryan M Chief Financial Officer 0 — — 3 −26.6% (2) December 5, 2025
Adams Street Partners LLC 10% owner 0 — — 2 +31.1% (2) September 1, 2016
Dewalt David G Director 0 — — 2 +1.2% (2) March 8, 2022
Doran James B EVP Strategy 0 — — 2 +105.7% (2) December 6, 2019
Kam Ryan Chief Marketing Officer 0 — — 2 +105.7% (2) December 6, 2019
Acosta Jack L Director 1 — — 0 — March 16, 2015
Gavin Kevin Chief Marketing Officer 0 — — 1 +68.5% (1) March 13, 2017
Manor Moni EVP, Products 0 — — 1 +88.8% (1) June 19, 2015
Pickering David A. EVP, Engineering 0 — — 1 +108.5% (1) December 6, 2019
Trollope Rowan M Chief Executive Officer 0 — — 1 +104.9% (1) September 13, 2019
Worms Vincent and related entities 10% owner 0 — — 1 −42.1% (1) April 7, 2014

Moves are the shares’ return including dividends minus the S&P 500’s, from the close on the first trading day after each report; the number of trades with a finished 12-month window is in brackets. Green means the trade went the insider’s way (a purchase ahead of the index, a sale followed by the shares trailing it). A trade reported both by a director or officer and by a fund or company they are linked to counts once here, under the person. Purchases count only where the share price actually traded was at least $5. These figures describe what the shares did, not why anyone traded. Insiders across all companies.

When several insiders traded Five9, Inc.

Months when 2 or more insiders became net buyers, or 3 or more net sellers, of Five9, Inc. in reports dated in the 91 days before the month end, and how the stock did against the S&P 500 from that month end. After the 1 buying crowd with six months of prices, it averaged −25.5% against the index. After 9 selling crowds, −5.7%. One company's history is too short to judge by; the test across every company is the better guide.

MonthCrowd3 months on, vs S&P 5006 months12 months
September 30, 20254 selling−20.8%−36.7%+31.8%
March 31, 20253 selling−12.7%−30.6%−63.0%
March 28, 20243 selling−33.4%−63.6%−65.0%
August 31, 20223 selling−38.2%−34.7%−42.0%
March 31, 20213 selling+9.0%−6.9%−46.5%
February 28, 20195 selling−2.5%+13.7%+29.4%
August 31, 20184 selling−6.1%+9.0%+26.4%
August 31, 20175 selling+6.4%+31.4%+104.0%
March 31, 20163 selling+29.6%+67.3%+64.4%
March 31, 20154 buying−6.1%−25.5%+58.2%

Colours show whether the crowd was right: green when buyers were followed by a rise above the index, or sellers by a fall below it. Total returns from the month end; past patterns are not a forecast.

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