The Filing Desk

Dropbox vs Tyler Technologies

Dropbox DBX · Tyler Technologies TYL · Application Software

Dropbox reported revenue of $2.5 billion in fiscal 2025, about the same as Tyler Technologies' $2.3 billion in fiscal 2025. Dropbox's revenue fell 1.1% in its latest year, and Tyler Technologies' grew 9.1%. Dropbox had an operating margin of 27.3%, against 15.3% at Tyler Technologies. Free cash flow was $931 million at Dropbox and $638 million at Tyler Technologies.

Side by side

DropboxTyler Technologies
Latest fiscal yearFY2025, Dec 31, 2025FY2025, Dec 31, 2025
Revenue$2.5B$2.3B
Revenue growth−1.1%9.1%
Revenue growth a year, last 5 years5.7%15.9%
Gross margin80.1%46.5%
Operating margin27.3%15.3%
Net margin20.2%13.5%
Free cash flow$931M$638M
Free cash flow margin36.9%27.3%
Return on capital—9.0%
Net debt to EBITDA0.8x−1.0x
Dividends and buybacks$1.7B$175M
Change in diluted share count−15.7%0.7%
Last close$37.73$386.38
P/E at the last close21.0×51.2×
Insider trades, last 12 monthssold $45.6 millionbought $694,155, sold $10.7 million
Piotroski F-score5 of 96 of 9
Amounts in each company's own currency, US$ unless marked (a foreign company may report in another), each company's latest fiscal year from its 10-K, or 20-F or 40-F for a foreign company. Growth rates compare with the year before; the five-year rate is the average a year. Free cash flow is cash from operations minus capital spending; return on capital is after-tax operating income over the money invested in the business; P/E is the last close over the latest earnings per share. Banks are measured differently (return on equity, efficiency ratio), so some rows apply to one company only.

Ten years

Revenue
US$ billions, fiscal years
DropboxTyler Technologies
Operating margin
Percent of revenue
DropboxTyler Technologies
Free cash flow
US$ billions. Cash from operations minus capital expenditure.
DropboxTyler Technologies

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Source: the companies' Form 10-K filings, from SEC EDGAR, and the last close. For information only, not investment advice: the figures describe results, not which company is the better investment. The Filing Desk is not affiliated with either company. Full figures on the Dropbox and Tyler Technologies pages.