What If You Invested $1,000 in Twilio (TWLO)?

Twilio (TWLO) stock's all-time low (ATL) was $23.17 on May 9, 2017. The all-time high (ATH) was $443.49 on Feb 18, 2021.

Buying Twilio (TWLO) stock at the best price ($23.17 on May 9, 2017) and selling at the peak ($443.49 on Feb 18, 2021) would have turned $1,000 into $19,140.7. Historical return: +1,814.07% (19.1 times).

The best buy date for Twilio (TWLO) stock was May 9, 2017 at $23.17. The best sell date was Feb 18, 2021 at $443.49. This investment would have returned +1,814.07% (19.1 times).

Twilio (TWLO) stock's worst decline was 90.36% (fell to 10% of peak) from peak to trough. Peak: $443.49 on Feb 18, 2021. Trough: $42.74 on Nov 4, 2022. A $1,000 investment at the peak would have been worth $96.37 at the trough.

A $1,000 investment in Twilio (TWLO) stock at IPO ($28.79 on Jun 23, 2016) would be worth $8,219.52 today. Historical return: +721.95% (8.21 times). Current stock price: $236.64 as of Jun 4, 2026.

A $1,000 investment in Twilio (TWLO) stock 5 years ago ($309.91 on Jun 4, 2021) would be worth $763.58 today. Historical return: 23.64% (0.76 times). Current stock price: $236.64 as of Jun 4, 2026.

Enter an investment amount and a start date. We use historical stock prices to calculate how many shares you would have bought, then apply the current price to show your hypothetical portfolio value and return.

Max profit: the best buy and sell dates that maximize percentage return. Max drawdown: the largest peak-to-trough decline in price. Return since IPO: total return from IPO date to the latest price.

Maximum drawdown is the largest peak-to-trough decline in price. It shows the worst drop from any prior high to a subsequent low. Peak and Trough are the dates and prices at which this decline occurred.

The calculator uses adjusted closing prices when available, which account for stock splits and dividends. For the most accurate results, we recommend using data that includes dividend adjustments.

Historical prices are dividend-adjusted closing prices from our data provider. The calculator and Historical extremes use the same data source for consistent results.

The dollar amounts in Historical extremes use the investment amount you select in the calculator above (e.g. $1,000). They show what your investment would have been worth at the Buy/Peak/IPO date versus the Sell/Trough/Current date.

The available date range depends on our historical price data for TWLO. You can select any date between our first and most recent data point.