Introduction

This page provides a comprehensive analysis of the known insider trading history of Neeraj Gupta. Insiders are officers, directors, or significant investors in a company. It is illegal for insiders to make trades in their companies based on specific, non-public information. This does not mean it is illegal for them to make any trades in their own companies. However, they must report all trades to the SEC via a Form 4. Despite these restrictions, academic research suggests that insiders - in general - tend to outperform the market in their own companies.

Average Trade Profitability

The average trade profitability is the average return of all the open market purchases made by the insider in the last three years. To calculate this, we examine every open-market, unplanned purchase made by the insider, excluding all trades that were marked as part of a 10b5-1 trading plan. We then calculate the average performance of those trades over 3, 6, and 12 months, averaging each of those durations to generate a final performance metric for each trade. Finally, we average all of the performance metrics to calculate a performance metric for the insider. This list only includes insiders that have made at least three trades in the last two years.

If this insiders trade profitability is "N/A", then the insider either has not made any open-market purchases in the last three years, or the trades they’ve made are too recent to calculate a reliable performance metric.

Update Frequency: Daily

See the list of most profitable insider traders.

Companies with Reported Insider Positions

The SEC filings indicate Neeraj Gupta has reported holdings or trades in the following companies:

Security Title Latest Reported Holdings
US:CSLT / Castlight Health Inc - Class B EVP, Engineering 412,063
How to Interpret the Charts

The following charts show the stock performance of securities subsequent to each open-market, non-planned trade made by Neeraj Gupta. Non-planned trade are trades that were not made as part of a 10b5-1 trading plan. The stock performance is charted as cumulative percent change in share price. For example, if an insider trade was made on January 1, 2019, the chart will show the daily percent change of the security to the present day. If the share price were to go from $10 to $15 during this time, the cumulative percent change in share price would be 50%. A change in price from $10 to $20 would be 100%, and a change in price of $10 to $5 would be -50%.

Ultimately, we are trying to determine how closely the insider’s trades correlate to excess returns (positive or negative) in the share price in order to see if the insider is timing their trades to profit from insider information. Consider the situation where an insider was doing this. In this situation, we would expect either (a) positive returns after purchases, or (b) negative returns after sales. In the case of (a), the PURCHASE chart would show a series of upwardly sloping curves, indicating positive returns after each purchase transaction. In the case of (b), the SALE chart would show a series of downward sloping curves, indicating negative returns after each sale transaction.

However, this alone is not enough to draw conclusions. If, for example, the share price of the company was in a non-cyclical climb over many years, then we would expect all the post-purchase plots to be upwardly sloping. Likewise, non-cyclical declines over many years would result in downward sloping post-trade plots. Neither of these charts would suggest insider trading activity.

The strongest indicator would be a situation where the share price was extremely cyclical, and there were both positive signals in the PURCHASE chart and negative plots on the SALE chart. This situation would be highly suggestive of an insider that was timing trades to their financial advantage.

Insider Trading History

This table shows the complete list of insider trades made by Neeraj Gupta as disclosed to the Securities Exchange Commission (SEC).

File Date Tran Date Form Ticker Security Code 10b5-1 Shares Remaining Shares Percent
Change
Share
Price
Tran
Value
Remaining
Value
2020-01-03 2020-01-02 4 CSLT CASTLIGHT HEALTH, INC.
Class B Common Stock
S - Sale X -2,500 412,063 -0.60 1.35 -3,375 556,285
2020-01-03 2020-01-02 4 CSLT CASTLIGHT HEALTH, INC.
Class B Common Stock
S - Sale -6,071 414,563 -1.44 1.26 -7,666 523,510
2020-01-03 2019-12-31 4 CSLT CASTLIGHT HEALTH, INC.
Restricted Stock Units (RSU)
M - Exercise -16,667 16,666 -50.00
2020-01-03 2019-12-31 4 CSLT CASTLIGHT HEALTH, INC.
Class B Common Stock
M - Exercise 16,667 420,634 4.13
2019-12-04 2019-12-02 4 CSLT CASTLIGHT HEALTH, INC.
Class B Common Stock
S - Sale X -2,500 403,967 -0.62 1.40 -3,500 565,554
2019-12-04 2018-11-19 4/A CSLT CASTLIGHT HEALTH, INC.
Class B Common Stock
S - Sale -26,045 266,499 -8.90 2.59 -67,483 690,499
2019-12-04 2018-11-16 4/A CSLT CASTLIGHT HEALTH, INC.
Restricted Stock Units (RSU)
M - Exercise -3,125 46,875 -6.25
2019-12-04 2018-11-16 4/A CSLT CASTLIGHT HEALTH, INC.
Restricted Stock Units (RSU)
M - Exercise -8,125 105,625 -7.14
2019-12-04 2018-11-16 4/A CSLT CASTLIGHT HEALTH, INC.
Restricted Stock Units (RSU)
M - Exercise -3,125 28,125 -10.00
2019-12-04 2018-11-16 4/A CSLT CASTLIGHT HEALTH, INC.
Restricted Stock Units (RSU)
M - Exercise -25,000 175,000 -12.50
2019-12-04 2018-11-16 4/A CSLT CASTLIGHT HEALTH, INC.
Class B Common Stock
M - Exercise 3,125 292,544 1.08
2019-12-04 2018-11-16 4/A CSLT CASTLIGHT HEALTH, INC.
Class B Common Stock
M - Exercise 8,125 289,419 2.89
2019-12-04 2018-11-16 4/A CSLT CASTLIGHT HEALTH, INC.
Class B Common Stock
M - Exercise 3,125 281,294 1.12
2019-12-04 2018-11-16 4/A CSLT CASTLIGHT HEALTH, INC.
Class B Common Stock
M - Exercise 25,000 278,169 9.87
2019-11-19 2019-11-18 4 CSLT CASTLIGHT HEALTH, INC.
Class B Common Stock
S - Sale -21,973 367,092 -5.65 1.34 -29,536 493,445
2019-11-19 2019-11-16 4 CSLT CASTLIGHT HEALTH, INC.
Restricted Stock Units (RSU)
M - Exercise -20,750 269,750 -7.14
2019-11-19 2019-11-16 4 CSLT CASTLIGHT HEALTH, INC.
Restricted Stock Units (RSU)
M - Exercise -3,125 34,375 -8.33
2019-11-19 2019-11-16 4 CSLT CASTLIGHT HEALTH, INC.
Restricted Stock Units (RSU)
M - Exercise -3,125 34,375 -8.33
2019-11-19 2019-11-16 4 CSLT CASTLIGHT HEALTH, INC.
Restricted Stock Units (RSU)
M - Exercise -8,125 73,125 -10.00
2019-11-19 2019-11-16 4 CSLT CASTLIGHT HEALTH, INC.
Restricted Stock Units (RSU)
M - Exercise -25,000 75,000 -25.00
2019-11-19 2019-11-16 4 CSLT CASTLIGHT HEALTH, INC.
Class B Common Stock
M - Exercise 20,750 389,065 5.63
2019-11-19 2019-11-16 4 CSLT CASTLIGHT HEALTH, INC.
Class B Common Stock
M - Exercise 3,125 368,315 0.86
2019-11-19 2019-11-16 4 CSLT CASTLIGHT HEALTH, INC.
Class B Common Stock
M - Exercise 3,125 368,315 0.86
2019-11-19 2019-11-16 4 CSLT CASTLIGHT HEALTH, INC.
Class B Common Stock
M - Exercise 8,125 365,190 2.28
2019-11-19 2019-11-16 4 CSLT CASTLIGHT HEALTH, INC.
Class B Common Stock
M - Exercise 25,000 353,940 7.60
2019-11-05 2019-11-01 4 CSLT CASTLIGHT HEALTH, INC.
Class B Common Stock
S - Sale X -2,500 328,940 -0.75 1.51 -3,775 496,699
2019-10-01 2019-10-01 4 CSLT CASTLIGHT HEALTH, INC.
Class B Common Stock
S - Sale X -2,500 331,440 -0.75 1.40 -3,500 464,016
2019-09-03 2019-09-03 4 CSLT CASTLIGHT HEALTH, INC.
Class B Common Stock
S - Sale X -2,500 333,940 -0.74 1.38 -3,450 460,837
2019-08-20 2019-08-19 4 CSLT CASTLIGHT HEALTH, INC.
Common Stock
S - Sale X -21,460 336,440 -6.00 1.41 -30,164 472,900
2019-08-20 2019-08-16 4 CSLT CASTLIGHT HEALTH, INC.
Restricted Stock Units
M - Exercise -20,750 290,500 -6.67
2019-08-20 2019-08-16 4 CSLT CASTLIGHT HEALTH, INC.
Restricted Stock Units
M - Exercise -3,125 37,500 -7.69
2019-08-20 2019-08-16 4 CSLT CASTLIGHT HEALTH, INC.
Restricted Stock Units
M - Exercise -3,125 37,500 -7.69
2019-08-20 2019-08-16 4 CSLT CASTLIGHT HEALTH, INC.
Restricted Stock Units
M - Exercise -8,125 81,250 -9.09
2019-08-20 2019-08-16 4 CSLT CASTLIGHT HEALTH, INC.
Restricted Stock Units
M - Exercise -25,000 100,000 -20.00
2019-08-20 2019-08-16 4 CSLT CASTLIGHT HEALTH, INC.
Class B Common Stock
M - Exercise 20,750 357,900 6.15
2019-08-20 2019-08-16 4 CSLT CASTLIGHT HEALTH, INC.
Class B Common Stock
M - Exercise 3,125 337,150 0.94
2019-08-20 2019-08-16 4 CSLT CASTLIGHT HEALTH, INC.
Class B Common Stock
M - Exercise 3,125 337,150 0.94
2019-08-20 2019-08-16 4 CSLT CASTLIGHT HEALTH, INC.
Class B Common Stock
M - Exercise 8,125 334,025 2.49
2019-08-20 2019-08-16 4 CSLT CASTLIGHT HEALTH, INC.
Class B Common Stock
M - Exercise 25,000 322,775 8.40
2019-08-01 2019-08-01 4 CSLT CASTLIGHT HEALTH, INC.
Class B Common Stock
S - Sale X -2,500 297,775 -0.83 1.67 -4,175 497,284
2019-07-01 2019-07-01 4 CSLT CASTLIGHT HEALTH, INC.
Class B Common Stock
S - Sale X -2,500 300,275 -0.83 3.26 -8,150 978,896
2019-06-05 2019-06-03 4 CSLT CASTLIGHT HEALTH, INC.
Class B Common Stock
S - Sale X -2,500 302,775 -0.82 3.25 -8,125 984,019
2019-05-20 2019-05-17 4 CSLT CASTLIGHT HEALTH, INC.
Class B Common Stock
S - Sale -21,367 305,275 -6.54 3.46 -73,902 1,055,855
2019-05-20 2019-05-16 4 CSLT CASTLIGHT HEALTH, INC.
Restricted Stock Units
M - Exercise -20,750 311,250 -6.25
2019-05-20 2019-05-16 4 CSLT CASTLIGHT HEALTH, INC.
Restricted Stock Units
M - Exercise -3,125 43,750 -6.67
2019-05-20 2019-05-16 4 CSLT CASTLIGHT HEALTH, INC.
Restricted Stock Units
M - Exercise -3,125 43,750 -6.67
2019-05-20 2019-05-16 4 CSLT CASTLIGHT HEALTH, INC.
Restricted Stock Units
M - Exercise -8,125 97,500 -7.69
2019-05-20 2019-05-16 4 CSLT CASTLIGHT HEALTH, INC.
Restricted Stock Units
M - Exercise -25,000 150,000 -14.29
2019-05-20 2019-05-16 4 CSLT CASTLIGHT HEALTH, INC.
Class B Common Stock
M - Exercise 20,750 326,642 6.78
2019-05-20 2019-05-16 4 CSLT CASTLIGHT HEALTH, INC.
Class B Common Stock
M - Exercise 3,125 305,892 1.03
2019-05-20 2019-05-16 4 CSLT CASTLIGHT HEALTH, INC.
Class B Common Stock
M - Exercise 3,125 305,892 1.03
2019-05-20 2019-05-16 4 CSLT CASTLIGHT HEALTH, INC.
Class B Common Stock
M - Exercise 8,125 302,767 2.76
2019-05-20 2019-05-16 4 CSLT CASTLIGHT HEALTH, INC.
Class B Common Stock
M - Exercise 25,000 291,517 9.38
2019-05-17 2019-05-16 4 CSLT CASTLIGHT HEALTH, INC.
Class B Common Stock
S - Sale -8,738 266,517 -3.17 3.61 -31,562 962,659
2019-05-17 2019-05-15 4 CSLT CASTLIGHT HEALTH, INC.
Restricted Stock Units
M - Exercise -25,000 0 -100.00
2019-05-17 2019-05-15 4 CSLT CASTLIGHT HEALTH, INC.
Restricted Stock Units
A - Award 25,000 25,000
2019-05-17 2019-05-15 4 CSLT CASTLIGHT HEALTH, INC.
Class B Common Stock
M - Exercise 25,000 275,255 9.99
2019-05-02 2019-05-01 4 CSLT CASTLIGHT HEALTH, INC.
Class B Common Stock
S - Sale X -2,500 250,255 -0.99 3.75 -9,375 938,456
2019-04-09 2019-04-05 4 CSLT CASTLIGHT HEALTH, INC.
Restricted Stock Units
A - Award 332,000 332,000
2019-04-02 2019-04-01 4 CSLT CASTLIGHT HEALTH, INC.
Class B Common Stock
S - Sale X -2,500 252,755 -0.98 3.78 -9,450 955,414
2019-03-26 2019-03-01 4/A CSLT CASTLIGHT HEALTH, INC.
Class B Common Stock
S - Sale X -15,000 255,255 -5.55 3.70 -55,500 944,444
2019-03-05 2019-03-01 4 CSLT CASTLIGHT HEALTH, INC.
Class B Common Stock
S - Sale X -7,500 257,755 -2.83 4.00 -30,000 1,031,020
2019-03-05 2019-03-01 4 CSLT CASTLIGHT HEALTH, INC.
Class B Common Stock
S - Sale X -5,000 265,255 -1.85 3.50 -17,500 928,392
2019-02-22 2019-02-21 4 CSLT CASTLIGHT HEALTH, INC.
Class B Common Stock
S - Sale X -5,000 270,255 -1.82 3.12 -15,600 843,196
2019-02-22 2019-02-21 4 CSLT CASTLIGHT HEALTH, INC.
Class B Common Stock
S - Sale -10,550 275,255 -3.69 3.21 -33,841 882,935
2019-02-20 2019-02-20 4 CSLT CASTLIGHT HEALTH, INC.
Class B Common Stock
S - Sale -14,417 285,805 -4.80 3.11 -44,899 890,083
2019-02-20 2019-02-18 4 CSLT CASTLIGHT HEALTH, INC.
Restricted Stock Units
M - Exercise -25,000 0 -100.00
2019-02-20 2019-02-18 4 CSLT CASTLIGHT HEALTH, INC.
Class B Common Stock
M - Exercise 25,000 300,222 9.08
2019-02-20 2019-02-16 4 CSLT CASTLIGHT HEALTH, INC.
Restricted Stock Units
M - Exercise -3,125 46,875 -6.25
2019-02-20 2019-02-16 4 CSLT CASTLIGHT HEALTH, INC.
Restricted Stock Units
M - Exercise -3,125 46,875 -6.25
2019-02-20 2019-02-16 4 CSLT CASTLIGHT HEALTH, INC.
Restricted Stock Units
M - Exercise -8,125 105,625 -7.14
2019-02-20 2019-02-16 4 CSLT CASTLIGHT HEALTH, INC.
Restricted Stock Units
M - Exercise -25,000 175,000 -12.50
2019-02-20 2019-02-16 4 CSLT CASTLIGHT HEALTH, INC.
Class B Common Stock
M - Exercise 3,125 275,222 1.15
2019-02-20 2019-02-16 4 CSLT CASTLIGHT HEALTH, INC.
Class B Common Stock
M - Exercise 3,125 275,222 1.15
2019-02-20 2019-02-16 4 CSLT CASTLIGHT HEALTH, INC.
Class B Common Stock
M - Exercise 8,125 272,097 3.08
2019-02-20 2019-02-16 4 CSLT CASTLIGHT HEALTH, INC.
Class B Common Stock
M - Exercise 25,000 260,847 10.60
2019-02-15 2019-02-13 4 CSLT CASTLIGHT HEALTH, INC.
Restricted Stock Units
A - Award 25,000 25,000
2019-01-03 2019-01-02 4 CSLT CASTLIGHT HEALTH, INC.
Class B Common Stock
S - Sale -7,944 235,847 -3.26 2.26 -17,939 532,590
2019-01-03 2018-12-31 4 CSLT CASTLIGHT HEALTH, INC.
Restricted Stock Units
M - Exercise -16,667 33,333 -33.33
2019-01-03 2018-12-31 4 CSLT CASTLIGHT HEALTH, INC.
Class B Common Stock
M - Exercise 16,667 243,791 7.34
2018-11-20 2018-11-19 4 CSLT CASTLIGHT HEALTH, INC.
Class B Common Stock
S - Sale -26,045 227,124 -10.29 2.59 -67,483 588,478
2018-11-20 2018-11-16 4 CSLT CASTLIGHT HEALTH, INC.
Restricted Stock Units
M - Exercise -25,000 0 -100.00
2018-11-20 2018-11-16 4 CSLT CASTLIGHT HEALTH, INC.
Restricted Stock Units
A - Award 25,000 25,000
2018-11-20 2018-11-16 4 CSLT CASTLIGHT HEALTH, INC.
Class B Common Stock
M - Exercise 25,000 253,169 10.96
2018-09-20 2018-09-17 4 CSLT CASTLIGHT HEALTH, INC.
Restricted Stock Units
A - Award 50,000 50,000
2018-09-20 3 CSLT CASTLIGHT HEALTH, INC.
Class B Common Stock
456,338
2018-09-20 3 CSLT CASTLIGHT HEALTH, INC.
Class B Common Stock
456,338
2018-09-20 3 CSLT CASTLIGHT HEALTH, INC.
Class B Common Stock
456,338
P
Open market or private purchase of non-derivative or derivative security
S
Open market or private sale of non-derivative or derivative security
A
Grant, award, or other acquisition of securities from the company (such as an option)
C
Conversion of derivative
D
Sale or transfer of securities back to the company
F
Payment of exercise price or tax liability using portion of securities received from the company
G
Gift of securities by or to the insider
K
Equity swaps and similar hedging transactions
M
Exercise or conversion of derivative security received from the company (such as an option)
V
A transaction voluntarily reported on Form 4
J
Other (accompanied by a footnote describing the transaction)