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Company Analysis

UPLD Insider Trading

Upland Software, Inc. | Services-Prepackaged Software

Comprehensive Trading Performance Summary

The investment history of corporate insiders at Upland Software, Inc. provides a unique lens into the internal conviction of the company's leadership. By analyzing SEC Form 4 filings, investors can track how directors and officers are allocating their own capital. High-conviction buying often signals that management believes the current market price significantly undervalues future growth prospects, while strategic selling might occur for personal liquidity or portfolio diversification. Monitoring these shifts in ownership is essential for understanding the alignment between management and shareholders in the Services-Prepackaged Software sector.

Transactions on Chart

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Filing Date Trade Date Reporting Person Relationship Type Price Qty Total, $ Owned After Change, %
2020-09-18 23:58 2020-09-18 Mattox Timothy Officer - co-President & COO SELL $37.13 13,118 $487,128 523,972 -2.4%
2020-09-19 00:01 2020-09-18 Hill Michael Douglass Officer - CFO &Treasurer SELL $37.33 7,146 $266,787 264,431 -2.6%
2020-09-18 23:56 2020-09-18 MCDONALD JOHN T Director, Officer - CEO SELL $37.07 13,784 $510,954 1,684,217 -0.8%
2020-08-18 16:06 2020-08-17 MAY DAVID Director BUY $33.72 10,000 $337,237 10,000 +100.0%
2020-08-10 16:01 2020-08-07 Mattox Timothy Officer - co-President & COO SELL $45.00 3,055 $137,475 537,090 -0.6%
2020-08-10 15:59 2020-08-07 MCDONALD JOHN T Director, Officer - CEO SELL $44.31 12,820 $568,070 1,698,001 -0.7%
2020-06-19 03:16 2020-06-18 Mattox Timothy Officer - co-President & COO SELL $34.10 9,835 $335,374 540,145 -1.8%
2020-06-19 03:13 2020-06-18 Favaron Rodney C Officer - co-President and CCO SELL $34.35 88 $3,023 162,925 -0.1%
2020-06-19 03:15 2020-06-18 Hill Michael Douglass Officer - CFO &Treasurer SELL $34.10 4,918 $167,704 271,577 -1.8%
2020-06-19 03:18 2020-06-18 MCDONALD JOHN T Director, Officer - CEO SELL $34.15 8,062 $275,317 1,710,821 -0.5%
2020-03-07 00:03 2020-03-05 Hill Michael Douglass Officer - CFO &Treasurer OPT+S $35.42 44,392 $1,572,165 281,731 0.0%
2019-11-05 00:06 2019-11-01 COURTER STEPHEN E Director SELL $34.42 1,450 $49,915 11,651 -11.1%
2019-08-26 23:10 2019-08-22 MAY DAVID Director SELL $42.81 20,000 $856,224 60,773 -24.8%
2019-03-20 02:14 2019-03-19 Hill Michael Douglass Officer - CFO &Treasurer SELL $41.31 41,431 $1,711,382 263,004 -13.6%
2019-03-13 00:01 2019-03-08 Mattox Timothy Officer - President & COO SELL $40.19 41,000 $1,647,634 481,034 -7.9%
2019-01-23 00:13 2019-01-18 MCDONALD JOHN T Director, Officer - CEO SELL $30.00 20,000 $600,000 153,738 -11.5%
2018-11-20 00:46 2018-11-15 MCDONALD JOHN T Director, Officer - CEO SELL $30.06 10,206 $306,811 173,738 -5.5%
2018-11-15 01:12 2018-11-12 MCDONALD JOHN T Director, Officer - CEO SELL $30.45 10,635 $323,784 183,103 -5.5%
2018-10-10 00:05 2018-10-05 MCDONALD JOHN T Director, Officer - CEO SELL $37.00 1,570 $58,090 1,581,652 -0.1%
2018-09-12 01:40 2018-09-07 MCDONALD JOHN T Director, Officer - CEO SELL $35.25 46,203 $1,628,610 1,596,695 -2.8%
2018-09-07 01:02 2018-09-04 MCDONALD JOHN T Director, Officer - CEO SELL $35.55 73,797 $2,623,137 1,642,898 -4.3%
2018-08-31 23:01 2018-08-29 Mattox Timothy Officer - President & COO SELL $38.10 17,000 $647,666 433,789 -3.8%
2018-08-28 23:18 2018-08-24 EPM Live, Inc. Other SELL $34.85 859,400 $29,953,270 0 -100.0%
2018-08-24 01:15 2018-08-21 EPM Live, Inc. Other SELL $34.97 14,653 $512,344 859,400 -1.7%
2018-08-20 23:22 2018-08-16 EPM Live, Inc. Other SELL $35.65 70,846 $2,525,688 874,053 -7.5%
2018-08-14 00:19 2018-08-09 EPM Live, Inc. Other SELL $36.32 55,101 $2,001,423 944,899 -5.5%
2018-07-19 01:34 2018-07-16 MAY DAVID Director SELL $34.96 20,000 $699,160 103,500 -16.2%
2018-07-19 01:57 2018-07-16 Hill Michael Douglass Officer - CFO,Treasurer & Secretary SELL $35.14 40,000 $1,405,692 250,540 -13.8%
2018-07-14 00:21 2018-07-11 Mattox Timothy Officer - President & COO SELL $36.03 17,000 $612,581 434,929 -3.8%
2018-06-20 00:28 2018-06-15 MAY DAVID Director SELL $35.32 40,000 $1,412,704 123,500 -24.5%
2018-04-18 04:43 2018-04-16 MCDONALD JOHN T Director, Officer, 10% owner - CEO SELL $27.72 40,000 $1,108,832 193,738 -17.1%
2018-03-24 02:32 2018-03-21 Hill Michael Douglass Officer - CFO,Treasurer & Secretary SELL $29.79 40,000 $1,191,620 210,875 -15.9%
2018-03-21 00:46 2018-03-19 MCDONALD JOHN T Director, Officer, 10% owner - CEO SELL $28.24 10,000 $282,425 233,738 -4.1%
2018-03-13 18:33 2018-03-09 Mattox Timothy Officer - President & COO SELL $29.45 58,000 $1,707,909 362,204 -13.8%
2018-03-13 18:26 2018-03-09 MCDONALD JOHN T Director, Officer, 10% owner - CEO SELL $28.04 50,000 $1,402,205 1,626,941 -3.0%
2018-03-08 00:50 2018-03-05 Mattox Timothy Officer - President & COO SELL $26.09 17,000 $443,511 420,204 -3.9%
2018-02-17 00:06 2018-02-14 MCDONALD JOHN T Director, Officer, 10% owner - CEO SELL $22.53 67,500 $1,520,444 1,676,941 -3.9%
2018-01-10 23:56 2018-01-08 MCDONALD JOHN T Director, Officer, 10% owner - CEO SELL $22.23 67,500 $1,500,316 1,744,441 -3.7%
2017-12-19 00:20 2017-12-14 WAVE SYSTEMS CORP 10% owner SELL $22.00 2,122,028 $46,689,709 0 -100.0%
2017-12-14 02:10 2017-12-11 MCDONALD JOHN T Director, Officer, 10% owner - CEO SELL $22.08 67,500 $1,490,555 1,822,218 -3.6%
2017-12-01 00:25 2017-11-28 Hill Michael Douglass Officer - CFO,Treasurer & Secretary SELL $24.31 20,000 $486,114 266,488 -7.0%
2017-11-23 00:03 2017-11-20 MCDONALD JOHN T Director, Officer, 10% owner - CEO SELL $21.48 67,500 $1,450,116 1,889,718 -3.4%
2017-10-11 00:29 2017-10-05 Hill Michael Douglass Officer - CFO,Treasurer & Secretary SELL $22.01 20,000 $440,122 286,488 -6.5%
2017-09-19 23:55 2017-09-15 MAY DAVID Director SELL $21.43 25,000 $535,750 138,500 -15.3%
2017-09-19 23:35 2017-09-15 Hill Michael Douglass Officer - CFO,Treasurer & Secretary SELL $21.43 20,000 $428,600 308,837 -6.1%
2017-09-15 23:51 2017-09-13 WAVE SYSTEMS CORP 10% owner SELL $22.06 44,903 $990,731 2,122,028 -2.1%
2017-09-13 23:05 2017-09-11 WAVE SYSTEMS CORP 10% owner SELL $22.46 20,000 $449,208 2,166,931 -0.9%
2017-09-11 22:37 2017-09-07 WAVE SYSTEMS CORP 10% owner SELL $22.38 35,400 $792,089 2,186,931 -1.6%
2017-07-25 19:18 2016-11-04 ESW Capital, LLC 10% owner BUY $8.00 1,500 $12,000 2,875,323 +0.1%
2017-07-25 03:20 2017-07-20 WAVE SYSTEMS CORP 10% owner SELL $24.57 91,280 $2,242,996 2,222,331 -3.9%
SHOW ENTRIES

How to Interpret $UPLD Trades

Not every insider transaction in Upland Software, Inc. is a signal for immediate action. Professional investors look for "cluster buying"—when multiple executives simultaneously purchase $UPLD shares on the open market. It is crucial to distinguish between scheduled sales (under Rule 10b5-1) and voluntary increases in ownership, which demonstrate management’s true conviction that the stock is undervalued.

Data Source & Accuracy for UPLD

Insider activity data for Upland Software, Inc. is streamed in real-time directly from the SEC EDGAR system. We analyze raw Form 4 filings, filtering out technical adjustments and complex derivative transactions. This provides a transparent view of how ownership structure is evolving in $UPLD, allowing you to follow the capital of those with the most intimate knowledge of the company.

UNDERSTANDING THE DATA

FILING DATE: The date and time when the transaction was reported to the SEC. This is when the public first receives the information.

TRADE DATE: The actual day the insider executed the purchase or sale in the market.

INDUSTRY: The specific market sector the company operates in. Useful for identifying broader institutional capital flows across sectors.

OWNED AFTER: The total number of shares held by the insider following the transaction. This highlights the insider's remaining conviction in the company.

CHANGE %: The percentage increase or decrease of the insider's total position. Large percentage changes often carry more weight than the dollar amount alone.

TRADE TYPES DEFINITIONS

BUY: An open market purchase. Typically indicates an insider's belief that the stock is undervalued or poised for growth.

SELL: An open market sale. While often used for diversification or liquidity, large or unexpected sales can be a warning signal.

OPT+S (OPTION EXERCISE & SALE): This occurs when an insider exercises their stock options and sells them immediately. Often part of a structured compensation plan.