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DROPBOX, INC.

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Trade Date Insider Title Buy or Sell Quantity Security Type Price Proceeds Transaction Conviction Position Quantity Position Value Positon Conviction SEC Link Nature of Ownership
2020-07-07Timothy ReganChief Accounting OfficerSell1,000Class A Common Stock$22.50$22,500.00  0.04     [ Very Low ]142,046$3,196,035.00  5.40     [Low]Form 4-
2020-04-01Arash Ferdowsi-Buy125,000Class A Common Stock$0.00$0.00  -125,000$0.00  4.75     [Low]Form 4See footnote
2020-04-01Arash Ferdowsi-Sell125,000Class A Common Stock$17.85$2,231,250.00  4.75     [ Very High ]0$0.00  -Form 4See footnote
2020-04-01Ajay VasheeChief Financial OfficerBuy228,658Class A Common Stock$0.00$0.00  -615,739$0.00  23.42    [High]Form 4-
2020-04-01Timothy ReganChief Accounting OfficerBuy55,770Class A Common Stock$0.00$0.00  -154,302$0.00  5.87     [Average]Form 4-
2020-04-01Bart VolkmerChief Legal OfficerBuy133,848Class A Common Stock$0.00$0.00  -330,480$0.00  12.57    [Average]Form 4-
2020-04-16Arash Ferdowsi-Buy125,000Class A Common Stock$0.00$0.00  -125,000$0.00  4.75     [Low]Form 4See footnote
2020-04-16Arash Ferdowsi-Sell125,000Class A Common Stock$18.71$2,338,750.00  4.75     [ Very High ]0$0.00  -Form 4See footnote
2020-04-20Arash Ferdowsi-Buy498,900Class A Common Stock$0.00$0.00  -498,900$0.00  18.97    [High]Form 4See footnote
2020-04-20Arash Ferdowsi-Sell498,900Class A Common Stock$20.10$10,027,890.00  18.97    [ Very High ]0$0.00  -Form 4See footnote
2020-04-20Timothy ReganChief Accounting OfficerSell2,000Class A Common Stock$19.18$38,360.00  0.08     [ Very Low ]152,302$2,921,152.36  5.79     [Average]Form 4-
2020-04-28Ajay VasheeChief Financial OfficerSell41,250Class A Common Stock$21.08$869,550.00  1.57     [ High ]574,489$12,110,228.12  21.85    [High]Form 4-
2020-05-15R. Bryan Schreier-Buy3,808,957Class A Common Stock$0.00$0.00  -3,808,957$0.00  144.86   [Very High]Form 4By Sequoia Capital XII, LP
2020-05-15R. Bryan Schreier-Buy142,525Class A Common Stock$0.00$0.00  -142,525$0.00  5.42     [Average]Form 4By Sequoia Technology Partners XII, LP
2020-05-15R. Bryan Schreier-Buy407,090Class A Common Stock$0.00$0.00  -407,090$0.00  15.48    [Average]Form 4By Sequoia Capital XII Principals Fund, LLC
2020-05-15R. Bryan Schreier-Sell3,808,957Class A Common Stock$0.00$0.00  -0$0.00  -Form 4By Sequoia Capital XII, LP
2020-05-15R. Bryan Schreier-Sell142,525Class A Common Stock$0.00$0.00  -0$0.00  -Form 4By Sequoia Technology Partners XII, LP
2020-05-15R. Bryan Schreier-Sell407,090Class A Common Stock$0.00$0.00  -0$0.00  -Form 4By Sequoia Capital XII Principals Fund, LLC
2020-05-15R. Bryan Schreier-Buy44,793Class A Common Stock$0.00$0.00  -671,988$0.00  25.56    [High]Form 4By family trust
2020-05-15Timothy ReganChief Accounting OfficerBuy4,088Class A Common Stock$0.00$0.00  -151,402$0.00  5.76     [Average]Form 4-
2020-05-15Timothy ReganChief Accounting OfficerSell3,356Class A Common Stock$21.50$72,154.00  0.13     [ Low ]148,046$3,182,989.00  5.63     [Average]Form 4-
2020-05-15Bart VolkmerChief Legal OfficerSell12,493Class A Common Stock$21.50$268,599.50  0.48     [ Average ]317,987$6,836,720.50  12.09    [Average]Form 4-
2020-05-18Bart VolkmerChief Legal OfficerSell21,000Class A Common Stock$21.87$459,270.00  0.80     [ High ]296,987$6,495,105.69  11.29    [Average]Form 4-
2020-05-15Ajay VasheeChief Financial OfficerSell25,442Class A Common Stock$21.50$547,003.00  0.97     [ High ]549,047$11,804,510.50  20.88    [High]Form 4-
2020-05-20Timothy ReganChief Accounting OfficerSell2,000Class A Common Stock$21.87$43,740.00  0.08     [ Very Low ]146,046$3,194,026.02  5.55     [Average]Form 4-
2020-05-21Paul E Jacobs-Buy11,297Class A Common Stock$0.00$0.00  -92,214$0.00  3.51     [Low]Form 4-
2020-05-21Mylod Robert J Jr-Buy11,297Class A Common Stock$0.00$0.00  -78,908$0.00  3.00     [Low]Form 4-
2020-05-21Donald W Blair-Buy11,297Class A Common Stock$0.00$0.00  -67,928$0.00  2.58     [Low]Form 4-
2020-05-21Lisa M Campbell-Buy11,297Class A Common Stock$0.00$0.00  -23,966$0.00  0.91     [Very Low]Form 4-
2020-05-21Karen Peacock-Buy11,297Class A Common Stock$0.00$0.00  -23,966$0.00  0.91     [Very Low]Form 4-
2020-05-21Condoleezza Rice-Buy11,297Class A Common Stock$0.00$0.00  -67,704$0.00  2.57     [Low]Form 4-
2020-05-21R. Bryan Schreier-Buy11,297Class A Common Stock$0.00$0.00  -38,881$0.00  1.48     [Low]Form 4-
2020-05-26R. Bryan Schreier-Buy407,090Class A Common Stock$0.00$0.00  -407,090$0.00  15.48    [Average]Form 4By Sequoia Capital XII Principals Fund, LLC
2020-05-26R. Bryan Schreier-Buy3,808,957Class A Common Stock$0.00$0.00  -3,808,957$0.00  144.86   [Very High]Form 4By Sequoia Capital XII, LP
2020-05-26R. Bryan Schreier-Buy142,525Class A Common Stock$0.00$0.00  -142,525$0.00  5.42     [Average]Form 4By Sequoia Technology Partners XII, LP
2020-05-26R. Bryan Schreier-Sell407,090Class A Common Stock$0.00$0.00  -0$0.00  -Form 4By Sequoia Capital XII Principals Fund, LLC
2020-05-26R. Bryan Schreier-Sell3,808,957Class A Common Stock$0.00$0.00  -0$0.00  -Form 4By Sequoia Capital XII, LP
2020-05-26R. Bryan Schreier-Sell142,525Class A Common Stock$0.00$0.00  -0$0.00  -Form 4By Sequoia Technology Partners XII, LP
2020-05-26R. Bryan Schreier-Buy44,793Class A Common Stock$0.00$0.00  -716,781$0.00  27.26    [High]Form 4By family trust
2020-05-26Ajay VasheeChief Financial OfficerSell13,750Class A Common Stock$22.60$310,750.00  0.52     [ Average ]535,297$12,097,712.20  20.36    [High]Form 4-
2020-05-26Karen Peacock-Sell9,500Class A Common Stock$22.64$215,080.00  0.36     [ Average ]14,466$327,510.24  0.55     [Very Low]Form 4-
2020-05-26Lisa M Campbell-Sell6,300Class A Common Stock$22.64$142,632.00  0.24     [ Low ]17,666$399,958.24  0.67     [Very Low]Form 4-
2020-05-08Donald W Blair-Sell10,000Class A Common Stock$22.63$226,300.00  0.38     [ Average ]56,631$1,281,559.53  2.15     [Low]Form 4-
2020-05-08Timothy ReganChief Accounting OfficerSell1,000Class A Common Stock$22.50$22,500.00  0.04     [ Very Low ]147,314$3,314,565.00  5.60     [Average]Form 4-
2020-05-11Sc Xii Management Llc-Buy3,808,957Class A Common Stock$0.00$0.00  -3,808,957$0.00  144.86   [Very High]Form 4By Sequoia Capital XII, LP
2020-05-13Sc Xii Management Llc-Buy3,808,957Class A Common Stock$0.00$0.00  -3,808,957$0.00  144.86   [Very High]Form 4By Sequoia Capital XII, LP
2020-05-11Sc Xii Management Llc-Buy142,525Class A Common Stock$0.00$0.00  -142,525$0.00  5.42     [Average]Form 4By Sequoia Technology Partners XII, LP
2020-05-13Sc Xii Management Llc-Buy142,525Class A Common Stock$0.00$0.00  -142,525$0.00  5.42     [Average]Form 4By Sequoia Technology Partners XII, LP
2020-05-11Sc Xii Management Llc-Buy407,090Class A Common Stock$0.00$0.00  -407,090$0.00  15.48    [High]Form 4By Sequoia Capital XII Principals Fund, LLC
2020-05-13Sc Xii Management Llc-Buy407,090Class A Common Stock$0.00$0.00  -407,090$0.00  15.48    [High]Form 4By Sequoia Capital XII Principals Fund, LLC
2020-05-11Sc Xii Management Llc-Sell3,808,957Class A Common Stock$0.00$0.00  -0$0.00  -Form 4By Sequoia Capital XII, LP
2020-05-13Sc Xii Management Llc-Sell3,808,957Class A Common Stock$0.00$0.00  -0$0.00  -Form 4By Sequoia Capital XII, LP
2020-05-11Sc Xii Management Llc-Sell142,525Class A Common Stock$0.00$0.00  -0$0.00  -Form 4By Sequoia Technology Partners XII, LP
2020-05-13Sc Xii Management Llc-Sell142,525Class A Common Stock$0.00$0.00  -0$0.00  -Form 4By Sequoia Technology Partners XII, LP
2020-05-11Sc Xii Management Llc-Sell407,090Class A Common Stock$0.00$0.00  -0$0.00  -Form 4By Sequoia Capital XII Principals Fund, LLC
2020-05-13Sc Xii Management Llc-Sell407,090Class A Common Stock$0.00$0.00  -0$0.00  -Form 4By Sequoia Capital XII Principals Fund, LLC
2020-05-11R. Bryan Schreier-Buy3,808,957Class A Common Stock$0.00$0.00  -3,808,957$0.00  144.86   [Very High]Form 4By Sequoia Capital XII, LP
2020-05-13R. Bryan Schreier-Buy3,808,957Class A Common Stock$0.00$0.00  -3,808,957$0.00  144.86   [Very High]Form 4By Sequoia Capital XII, LP
2020-05-11R. Bryan Schreier-Buy142,525Class A Common Stock$0.00$0.00  -142,525$0.00  5.42     [Average]Form 4By Sequoia Technology Partners XII, LP
2020-05-13R. Bryan Schreier-Buy142,525Class A Common Stock$0.00$0.00  -142,525$0.00  5.42     [Average]Form 4By Sequoia Technology Partners XII, LP
2020-05-11R. Bryan Schreier-Buy407,090Class A Common Stock$0.00$0.00  -407,090$0.00  15.48    [High]Form 4By Sequoia Capital XII Principals Fund, LLC
2020-05-13R. Bryan Schreier-Buy407,090Class A Common Stock$0.00$0.00  -407,090$0.00  15.48    [High]Form 4By Sequoia Capital XII Principals Fund, LLC
2020-05-11R. Bryan Schreier-Sell3,808,957Class A Common Stock$0.00$0.00  -0$0.00  -Form 4By Sequoia Capital XII, LP
2020-05-13R. Bryan Schreier-Sell3,808,957Class A Common Stock$0.00$0.00  -0$0.00  -Form 4By Sequoia Capital XII, LP
2020-05-11R. Bryan Schreier-Sell142,525Class A Common Stock$0.00$0.00  -0$0.00  -Form 4By Sequoia Technology Partners XII, LP
2020-05-13R. Bryan Schreier-Sell142,525Class A Common Stock$0.00$0.00  -0$0.00  -Form 4By Sequoia Technology Partners XII, LP
2020-05-11R. Bryan Schreier-Sell407,090Class A Common Stock$0.00$0.00  -0$0.00  -Form 4By Sequoia Capital XII Principals Fund, LLC
2020-05-13R. Bryan Schreier-Sell407,090Class A Common Stock$0.00$0.00  -0$0.00  -Form 4By Sequoia Capital XII Principals Fund, LLC
2020-05-11R. Bryan Schreier-Buy44,793Class A Common Stock$0.00$0.00  -582,402$0.00  22.15    [High]Form 4By family trust
2020-05-13R. Bryan Schreier-Buy44,793Class A Common Stock$0.00$0.00  -627,195$0.00  23.85    [High]Form 4By family trust
2020-06-01R. Bryan Schreier-Buy3,808,957Class A Common Stock$0.00$0.00  -3,808,957$0.00  -Form 4By Sequoia Capital XII, LP
2020-06-01R. Bryan Schreier-Buy142,525Class A Common Stock$0.00$0.00  -142,525$0.00  -Form 4By Sequoia Technology Partners XII, LP
2020-06-01R. Bryan Schreier-Buy407,090Class A Common Stock$0.00$0.00  -407,090$0.00  -Form 4By Sequoia Capital XII Principals Fund, LLC
2020-06-01R. Bryan Schreier-Sell3,808,957Class A Common Stock$0.00$0.00  -0$0.00  -Form 4By Sequoia Capital XII, LP
2020-06-01R. Bryan Schreier-Sell142,525Class A Common Stock$0.00$0.00  -0$0.00  -Form 4By Sequoia Technology Partners XII, LP
2020-06-01R. Bryan Schreier-Sell407,090Class A Common Stock$0.00$0.00  -0$0.00  -Form 4By Sequoia Capital XII Principals Fund, LLC
2020-06-01R. Bryan Schreier-Buy44,793Class A Common Stock$0.00$0.00  -761,574$0.00  -Form 4By family trust
2020-06-17Bart VolkmerChief Legal OfficerSell7,000Class A Common Stock$22.58$158,060.00  -289,987$6,547,906.46  -Form 4-
2020-06-22Timothy ReganChief Accounting OfficerSell2,000Class A Common Stock$23.46$46,920.00  -144,046$3,379,319.16  -Form 4-
2020-06-23Timothy ReganChief Accounting OfficerSell1,000Class A Common Stock$23.95$23,950.00  -143,046$3,425,951.70  -Form 4-
2020-06-26Ajay VasheeChief Financial OfficerSell13,750Class A Common Stock$21.68$298,100.00  -521,547$11,307,138.96  -Form 4-
2020-07-20Timothy ReganChief Accounting OfficerSell2,000Class A Common Stock$21.70$43,400.00  0.08     [ Very Low ]140,046$3,038,998.20  5.33     [Average]Form 4-
2020-07-27Ajay VasheeChief Financial OfficerSell13,750Class A Common Stock$21.16$290,950.00  0.52     [ Average ]507,797$10,744,984.52  19.31    [High]Form 4-
2020-08-17Ajay VasheeChief Financial OfficerSell25,440Class A Common Stock$19.50$496,080.00  0.81     [ High ]482,357$9,405,961.50  15.29    [High]Form 4-
2020-08-17Bart VolkmerChief Legal OfficerSell14,168Class A Common Stock$19.50$276,276.00  0.45     [ Average ]275,819$5,378,470.50  8.74     [Average]Form 4-
2020-08-18Bart VolkmerChief Legal OfficerSell9,800Class A Common Stock$21.10$206,780.00  0.31     [ Average ]266,019$5,613,000.90  8.43     [Average]Form 4-
2020-08-17Timothy ReganChief Accounting OfficerBuy4,088Class A Common Stock$0.00$0.00  -144,134$0.00  4.57     [Low]Form 4-
2020-08-17Timothy ReganChief Accounting OfficerSell4,082Class A Common Stock$19.50$79,599.00  0.13     [ Low ]140,052$2,731,014.00  4.44     [Low]Form 4-
2020-08-20Timothy ReganChief Accounting OfficerSell2,000Class A Common Stock$19.90$39,800.00  0.06     [ Very Low ]138,052$2,747,234.80  4.38     [Low]Form 4-
2020-08-27Ajay VasheeChief Financial OfficerSell20,750Class A Common Stock$20.35$422,262.50  0.66     [ Average ]461,607$9,393,702.45  14.63    [Average]Form 4-
2020-08-28Bart VolkmerChief Legal OfficerSell4,200Class A Common Stock$21.01$88,242.00  0.13     [ Low ]261,819$5,500,817.19  8.30     [Average]Form 4-
2020-09-21Timothy ReganChief Financial OfficerSell2,000Class A Common Stock$18.96$37,920.00  0.06     [ Very Low ]136,052$2,579,545.92  4.31     [Low]Form 4-
2020-10-01Timothy ReganChief Financial OfficerBuy201,772Class A Common Stock$0.00$0.00  -337,824$0.00  10.71    [Average]Form 4-
2020-10-26Timothy ReganChief Financial OfficerSell1,941Class A Common Stock$19.60$38,043.60  0.06     [ Very Low ]335,883$6,583,306.80  10.65    [Average]Form 4-
2020-11-09R. Bryan Schreier-Buy5,713,435Class A Common Stock$0.00$0.00  -5,713,435$0.00  180.87   [Very High]Form 4By Sequoia Capital XII, LP
2020-11-09R. Bryan Schreier-Buy213,788Class A Common Stock$0.00$0.00  -213,788$0.00  6.77     [Average]Form 4By Sequoia Technology Partners XII, LP
2020-11-09R. Bryan Schreier-Buy610,635Class A Common Stock$0.00$0.00  -610,635$0.00  19.33    [High]Form 4By Sequoia Capital XII Principals Fund, LLC
2020-11-09R. Bryan Schreier-Sell5,713,435Class A Common Stock$0.00$0.00  -0$0.00  -Form 4By Sequoia Capital XII, LP
2020-11-09R. Bryan Schreier-Sell213,788Class A Common Stock$0.00$0.00  -0$0.00  -Form 4By Sequoia Technology Partners XII, LP
2020-11-09R. Bryan Schreier-Sell610,635Class A Common Stock$0.00$0.00  -0$0.00  -Form 4By Sequoia Capital XII Principals Fund, LLC
2020-11-09R. Bryan Schreier-Buy68,124Class A Common Stock$0.00$0.00  -829,698$0.00  26.27    [High]Form 4By family trust
2020-11-11R. Bryan Schreier-Buy5,713,438Class A Common Stock$0.00$0.00  -5,713,438$0.00  180.87   [Very High]Form 4By Sequoia Capital XII, LP
2020-11-11R. Bryan Schreier-Buy213,783Class A Common Stock$0.00$0.00  -213,783$0.00  6.77     [Average]Form 4By Sequoia Technology Partners XII, LP
2020-11-11R. Bryan Schreier-Buy610,637Class A Common Stock$0.00$0.00  -610,637$0.00  19.33    [High]Form 4By Sequoia Capital XII Principals Fund, LLC
2020-11-11R. Bryan Schreier-Sell5,713,438Class A Common Stock$0.00$0.00  -0$0.00  -Form 4By Sequoia Capital XII, LP
2020-11-11R. Bryan Schreier-Sell213,783Class A Common Stock$0.00$0.00  -0$0.00  -Form 4By Sequoia Technology Partners XII, LP
2020-11-11R. Bryan Schreier-Sell610,637Class A Common Stock$0.00$0.00  -0$0.00  -Form 4By Sequoia Capital XII Principals Fund, LLC
2020-11-11R. Bryan Schreier-Buy68,124Class A Common Stock$0.00$0.00  -897,822$0.00  28.42    [High]Form 4By family trust
2020-11-12Bart VolkmerChief Legal OfficerSell10,000Class A Common Stock$18.76$187,600.00  0.32     [ Average ]251,819$4,724,124.44  7.97     [Average]Form 4-
2020-11-16Bart VolkmerChief Legal OfficerSell14,168Class A Common Stock$19.06$270,042.08  0.45     [ Average ]237,651$4,529,628.06  7.52     [Average]Form 4-
2020-11-16Timothy H. YoungPresidentSell123,582Class A Common Stock$19.06$2,355,472.92  3.91     [ Very High ]929,526$17,716,765.56  29.43    [High]Form 4-
2020-11-16Timothy ReganChief Financial OfficerBuy3,151Class A Common Stock$0.00$0.00  -339,034$0.00  10.73    [Average]Form 4-
2020-11-16Timothy ReganChief Financial OfficerSell11,064Class A Common Stock$19.06$210,879.84  0.35     [ Average ]327,970$6,251,108.20  10.38    [Average]Form 4-
2020-11-25Timothy ReganChief Financial OfficerSell1,941Class A Common Stock$18.65$36,199.65  0.06     [ Very Low ]326,029$6,080,440.85  10.32    [Average]Form 4-
2020-12-01Timothy H. YoungPresidentBuy529,568Class A Common Stock$0.00$0.00  -1,459,094$0.00  46.19    [High]Form 4-
2020-12-07Bart VolkmerChief Legal OfficerSell10,000Class A Common Stock$20.58$205,800.00  0.32     [ Average ]227,651$4,685,057.58  7.21     [Average]Form 4-
2020-12-08Timothy ReganChief Financial OfficerSell970Class A Common Stock$21.00$20,370.00  0.03     [ Very Low ]325,059$6,826,239.00  10.29    [Average]Form 4-
2020-12-24Timothy ReganChief Financial OfficerSell1,608Class A Common Stock$24.89$40,023.12  0.05     [ Very Low ]320,446$7,975,900.94  10.14    [Average]Form 4-
2021-01-04Timothy ReganChief Financial OfficerSell804Class A Common Stock$22.38$17,993.52  0.03     [ Very Low ]319,642$7,153,587.96  10.12    [Average]Form 4-
2021-01-07Timothy ReganChief Financial OfficerSell970Class A Common Stock$22.50$21,825.00  0.03     [ Very Low ]318,672$7,170,120.00  10.09    [Average]Form 4-
2021-01-11Bart VolkmerChief Legal OfficerSell1,700Class A Common Stock$22.65$38,505.00  0.05     [ Very Low ]225,951$5,117,790.15  7.15     [Average]Form 4-
2021-01-11Bart VolkmerChief Legal OfficerSell8,300Class A Common Stock$23.48$194,884.00  0.26     [ Low ]217,651$5,110,445.48  6.89     [Average]Form 4-