Simplex Trading Portfolio holdings
Simplex Trading, founded in 2004 and headquartered in Chicago, Illinois, is a technology-driven proprietary trading firm specializing in market-making and liquidity provision, primarily in U.S. equity options and futures options. Leveraging advanced proprietary software and data-driven analysis, the firm optimizes trading strategies and develops innovative solutions to capitalize on financial market opportunities, maintaining a competitive edge through automation and a collaborative team of technologists and traders. With a workforce exceeding 300 and led by CEO Erik Swanson since 2014, Simplex operates with a low-ego, high-intelligence culture, focusing on minimal bureaucracy and rapid execution, while also making strategic venture capital investments in fintech startups. Recognized as a top workplace in Chicago by Built In’s 2025 awards, Simplex continues to evolve, blending cutting-edge technology with a commitment to market efficiency and growth.
Top Buys
| Rank | Stock | Value |
|---|---|---|
| 1 |
Microsoft
MSFT
|
+$234M |
| 2 |
iShares Russell 2000 ETF
IWM
|
+$97.5M |
| 3 |
Amazon
AMZN
|
+$96.8M |
| 4 |
iShares Bitcoin Trust
IBIT
|
+$80.6M |
| 5 |
Pinduoduo
PDD
|
+$54.9M |
Top Sells
| Rank | Stock | Value |
|---|---|---|
| 1 |
iShares 20+ Year Treasury Bond ETF
TLT
|
+$129M |
| 2 |
Alphabet (Google) Class A
GOOGL
|
+$92.9M |
| 3 |
Broadcom
AVGO
|
+$82.9M |
| 4 |
Alphabet (Google) Class C
GOOG
|
+$68.4M |
| 5 |
Meta Platforms (Facebook)
META
|
+$59.2M |
Sector Composition
| Rank | Sector | Weight |
|---|---|---|
| 1 | Technology | 0.79% |
| 2 | Consumer Discretionary | 0.3% |
| 3 | Healthcare | 0.25% |
| 4 | Financials | 0.17% |
| 5 | Industrials | 0.09% |
| Name | Market Value | Portfolio Weight | Shares or Principal |
Change in Stake | Capital Flow | |
|---|---|---|---|---|---|---|
2001
CALL
Tidewater
TDW
$3.91B
| $2.76M | ﹤0.01% |
51,700
+25,000
| +94% | +$1.37M |
|
2002
CALL
Murphy USA
MUSA
$11.3B
| $2.76M | ﹤0.01% |
7,100
-500
| -7% | -$198K |
|
2003
PUT
Sprouts Farmers Market
SFM
$7.04B
| $2.75M | ﹤0.01% |
25,300
-6,400
| -20% | -$931K |
|
2004
CALL
Webster Financial
WBS
$12.3B
| $2.75M | ﹤0.01% |
46,300
-14,800
| -24% | -$882K |
|
2005
CALL
Levi Strauss
LEVI
$9.44B
| $2.75M | ﹤0.01% |
117,900
+17,600
| +18% | +$374K |
|
2006
CALL
Strive Inc
ASST
$961M
| $2.75M | ﹤0.01% |
54,930
+51,205
| +1,375% | +$4.87M |
|
2007
PUT
Beyond Meat
BYND
$288M
| $2.74M | ﹤0.01% |
1,451,000
+1,107,900
| +323% | +$3.26M |
|
|
GENVR
2008
PUT
Gen Digital Inc Contingent Value Rights
GENVR
| $2.73M | ﹤0.01% |
96,200
-161,300
| -63% | -$1.45M |
|
2009
State Street SPDR Portfolio S&P 500 Growth ETF
SPYG
$50.7B
| $2.73M | ﹤0.01% |
26,114
-6,664
| -20% | -$664K |
|
2010
BigBear.ai
BBAI
$1.32B
| $2.72M | ﹤0.01% |
417,708
-288,011
| -41% | -$1.84M |
|
2011
PUT
Domino's
DPZ
$11B
| $2.72M | ﹤0.01% |
6,300
+1,200
| +24% | +$545K |
|
2012
PUT
Cracker Barrel
CBRL
$1.2B
| $2.72M | ﹤0.01% |
61,700
+10,800
| +21% | +$624K |
|
2013
PUT
Lamar Advertising Co
LAMR
$16.2B
| $2.72M | ﹤0.01% |
+22,200
| New | +$2.76M |
|
2014
XP
XP
$8.62B
| $2.71M | ﹤0.01% |
144,398
+92,718
| +179% | +$1.66M |
|
|
WRD
2015
CALL
WeRide Inc
WRD
$1.75B
| $2.7M | ﹤0.01% |
273,200
+166,100
| +155% | +$1.57M |
|
2016
CALL
Omnicom Group
OMC
$22.7B
| $2.7M | ﹤0.01% |
33,100
+1,200
| +4% | +$90.6K |
|
2017
PUT
GFL Environmental
GFL
$14.3B
| $2.69M | ﹤0.01% |
56,900
-6,800
| -11% | -$329K |
|
2018
CALL
Ares Capital
ARCC
$13.5B
| $2.69M | ﹤0.01% |
131,900
-32,800
| -20% | -$729K |
|
2019
CALL
Century Aluminum
CENX
$4.57B
| $2.69M | ﹤0.01% |
91,700
+12,100
| +15% | +$274K |
|
2020
CALL
LegalZoom.com
LZ
$1.23B
| $2.69M | ﹤0.01% |
259,200
+227,400
| +715% | +$2.27M |
|
2021
CALL
Vista Energy
VIST
$7.75B
| $2.69M | ﹤0.01% |
78,100
+42,000
| +116% | +$1.74M |
|
2022
CALL
Viatris
VTRS
$20.1B
| $2.69M | ﹤0.01% |
271,400
+45,800
| +20% | +$446K |
|
2023
PUT
Axsome Therapeutics
AXSM
$12.4B
| $2.68M | ﹤0.01% |
22,100
-15,500
| -41% | -$1.75M |
|
|
GAP
2024
The Gap Inc
GAP
$6.84B
| $2.68M | ﹤0.01% |
125,359
-45,702
| -27% | -$988K |
|
2025
Zillow
Z
$7.04B
| $2.68M | ﹤0.01% |
34,794
+33,684
| +3,035% | +$2.75M |
|
Similar funds
Simplex Trading's Q3 2025 Portfolio in Review
As of Q3 2025, Simplex Trading held 10,358 positions worth $195B, up 12% from $175B the previous quarter. Its ten largest holdings account for 46% of the portfolio.
Simplex Trading's Q3 2025 filing shows 1,743 new, 3,828 increased, 3,250 reduced and 1,308 closed positions. Its largest new stake was Microsoft: 458,309 shares worth $237M. The largest sale was iShares 20+ Year Treasury Bond ETF, an estimated $129M.
By sector, the portfolio is most concentrated in Technology at 0.79% of assets, up from 0.74% a quarter earlier, followed by Consumer Discretionary and Healthcare.
- Simplex Trading's largest Q3 2025 buy was Microsoft: 458,309 shares worth $237M.
- Simplex Trading added most to iShares Russell 2000 ETF in Q3 2025, an estimated $97.5M increase.
- Simplex Trading's biggest Q3 2025 reduction was Alphabet (Google) Class A, cutting an estimated $92.9M.
- Simplex Trading fully exited iShares 20+ Year Treasury Bond ETF in Q3 2025, selling an estimated $129M.
- Simplex Trading's ten largest holdings make up 46% of its $195B portfolio in Q3 2025.
- Simplex Trading opened 1,743 new positions and closed 1,308 in Q3 2025.
- Simplex Trading's portfolio value rose 12% quarter-over-quarter to $195B.
Based on Simplex Trading's 13F filing for Q3 2025, filed 12 Nov 2025.