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
|
+$53.9M |
| 2 |
iShares 20+ Year Treasury Bond ETF
TLT
|
+$52.9M |
| 3 |
NVIDIA
NVDA
|
+$47.1M |
| 4 |
PayPal
PYPL
|
+$41.7M |
| 5 |
Alphabet (Google) Class C
GOOG
|
+$28.4M |
Top Sells
| Rank | Stock | Value |
|---|---|---|
| 1 |
Apple
AAPL
|
+$51.4M |
| 2 |
Walmart Inc
WMT
|
+$46.4M |
| 3 |
VanEck Oil Services ETF
OIH
|
+$34.2M |
| 4 |
Adobe
ADBE
|
+$33.5M |
| 5 |
Starbucks
SBUX
|
+$26.8M |
Sector Composition
| Rank | Sector | Weight |
|---|---|---|
| 1 | Technology | 0.41% |
| 2 | Healthcare | 0.21% |
| 3 | Consumer Discretionary | 0.21% |
| 4 | Communication Services | 0.2% |
| 5 | Financials | 0.15% |
| Name | Market Value | Portfolio Weight | Shares or Principal |
Change in Stake | Capital Flow | |
|---|---|---|---|---|---|---|
3776
CALL
Jackson Financial
JXN
$8.57B
| $315K | ﹤0.01% |
10,300
-22,400
| -69% | -$722K |
|
3777
CALL
SFL Corp
SFL
$1.61B
| $315K | ﹤0.01% |
33,800
-5,800
| -15% | -$52.5K |
|
3778
CALL
ProShares UltraShort Industrials
SIJ
$5.73M
| $315K | ﹤0.01% |
4,100
-7,775
| -65% | -$459K |
|
3779
PUT
Sprott Junior Uranium Miners ETF
URNJ
$310M
| $315K | ﹤0.01% |
+9,400
| New | +$147K |
|
3780
PUT
ACV Auctions
ACVA
$1.43B
| $314K | ﹤0.01% |
18,200
+13,600
| +296% | +$208K |
|
|
ARI
3781
PUT
Apollo Commercial Real Estate
ARI
$881M
| $314K | ﹤0.01% |
27,800
+22,300
| +405% | +$225K |
|
3782
CALL
EnerSys
ENS
$6.69B
| $314K | ﹤0.01% |
+2,900
| New | +$265K |
|
3783
Direxion Daily Homebuilders & Supplies Bull 3X ETF
NAIL
$643M
| $314K | ﹤0.01% |
4,134
+4,074
| +6,790% | +$226K |
|
3784
PUT
Opko Health
OPK
$1.25B
| $314K | ﹤0.01% |
144,800
+2,500
| +2% | +$3.91K |
|
|
RAD
3785
CALL
DELISTED
Rite Aid Corporation
RAD
| $314K | ﹤0.01% |
208,100
+50,400
| +32% | +$101K |
|
3786
PUT
CorMedix
CRMD
$577M
| $313K | ﹤0.01% |
79,000
+58,300
| +282% | +$288K |
|
|
DQ
3787
CALL
Daqo New Energy
DQ
$802M
| $313K | ﹤0.01% |
7,900
-7,000
| -47% | -$292K |
|
3788
CALL
Essent Group
ESNT
$6.21B
| $313K | ﹤0.01% |
6,700
-600
| -8% | -$26.1K |
|
|
ILPT
3789
Industrial Logistics Properties Trust
ILPT
$603M
| $313K | ﹤0.01% |
+95,045
| New | +$212K |
|
3790
Leggett & Platt
LEG
$1.47B
| $313K | ﹤0.01% |
+10,577
| New | +$333K |
|
3791
CALL
Payoneer
PAYO
$2.42B
| $313K | ﹤0.01% |
65,200
-45,000
| -41% | -$225K |
|
3792
CALL
Banco Santander
SAN
$200B
| $313K | ﹤0.01% |
84,500
+32,300
| +62% | +$114K |
|
|
DO
3793
PUT
DELISTED
Diamond Offshore Drilling, Inc.
DO
| $313K | ﹤0.01% |
22,000
+10,800
| +96% | +$128K |
|
3794
PUT
Crown Holdings
CCK
$13.2B
| $312K | ﹤0.01% |
3,600
-7,100
| -66% | -$584K |
|
3795
CALL
Petco
WOOF
$811M
| $312K | ﹤0.01% |
35,100
-11,300
| -24% | -$104K |
|
3796
CALL
Evolution Petroleum
EPM
$131M
| $311K | ﹤0.01% |
38,600
+6,800
| +21% | +$50.3K |
|
3797
CALL
Park Hotels & Resorts
PK
$3.06B
| $311K | ﹤0.01% |
24,300
-17,000
| -41% | -$217K |
|
3798
CALL
TORM
TRMD
$3.05B
| $311K | ﹤0.01% |
12,900
+6,000
| +87% | +$167K |
|
|
GLOP
3799
DELISTED
GASLOG PARTNERS LP
GLOP
| $311K | ﹤0.01% |
36,180
+30,120
| +497% | +$256K |
|
3800
CALL
Accuray
ARAY
$29M
| $310K | ﹤0.01% |
80,200
+74,500
| +1,307% | +$258K |
|
Similar funds
Simplex Trading's Q2 2023 Portfolio in Review
As of Q2 2023, Simplex Trading held 10,535 positions worth $122B, up 6.9% from $114B the previous quarter. Its ten largest holdings account for 43% of the portfolio.
Simplex Trading's Q2 2023 filing shows 1,474 new, 3,350 increased, 3,913 reduced and 1,517 closed positions. Its largest new stake was Microsoft: 171,935 shares worth $58.5M. The largest sale was Apple, an estimated $51.4M.
By sector, the portfolio is most concentrated in Technology at 0.41% of assets, down from 0.42% a quarter earlier, followed by Healthcare and Consumer Discretionary.
- Simplex Trading's largest Q2 2023 buy was Microsoft: 171,935 shares worth $58.5M.
- Simplex Trading added most to iShares 20+ Year Treasury Bond ETF in Q2 2023, an estimated $52.9M increase.
- Simplex Trading's biggest Q2 2023 reduction was Adobe, cutting an estimated $33.5M.
- Simplex Trading fully exited Apple in Q2 2023, selling an estimated $51.4M.
- Simplex Trading's ten largest holdings make up 43% of its $122B portfolio in Q2 2023.
- Simplex Trading opened 1,474 new positions and closed 1,517 in Q2 2023.
- Simplex Trading's portfolio value rose 6.9% quarter-over-quarter to $122B.
Based on Simplex Trading's 13F filing for Q2 2023, filed 4 Aug 2023.