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 | |
|---|---|---|---|---|---|---|
826
PUT
Ross Stores
ROST
$74.7B
| $11.2M | 0.01% |
100,200
-8,100
| -7% | -$852K |
|
|
K
827
CALL
DELISTED
Kellanova
K
| $11.2M | 0.01% |
177,429
+91,909
| +107% | +$5.86M |
|
828
PUT
Electronic Arts
EA
$52.4B
| $11.2M | 0.01% |
86,500
-34,100
| -28% | -$4.32M |
|
829
PUT
Progressive
PGR
$120B
| $11.2M | 0.01% |
84,400
-8,200
| -9% | -$1.1M |
|
|
CMA
830
PUT
DELISTED
Comerica
CMA
| $11.2M | 0.01% |
263,500
+84,300
| +47% | +$3.41M |
|
831
CALL
Monster Beverage
MNST
$91.4B
| $11.1M | 0.01% |
193,900
+28,000
| +17% | +$1.59M |
|
832
PUT
Harley-Davidson
HOG
$2.73B
| $11.1M | 0.01% |
316,100
+16,500
| +6% | +$576K |
|
833
CALL
Enterprise Products Partners
EPD
$84B
| $11.1M | 0.01% |
422,300
-120,400
| -22% | -$3.15M |
|
834
PUT
Teva Pharmaceuticals
TEVA
$35.6B
| $11.1M | 0.01% |
1,476,800
-235,100
| -14% | -$1.91M |
|
835
State Street Energy Select Sector SPDR ETF
XLE
$39.5B
| $11.1M | 0.01% |
273,848
-384,256
| -58% | -$15.7M |
|
836
CALL
Futu Holdings
FUTU
$13.8B
| $11.1M | 0.01% |
279,600
-78,100
| -22% | -$3.32M |
|
837
CALL
Match Group
MTCH
$8.63B
| $11.1M | 0.01% |
265,500
+106,200
| +67% | +$3.88M |
|
838
CALL
Edwards Lifesciences
EW
$48.2B
| $11.1M | 0.01% |
117,600
-148,500
| -56% | -$12.9M |
|
839
PUT
Keurig Dr Pepper
KDP
$40.4B
| $11.1M | 0.01% |
354,600
+8,900
| +3% | +$292K |
|
840
PUT
Transocean
RIG
$5.93B
| $11.1M | 0.01% |
1,579,100
-722,600
| -31% | -$4.47M |
|
|
MRO
841
PUT
DELISTED
Marathon Oil Corporation
MRO
| $11M | 0.01% |
479,600
-111,300
| -19% | -$2.62M |
|
842
PUT
PBF Energy
PBF
$7.44B
| $10.9M | 0.01% |
267,000
+137,600
| +106% | +$5.23M |
|
843
CALL
Vanguard FTSE Europe ETF
VGK
$29.8B
| $10.9M | 0.01% |
171,100
-10,900
| -6% | -$677K |
|
844
PUT
Simon Property Group
SPG
$73.2B
| $10.9M | 0.01% |
94,300
-28,300
| -23% | -$3.08M |
|
845
CALL
Quanta Services
PWR
$97.4B
| $10.9M | 0.01% |
55,400
+30,200
| +120% | +$5.27M |
|
846
PUT
Whirlpool
WHR
$2.31B
| $10.9M | 0.01% |
73,100
+25,300
| +53% | +$3.47M |
|
847
PUT
Baxter International
BAX
$11.1B
| $10.9M | 0.01% |
238,600
+76,700
| +47% | +$3.34M |
|
848
PUT
Raymond James Financial
RJF
$31.9B
| $10.9M | 0.01% |
104,700
+101,800
| +3,510% | +$9.45M |
|
849
PUT
Check Point Software Technologies
CHKP
$13.1B
| $10.8M | 0.01% |
86,300
+82,400
| +2,113% | +$10.4M |
|
850
CALL
AB InBev
BUD
$155B
| $10.8M | 0.01% |
191,000
-1,100
| -0.6% | -$66.5K |
|
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.