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 | |
|---|---|---|---|---|---|---|
2351
PUT
Vaxcyte
PCVX
$7.89B
| $1.3M | ﹤0.01% |
26,100
+23,700
| +988% | +$1.12M |
|
2352
PUT
SM Energy
SM
$7.96B
| $1.3M | ﹤0.01% |
41,200
+9,400
| +30% | +$266K |
|
|
LSXMA
2353
DELISTED
Liberty Media Corporation Series A Liberty SiriusXM Common Stock
LSXMA
| $1.3M | ﹤0.01% |
54,049
+36,506
| +208% | +$777K |
|
2354
CALL
Consolidated Edison
ED
$41.6B
| $1.3M | ﹤0.01% |
14,400
-41,500
| -74% | -$3.97M |
|
|
RWT
2355
CALL
Redwood Trust
RWT
$616M
| $1.3M | ﹤0.01% |
204,300
+145,200
| +246% | +$907K |
|
2356
CALL
Groupon
GRPN
$980M
| $1.3M | ﹤0.01% |
220,000
+137,700
| +167% | +$609K |
|
|
ACCD
2357
PUT
DELISTED
Accolade Inc
ACCD
| $1.3M | ﹤0.01% |
96,500
+17,700
| +22% | +$230K |
|
2358
CALL
Starwood Property Trust
STWD
$6.12B
| $1.3M | ﹤0.01% |
66,900
-132,800
| -66% | -$2.36M |
|
2359
CALL
Unum
UNM
$13.8B
| $1.3M | ﹤0.01% |
27,200
-9,900
| -27% | -$432K |
|
2360
PUT
uniQure
QURE
$2.68B
| $1.29M | ﹤0.01% |
112,900
+50,500
| +81% | +$957K |
|
2361
Progressive
PGR
$124B
| $1.29M | ﹤0.01% |
+9,760
| New | +$1.31M |
|
2362
CALL
Target Hospitality
TH
$1.61B
| $1.29M | ﹤0.01% |
96,200
-32,400
| -25% | -$448K |
|
2363
PUT
Warner Music
WMG
$13.8B
| $1.29M | ﹤0.01% |
49,500
+27,400
| +124% | +$759K |
|
2364
PUT
Northern Trust
NTRS
$22.2B
| $1.29M | ﹤0.01% |
17,400
+4,100
| +31% | +$315K |
|
2365
CALL
Invesco DB Commodity Index Tracking Fund
DBC
$1.73B
| $1.29M | ﹤0.01% |
56,800
-41,900
| -42% | -$972K |
|
2366
CALL
Jazz Pharmaceuticals
JAZZ
$15.9B
| $1.29M | ﹤0.01% |
10,400
+300
| +3% | +$40.4K |
|
2367
Kenvue
KVUE
$37B
| $1.28M | ﹤0.01% |
+48,650
| New | +$1.27M |
|
2368
CALL
HF Sinclair
DINO
$15.9B
| $1.28M | ﹤0.01% |
28,800
+9,800
| +52% | +$427K |
|
2369
CALL
Trex
TREX
$4.51B
| $1.28M | ﹤0.01% |
19,600
+14,800
| +308% | +$826K |
|
2370
Five Below
FIVE
$11.2B
| $1.28M | ﹤0.01% |
6,531
-506
| -7% | -$98.9K |
|
2371
Coupang
CPNG
$27.8B
| $1.28M | ﹤0.01% |
+73,712
| New | +$1.2M |
|
2372
Sea Limited
SE
$61.2B
| $1.28M | ﹤0.01% |
22,083
+20,483
| +1,280% | +$1.46M |
|
2373
CALL
JELD-WEN Holding
JELD
$94.8M
| $1.28M | ﹤0.01% |
73,000
+70,000
| +2,333% | +$975K |
|
2374
CALL
Main Street Capital
MAIN
$4.97B
| $1.28M | ﹤0.01% |
32,000
-32,400
| -50% | -$1.29M |
|
|
AY
2375
DELISTED
Atlantica Sustainable Infrastructure plc Ordinary Shares
AY
| $1.28M | ﹤0.01% |
54,646
-44,173
| -45% | -$1.13M |
|
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.