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 | |
|---|---|---|---|---|---|---|
5376
CALL
TherapeuticsMD
TXMD
$23.5M
| $77K | ﹤0.01% |
18,900
-2,300
| -11% | -$9.02K |
|
5377
CALL
UFP Technologies
UFPT
$1.97B
| $77K | ﹤0.01% |
400
+100
| +33% | +$15.5K |
|
5378
ProShares VIX Mid-Term Futures ETF
VIXM
$56.3M
| $77K | ﹤0.01% |
3,780
+2,895
| +327% | +$72.3K |
|
5379
CALL
W.R. Berkley
WRB
$27.2B
| $77K | ﹤0.01% |
1,950
-36,300
| -95% | -$1.43M |
|
5380
CALL
Global X S&P 500 Tail Risk ETF
XTR
$4.78M
| $77K | ﹤0.01% |
3,300
-32,700
| -91% | -$796K |
|
|
OSG
5381
CALL
DELISTED
Overseas Shipholding Group Inc.
OSG
| $77K | ﹤0.01% |
18,600
-13,300
| -42% | -$51.4K |
|
|
ERF
5382
DELISTED
Enerplus Corporation
ERF
| $77K | ﹤0.01% |
5,349
-13,800
| -72% | -$201K |
|
|
NSTG
5383
PUT
DELISTED
NanoString Technologies, Inc.
NSTG
| $77K | ﹤0.01% |
19,200
+1,800
| +10% | +$13.3K |
|
5384
PUT
Century Communities
CCS
$1.95B
| $76K | ﹤0.01% |
1,000
-300
| -23% | -$20.1K |
|
5385
PUT
Compass
COMP
$8.56B
| $76K | ﹤0.01% |
21,900
-8,300
| -27% | -$27.2K |
|
5386
CALL
Cooper Companies
COO
$14.2B
| $76K | ﹤0.01% |
800
-4,000
| -83% | -$375K |
|
5387
Financial Institutions
FISI
$812M
| $76K | ﹤0.01% |
+4,837
| New | +$81.9K |
|
5388
PUT
Genworth Financial
GNW
$3.81B
| $76K | ﹤0.01% |
15,300
-3,500
| -19% | -$19.1K |
|
|
GOGL
5389
PUT
DELISTED
Golden Ocean Group
GOGL
| $76K | ﹤0.01% |
10,100
-4,800
| -32% | -$40K |
|
5390
CALL
Acushnet Holdings
GOLF
$5.88B
| $76K | ﹤0.01% |
+1,400
| New | +$69.2K |
|
5391
PUT
HNI Corp
HNI
$3.14B
| $76K | ﹤0.01% |
2,700
+1,900
| +238% | +$50.5K |
|
|
TBHC
5392
DELISTED
The Brand House Collective
TBHC
| $76K | ﹤0.01% |
+27,512
| New | +$79.6K |
|
5393
PUT
Omeros
OMER
$863M
| $76K | ﹤0.01% |
14,000
-3,200
| -19% | -$18.7K |
|
|
SCS
5394
DELISTED
Steelcase
SCS
| $76K | ﹤0.01% |
9,956
-1,534
| -13% | -$11.6K |
|
5395
CALL
Sonoco
SON
$5.62B
| $76K | ﹤0.01% |
1,300
-8,100
| -86% | -$488K |
|
|
STKL
5396
DELISTED
SunOpta
STKL
| $76K | ﹤0.01% |
+11,418
| New | +$85.9K |
|
|
TSP
5397
DELISTED
TuSimple Holdings Inc. Class A Common Stock
TSP
| $76K | ﹤0.01% |
45,928
+15,773
| +52% | +$25.5K |
|
|
GLOP
5398
CALL
DELISTED
GASLOG PARTNERS LP
GLOP
| $76K | ﹤0.01% |
69,300
-16,600
| -19% | -$141K |
|
|
AKYA
5399
CALL
DELISTED
Akoya BioSciences
AKYA
| $75K | ﹤0.01% |
10,200
-6,100
| -37% | -$40.7K |
|
5400
CALL
ANI Pharmaceuticals
ANIP
$1.83B
| $75K | ﹤0.01% |
1,400
+900
| +180% | +$39.9K |
|
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.