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 | Miscellaneous | 98.43% |
| 2 | Technology | 0.41% |
| 3 | Healthcare | 0.21% |
| 4 | Consumer Discretionary | 0.21% |
| 5 | Communication Services | 0.21% |
| Name | Market Value | Portfolio Weight | Shares or Principal |
Change in Stake | Capital Flow | |
|---|---|---|---|---|---|---|
326
CALL
Direxion Daily S&P Oil & Gas Exp. & Prod. Bull 2X ETF
GUSH
$244M
| $40.2M | 0.03% |
4,706,800
-73,200
| -2% | -$2.14M |
|
327
CALL
Capital One
COF
$135B
| $39.8M | 0.03% |
364,100
-115,400
| -24% | -$11.6M |
|
328
CALL
Pultegroup
PHM
$23.7B
| $39.5M | 0.03% |
508,200
+245,600
| +94% | +$16.6M |
|
329
CALL
Altria Group
MO
$115B
| $39.1M | 0.03% |
863,000
+17,200
| +2% | +$779K |
|
330
CALL
American Express
AXP
$220B
| $38.6M | 0.03% |
221,700
-93,400
| -30% | -$15.1M |
|
331
CALL
Carvana
CVNA
$53.7B
| $38.4M | 0.03% |
7,416,500
+1,702,500
| +30% | +$4.72M |
|
332
CALL
Trade Desk
TTD
$6.78B
| $38.4M | 0.03% |
497,400
-256,500
| -34% | -$17.4M |
|
333
CALL
RTX Corp
RTX
$271B
| $38.4M | 0.03% |
391,600
+48,900
| +14% | +$4.79M |
|
334
CALL
Linde
LIN
$220B
| $38.2M | 0.03% |
100,300
+34,500
| +52% | +$12.6M |
|
335
PUT
ConocoPhillips
COP
$161B
| $38.2M | 0.03% |
368,700
-205,600
| -36% | -$21.1M |
|
336
PUT
Rivian
RIVN
$22.8B
| $38.1M | 0.03% |
2,285,600
+716,300
| +46% | +$10M |
|
337
PUT
Newmont
NEM
$135B
| $37.9M | 0.03% |
940,200
+236,200
| +34% | +$10.7M |
|
338
PUT
EQT Corp
EQT
$34.5B
| $37.9M | 0.03% |
921,500
-208,400
| -18% | -$7.37M |
|
339
CALL
Pool Corp
POOL
$6.73B
| $37.8M | 0.03% |
100,800
+80,500
| +397% | +$27.5M |
|
340
CALL
VanEck Durable High Dividend ETF
DURA
$38.6M
| $37.3M | 0.03% |
142,200
+42,300
| +42% | +$1.32M |
|
341
CALL
Roku
ROKU
$23.1B
| $37.1M | 0.03% |
580,400
-286,200
| -33% | -$17.4M |
|
342
PUT
Lennar Class A
LEN
$20.1B
| $36.8M | 0.03% |
303,599
+90,698
| +43% | +$9.9M |
|
343
CALL
D.R. Horton
DHI
$39.9B
| $36.7M | 0.03% |
301,700
+10,700
| +4% | +$1.17M |
|
344
PUT
Amgen
AMGN
$236B
| $36.6M | 0.03% |
164,700
+50,500
| +44% | +$11.7M |
|
345
CALL
Air Products & Chemicals
APD
$67.1B
| $36.4M | 0.03% |
121,400
+45,200
| +59% | +$12.9M |
|
346
CALL
DuPont de Nemours
DD
$17.8B
| $36.2M | 0.03% |
404,149
+68,752
| +20% | +$5.91M |
|
347
CALL
NIO
NIO
$9.52B
| $36.1M | 0.03% |
3,721,400
+2,319,100
| +165% | +$19.6M |
|
348
CALL
Cloudflare
NET
$99.3B
| $36.1M | 0.03% |
551,600
+63,600
| +13% | +$3.8M |
|
349
CALL
Akamai
AKAM
$15.1B
| $36M | 0.03% |
400,400
+37,900
| +10% | +$3.25M |
|
350
CALL
Marathon Petroleum
MPC
$109B
| $35.9M | 0.03% |
307,800
-103,200
| -25% | -$12M |
|
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, 3,349 increased, 3,911 reduced and 1,518 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 Miscellaneous at 98% of assets, down from 99% a quarter earlier, followed by Technology and Healthcare.
- 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 1,518 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.