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 | |
|---|---|---|---|---|---|---|
|
FLG
1551
Flagstar Bank National Association
FLG
$5.77B
| $3.48M | ﹤0.01% |
103,322
+40,983
| +66% | +$1.24M |
|
1552
ServiceNow
NOW
$102B
| $3.48M | ﹤0.01% |
30,965
-9,440
| -23% | -$944K |
|
1553
CALL
Ventas
VTR
$48.9B
| $3.47M | ﹤0.01% |
73,400
-30,500
| -29% | -$1.38M |
|
1554
PUT
Toronto Dominion Bank
TD
$198B
| $3.47M | ﹤0.01% |
55,900
-84,700
| -60% | -$5.1M |
|
1555
PUT
TripAdvisor
TRIP
$1.59B
| $3.46M | ﹤0.01% |
210,000
-80,400
| -28% | -$1.36M |
|
1556
CALL
Novavax
NVAX
$1.23B
| $3.45M | ﹤0.01% |
464,100
-451,700
| -49% | -$3.55M |
|
|
RETA
1557
PUT
DELISTED
Reata Pharmaceuticals, Inc. Class A Common Stock
RETA
| $3.45M | ﹤0.01% |
33,800
-42,800
| -56% | -$4.05M |
|
1558
PUT
Air Products & Chemicals
APD
$66.3B
| $3.44M | ﹤0.01% |
11,500
-12,100
| -51% | -$3.45M |
|
1559
CALL
ZIM Integrated Shipping Services
ZIM
$3B
| $3.44M | ﹤0.01% |
277,900
-52,600
| -16% | -$846K |
|
1560
Energy Transfer Partners
ET
$70.1B
| $3.43M | ﹤0.01% |
270,447
-46,449
| -15% | -$589K |
|
1561
CALL
Itaú Unibanco
ITUB
$91.3B
| $3.43M | ﹤0.01% |
659,406
-12,350
| -2% | -$58.4K |
|
1562
CALL
OR Royalties Inc
OR
$5.47B
| $3.43M | ﹤0.01% |
223,200
+23,500
| +12% | +$380K |
|
1563
PUT
Scotiabank
BNS
$106B
| $3.43M | ﹤0.01% |
68,500
-15,700
| -19% | -$779K |
|
1564
CALL
Cinemark Holdings
CNK
$3.82B
| $3.42M | ﹤0.01% |
207,200
-17,700
| -8% | -$294K |
|
1565
Avis
CAR
$5.63B
| $3.42M | ﹤0.01% |
14,942
+12,960
| +654% | +$2.37M |
|
1566
PUT
Kinder Morgan
KMI
$73.1B
| $3.41M | ﹤0.01% |
198,200
-231,200
| -54% | -$3.93M |
|
1567
CALL
Global Payments
GPN
$22.1B
| $3.41M | ﹤0.01% |
34,600
-11,200
| -24% | -$1.15M |
|
1568
PUT
Carrier Global
CARR
$57.2B
| $3.4M | ﹤0.01% |
68,500
+42,300
| +161% | +$1.86M |
|
1569
CALL
Helen of Troy
HELE
$663M
| $3.38M | ﹤0.01% |
31,300
-3,400
| -10% | -$325K |
|
1570
CALL
Doximity
DOCS
$3.67B
| $3.38M | ﹤0.01% |
99,300
+23,900
| +32% | +$796K |
|
1571
PUT
Papa John's
PZZA
$999M
| $3.37M | ﹤0.01% |
45,700
-103,700
| -69% | -$7.69M |
|
1572
PUT
Accel Entertainment
ACEL
$979M
| $3.37M | ﹤0.01% |
319,500
-14,600
| -4% | -$137K |
|
1573
PUT
Stanley Black & Decker
SWK
$14.2B
| $3.37M | ﹤0.01% |
36,000
-1,700
| -5% | -$141K |
|
1574
CALL
Ares Capital
ARCC
$13.5B
| $3.37M | ﹤0.01% |
179,400
-34,000
| -16% | -$628K |
|
|
GTLS
1575
CALL
DELISTED
Chart Industries
GTLS
| $3.35M | ﹤0.01% |
21,000
+19,300
| +1,135% | +$2.47M |
|
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.