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 | |
|---|---|---|---|---|---|---|
1701
CALL
East-West Bancorp
EWBC
$17.9B
| $2.83M | ﹤0.01% |
53,600
+16,600
| +45% | +$842K |
|
1702
PUT
Dutch Bros
BROS
$8.78B
| $2.83M | ﹤0.01% |
99,400
-18,900
| -16% | -$561K |
|
1703
CALL
Barclays
BCS
$94.1B
| $2.82M | ﹤0.01% |
359,200
+35,400
| +11% | +$274K |
|
|
DEN
1704
PUT
DELISTED
Denbury Inc.
DEN
| $2.81M | ﹤0.01% |
32,600
+12,900
| +65% | +$1.17M |
|
1705
CALL
Trupanion
TRUP
$1.05B
| $2.79M | ﹤0.01% |
142,000
+136,200
| +2,348% | +$3.84M |
|
1706
Logitech
LOGI
$15.2B
| $2.79M | ﹤0.01% |
+47,036
| New | +$2.85M |
|
1707
AppFolio
APPF
$5.85B
| $2.79M | ﹤0.01% |
16,211
+6,749
| +71% | +$983K |
|
1708
PUT
Penumbra
PEN
$12.5B
| $2.79M | ﹤0.01% |
8,100
+5,300
| +189% | +$1.63M |
|
1709
PUT
Weibo
WB
$1.9B
| $2.78M | ﹤0.01% |
212,300
-336,900
| -61% | -$5.35M |
|
1710
CALL
Incyte
INCY
$23.5B
| $2.78M | ﹤0.01% |
44,700
-22,500
| -33% | -$1.5M |
|
|
KYNB
1711
CALL
Kyntra Bio
KYNB
$28.5M
| $2.78M | ﹤0.01% |
41,140
+40,108
| +3,886% | +$16.6M |
|
1712
CALL
Boston Beer
SAM
$1.88B
| $2.77M | ﹤0.01% |
9,000
+2,000
| +29% | +$643K |
|
|
FLG
1713
PUT
Flagstar Bank National Association
FLG
$5.77B
| $2.77M | ﹤0.01% |
82,033
-17,967
| -18% | -$545K |
|
|
FL
1714
CALL
DELISTED
Foot Locker
FL
| $2.77M | ﹤0.01% |
102,000
-5,300
| -5% | -$180K |
|
1715
PUT
Workiva
WK
$2.94B
| $2.77M | ﹤0.01% |
27,200
+25,700
| +1,713% | +$2.47M |
|
1716
PUT
Cheesecake Factory
CAKE
$4.21B
| $2.76M | ﹤0.01% |
79,900
+15,400
| +24% | +$510K |
|
1717
CALL
TripAdvisor
TRIP
$1.59B
| $2.76M | ﹤0.01% |
167,500
-19,100
| -10% | -$323K |
|
1718
CALL
YPF
YPF
$20.2B
| $2.75M | ﹤0.01% |
185,000
-47,900
| -21% | -$581K |
|
|
SVC
1719
CALL
Service Properties Trust
SVC
$1.1B
| $2.75M | ﹤0.01% |
63,380
-34,000
| -35% | -$1.49M |
|
1720
PUT
Camtek
CAMT
$6.9B
| $2.75M | ﹤0.01% |
77,200
+18,600
| +32% | +$533K |
|
1721
PUT
Infosys
INFY
$45B
| $2.75M | ﹤0.01% |
171,000
+152,700
| +834% | +$2.39M |
|
1722
CALL
Universal Health Services
UHS
$9.43B
| $2.75M | ﹤0.01% |
17,400
+5,000
| +40% | +$697K |
|
1723
CALL
Hartford Financial Services
HIG
$38.5B
| $2.74M | ﹤0.01% |
38,100
-2,400
| -6% | -$169K |
|
1724
CALL
Lightspeed Commerce
LSPD
$1.3B
| $2.74M | ﹤0.01% |
161,900
+63,600
| +65% | +$914K |
|
1725
PUT
Virgin Galactic
SPCE
$320M
| $2.74M | ﹤0.01% |
35,270
+7,505
| +27% | +$594K |
|
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.