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 | |
|---|---|---|---|---|---|---|
401
PUT
Dollar Tree
DLTR
$23.5B
| $31.3M | 0.03% |
218,200
-158,600
| -42% | -$23.3M |
|
402
PUT
Etsy
ETSY
$7.64B
| $31.3M | 0.03% |
369,600
+10,300
| +3% | +$971K |
|
403
PUT
AstraZeneca
AZN
$263B
| $31.2M | 0.03% |
218,000
+134,150
| +160% | +$19.7M |
|
404
PUT
Teck Resources
TECK
$28B
| $31M | 0.03% |
735,200
-226,000
| -24% | -$9.71M |
|
405
CALL
Antero Resources
AR
$10.9B
| $30.9M | 0.03% |
1,343,800
+345,500
| +35% | +$7.67M |
|
406
PUT
Wayfair
W
$11.1B
| $30.8M | 0.03% |
474,300
-60,200
| -11% | -$2.54M |
|
407
CALL
Simon Property Group
SPG
$73.4B
| $30.7M | 0.03% |
266,000
-90,900
| -25% | -$9.9M |
|
408
State Street Utilities Select Sector SPDR ETF
XLU
$23.9B
| $30.7M | 0.03% |
936,830
-81,840
| -8% | -$2.76M |
|
409
CALL
Shell
SHEL
$243B
| $30.6M | 0.03% |
507,200
-125,000
| -20% | -$7.5M |
|
410
PUT
Upstart Holdings
UPST
$2.74B
| $30.6M | 0.03% |
853,400
-67,100
| -7% | -$1.54M |
|
411
PUT
Dollar General
DG
$26.5B
| $30.5M | 0.03% |
179,800
+43,100
| +32% | +$8.52M |
|
412
PUT
Darden Restaurants
DRI
$22.2B
| $30.5M | 0.03% |
182,700
+42,700
| +31% | +$6.71M |
|
413
CALL
Chewy
CHWY
$8.81B
| $30.3M | 0.02% |
767,000
+61,700
| +9% | +$2.15M |
|
|
HES
414
PUT
DELISTED
Hess
HES
| $30.2M | 0.02% |
222,300
-52,400
| -19% | -$7.17M |
|
415
CALL
Dow Inc
DOW
$22.5B
| $30.1M | 0.02% |
565,200
-148,600
| -21% | -$7.9M |
|
416
PUT
Arista Networks
ANET
$220B
| $30.1M | 0.02% |
742,400
+37,600
| +5% | +$1.45M |
|
417
PUT
RH
RH
$3.31B
| $30M | 0.02% |
91,000
-190,500
| -68% | -$49.8M |
|
418
CALL
Energy Transfer Partners
ET
$70.1B
| $30M | 0.02% |
2,359,600
+56,700
| +2% | +$719K |
|
419
Netflix
NFLX
$285B
| $29.8M | 0.02% |
677,490
+673,290
| +16,031% | +$24.8M |
|
420
PUT
Biogen
BIIB
$29.2B
| $29.8M | 0.02% |
104,700
-32,900
| -24% | -$9.79M |
|
421
CALL
Lennar Class A
LEN
$19.8B
| $29.8M | 0.02% |
245,854
-36,258
| -13% | -$3.96M |
|
422
PUT
KB Home
KBH
$3.46B
| $29.7M | 0.02% |
574,700
+19,800
| +4% | +$893K |
|
|
423
Alphabet (Google) Class C
GOOG
$4.17T
| $29.6M | 0.02% |
+245,078
| New | +$28.4M |
|
424
CALL
Suncor Energy
SU
$76.4B
| $29.4M | 0.02% |
1,001,300
+147,500
| +17% | +$4.41M |
|
|
SPLK
425
PUT
DELISTED
Splunk Inc
SPLK
| $29.4M | 0.02% |
276,700
-48,400
| -15% | -$4.6M |
|
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.