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 | |
|---|---|---|---|---|---|---|
1076
PUT
ZIM Integrated Shipping Services
ZIM
$3.08B
| $7.28M | 0.01% |
587,200
-175,500
| -23% | -$2.82M |
|
|
WCC
1077
PUT
WESCO International
WCC
$16.1B
| $7.27M | 0.01% |
40,600
+4,300
| +12% | +$627K |
|
1078
CALL
Carlyle Group
CG
$16B
| $7.25M | 0.01% |
227,000
+95,200
| +72% | +$2.78M |
|
1079
CALL
KKR & Co
KKR
$86.2B
| $7.25M | 0.01% |
129,400
-155,000
| -55% | -$8.12M |
|
1080
PUT
Logitech
LOGI
$14.8B
| $7.16M | 0.01% |
120,500
+30,400
| +34% | +$1.84M |
|
1081
PUT
CoStar Group
CSGP
$11.1B
| $7.14M | 0.01% |
80,200
+78,700
| +5,247% | +$6.08M |
|
1082
CALL
McKesson
MCK
$96.5B
| $7.14M | 0.01% |
16,700
-50,000
| -75% | -$19.2M |
|
1083
PUT
Iron Mountain
IRM
$37.1B
| $7.13M | 0.01% |
125,400
+91,900
| +274% | +$5.03M |
|
1084
PUT
Citizens Financial Group
CFG
$30.3B
| $7.12M | 0.01% |
273,100
+134,100
| +96% | +$3.69M |
|
1085
CALL
Paycom
PAYC
$6.47B
| $7.1M | 0.01% |
22,100
+3,500
| +19% | +$1.03M |
|
1086
ProShares UltraPro Short QQQ
SQQQ
$2.14B
| $7.1M | 0.01% |
15,010
-4,386
| -23% | -$2.84M |
|
1087
FIVE9
FIVN
$1.66B
| $7.09M | 0.01% |
86,019
+69,532
| +422% | +$4.67M |
|
1088
CALL
Crown Castle
CCI
$32.6B
| $7.08M | 0.01% |
62,100
-18,000
| -22% | -$2.14M |
|
1089
Palantir
PLTR
$296B
| $7.07M | 0.01% |
461,460
-425,882
| -48% | -$4.84M |
|
1090
PUT
Republic Services
RSG
$66.9B
| $7.06M | 0.01% |
46,100
+12,800
| +38% | +$1.83M |
|
1091
PUT
NetApp
NTAP
$32.3B
| $7.05M | 0.01% |
92,300
-34,700
| -27% | -$2.34M |
|
1092
PUT
Canadian Solar
CSIQ
$997M
| $7.04M | 0.01% |
182,100
+15,000
| +9% | +$582K |
|
1093
Albemarle
ALB
$13.8B
| $7.04M | 0.01% |
31,543
+4,238
| +16% | +$867K |
|
1094
PUT
Agilent Technologies
A
$39.5B
| $7.02M | 0.01% |
58,400
-4,300
| -7% | -$548K |
|
1095
CALL
KB Home
KBH
$3.41B
| $7M | 0.01% |
135,400
+5,200
| +4% | +$235K |
|
1096
PUT
Alnylam Pharmaceuticals
ALNY
$35.9B
| $6.99M | 0.01% |
36,800
-34,800
| -49% | -$6.9M |
|
1097
CALL
Synchrony
SYF
$23.3B
| $6.99M | 0.01% |
206,000
-138,100
| -40% | -$4.22M |
|
1098
CALL
XP
XP
$8.7B
| $6.97M | 0.01% |
297,300
+154,300
| +108% | +$2.62M |
|
1099
PUT
Arbor Realty Trust
ABR
$966M
| $6.97M | 0.01% |
470,500
+252,500
| +116% | +$3.13M |
|
1100
CALL
Molson Coors Class B
TAP
$7.51B
| $6.96M | 0.01% |
105,800
-11,600
| -10% | -$717K |
|
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.