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 | |
|---|---|---|---|---|---|---|
4226
PUT
Quaker Houghton
KWR
$2.56B
| $214K | ﹤0.01% |
1,100
-5,900
| -84% | -$1.15M |
|
4227
Vanguard Mid-Cap ETF
VO
$107B
| $214K | ﹤0.01% |
3,900
-4,748
| -55% | -$249K |
|
|
BAND
4228
CALL
Bandwidth Inc
BAND
$1.18B
| $213K | ﹤0.01% |
15,600
+7,300
| +88% | +$92.1K |
|
|
NEWP
4229
PUT
New Pacific Metals
NEWP
$816M
| $213K | ﹤0.01% |
97,800
-4,800
| -5% | -$11.7K |
|
4230
CALL
POET Technologies
POET
$1.15B
| $213K | ﹤0.01% |
48,400
-8,600
| -15% | -$37K |
|
4231
CALL
Upland Software
UPLD
$13.7M
| $213K | ﹤0.01% |
5,940
+3,190
| +116% | +$110K |
|
4232
ProShares UltraPro Short 20+ Year Treasury
TTT
$18.1M
| $212K | ﹤0.01% |
3,238
+1,556
| +93% | +$101K |
|
|
CUK
4233
CALL
DELISTED
Carnival PLC
CUK
| $211K | ﹤0.01% |
12,500
+4,000
| +47% | +$42K |
|
4234
CALL
WisdomTree US Total Dividend Fund
DTD
$1.65B
| $211K | ﹤0.01% |
2,900
-8,900
| -75% | -$539K |
|
4235
Flex
FLEX
$38B
| $211K | ﹤0.01% |
+10,178
| New | +$181K |
|
4236
PUT
Pinnacle West Capital
PNW
$12.5B
| $211K | ﹤0.01% |
2,600
-6,700
| -72% | -$534K |
|
|
FORG
4237
CALL
DELISTED
ForgeRock, Inc.
FORG
| $211K | ﹤0.01% |
10,300
-10,200
| -50% | -$204K |
|
|
CVM.WS
4238
PUT
DELISTED
Cel-Sci Corp Series S
CVM.WS
| $211K | ﹤0.01% |
87,600
+67,500
| +336% | +$163K |
|
4239
PUT
Ametek
AME
$54.1B
| $210K | ﹤0.01% |
1,300
+1,200
| +1,200% | +$175K |
|
4240
CALL
MiMedx Group
MDXG
$652M
| $210K | ﹤0.01% |
31,800
+31,500
| +10,500% | +$161K |
|
4241
RLI Corp
RLI
$5.99B
| $210K | ﹤0.01% |
+3,084
| New | +$205K |
|
4242
CALL
Trane Technologies
TT
$99.1B
| $210K | ﹤0.01% |
1,100
-5,800
| -84% | -$1.03M |
|
4243
PUT
UDR
UDR
$12.8B
| $210K | ﹤0.01% |
4,900
-9,700
| -66% | -$399K |
|
4244
CALL
Varonis Systems
VRNS
$4.73B
| $210K | ﹤0.01% |
7,900
-2,900
| -27% | -$72.4K |
|
4245
iShares National Muni Bond ETF
MUB
$45.3B
| $209K | ﹤0.01% |
+1,959
| New | +$209K |
|
4246
CALL
NexGen Energy
NXE
$5.84B
| $209K | ﹤0.01% |
44,500
-5,400
| -11% | -$21.9K |
|
4247
CALL
Protagonist Therapeutics
PTGX
$8.58B
| $209K | ﹤0.01% |
7,600
-85,800
| -92% | -$2.15M |
|
4248
PUT
Avita Medical
RCEL
$137M
| $209K | ﹤0.01% |
12,300
-600
| -5% | -$8.8K |
|
4249
CALL
SSR Mining
SSRM
$5.18B
| $209K | ﹤0.01% |
14,800
-10,300
| -41% | -$156K |
|
4250
CALL
Universal Corp
UVV
$1.36B
| $209K | ﹤0.01% |
4,200
+3,500
| +500% | +$184K |
|
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.