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 |
Apple
AAPL
|
+$286M |
| 2 |
Vanguard S&P 500 ETF
VOO
|
+$82.3M |
| 3 |
Alphabet (Google) Class A
GOOGL
|
+$72.6M |
| 4 |
Alphabet (Google) Class C
GOOG
|
+$64.2M |
| 5 |
Intel
INTC
|
+$52.9M |
Top Sells
| Rank | Stock | Value |
|---|---|---|
| 1 |
State Street SPDR S&P 500 ETF Trust
SPY
|
+$51.5M |
| 2 |
iShares Silver Trust
SLV
|
+$41.8M |
| 3 |
Ford
F
|
+$26.3M |
| 4 |
United Airlines
UAL
|
+$22.7M |
| 5 |
ExxonMobil
XOM
|
+$22.3M |
Sector Composition
| Rank | Sector | Weight |
|---|---|---|
| 1 | Technology | 0.84% |
| 2 | Communication Services | 0.32% |
| 3 | Consumer Discretionary | 0.32% |
| 4 | Financials | 0.28% |
| 5 | Healthcare | 0.2% |
| Name | Market Value | Portfolio Weight | Shares or Principal |
Change in Stake | Capital Flow | |
|---|---|---|---|---|---|---|
5251
PUT
Smith Micro Software
SMSI
$14.5M
| $125K | ﹤0.01% |
1,275
-45
| -3% | -$5.23K |
|
5252
PUT
Interface
TILE
$1.99B
| $125K | ﹤0.01% |
10,000
+2,200
| +28% | +$29.2K |
|
5253
CALL
Urban Outfitters
URBN
$6.35B
| $125K | ﹤0.01% |
6,700
-12,100
| -64% | -$274K |
|
5254
PUT
Workiva
WK
$3.36B
| $125K | ﹤0.01% |
1,900
+1,800
| +1,800% | +$150K |
|
|
YALA
5255
PUT
Yalla Group
YALA
$818M
| $125K | ﹤0.01% |
32,100
+7,400
| +30% | +$29.1K |
|
|
PSTH
5256
PUT
DELISTED
Pershing Square Tontine Holdings, Ltd.
PSTH
| $125K | ﹤0.01% |
6,300
+2,500
| +66% | +$49.7K |
|
5257
Aldeyra Therapeutics
ALDX
$92.9M
| $124K | ﹤0.01% |
31,249
-106,492
| -77% | -$366K |
|
5258
Costamare
CMRE
$1.88B
| $124K | ﹤0.01% |
10,256
-78,944
| -89% | -$1.1M |
|
|
DENN
5259
CALL
DELISTED
Denny's
DENN
| $124K | ﹤0.01% |
14,300
+2,300
| +19% | +$25.4K |
|
5260
CALL
Dorchester Minerals
DMLP
$1.33B
| $124K | ﹤0.01% |
5,200
-900
| -15% | -$24.7K |
|
5261
iShares MSCI Italy ETF
EWI
$1.01B
| $124K | ﹤0.01% |
+5,183
| New | +$142K |
|
|
SEGG
5262
CALL
Sports Entertainment Gaming Global Corp
SEGG
$1.6M
| $124K | ﹤0.01% |
555
-312
| -36% | -$116K |
|
5263
Veru
VERU
$36M
| $124K | ﹤0.01% |
+1,102
| New | +$128K |
|
5264
CALL
Clearfield
CLFD
$411M
| $123K | ﹤0.01% |
2,000
-9,000
| -82% | -$528K |
|
|
CLPR
5265
PUT
Clipper Realty
CLPR
$45.2M
| $123K | ﹤0.01% |
16,000
-11,200
| -41% | -$96.2K |
|
5266
Sprinklr
CXM
$1.49B
| $123K | ﹤0.01% |
12,256
-30,292
| -71% | -$368K |
|
|
DEA
5267
PUT
Easterly Government Properties
DEA
$1.13B
| $123K | ﹤0.01% |
2,600
-160
| -6% | -$7.8K |
|
|
DESP
5268
DELISTED
Despegar.com
DESP
| $123K | ﹤0.01% |
15,256
-1,990
| -12% | -$19.2K |
|
5269
PUT
Diana Shipping
DSX
$302M
| $123K | ﹤0.01% |
32,217
+1,003
| +3% | +$4.23K |
|
5270
PUT
Jack in the Box
JACK
$312M
| $123K | ﹤0.01% |
2,200
-4,000
| -65% | -$304K |
|
5271
PUT
Lazard
LAZ
$4.13B
| $123K | ﹤0.01% |
3,800
-5,800
| -60% | -$196K |
|
5272
PharmaCyte Biotech
PMCB
$6.18M
| $123K | ﹤0.01% |
+54,927
| New | +$120K |
|
|
PAYA
5273
PUT
DELISTED
Paya Holdings Inc. Class A Common Stock
PAYA
| $123K | ﹤0.01% |
18,800
+8,000
| +74% | +$45.1K |
|
|
API
5274
Agora
API
$338M
| $122K | ﹤0.01% |
18,681
+12,606
| +208% | +$89.3K |
|
5275
Best Buy
BBY
$18.2B
| $122K | ﹤0.01% |
+1,884
| New | +$157K |
|
Similar funds
Simplex Trading's Q2 2022 Portfolio in Review
As of Q2 2022, Simplex Trading held 11,810 positions worth $94.1B, down 14% from $109B the previous quarter. Its ten largest holdings account for 40% of the portfolio.
Simplex Trading deployed $11.3B of net new capital in Q2 2022, opening 1,405 new positions and adding to 4,027 existing holdings. Its largest new stake was Alphabet (Google) Class C: 543,540 shares worth $59.4M.
By sector, the portfolio is most concentrated in Technology at 0.84% of assets, up from 0.67% a quarter earlier, followed by Communication Services and Consumer Discretionary.
On the sell side, the largest reduction was United Airlines, an estimated $22.7M trimmed.
- Simplex Trading's largest Q2 2022 buy was Alphabet (Google) Class C: 543,540 shares worth $59.4M.
- Simplex Trading added most to Apple in Q2 2022, an estimated $286M increase.
- Simplex Trading's biggest Q2 2022 reduction was United Airlines, cutting an estimated $22.7M.
- Simplex Trading fully exited State Street SPDR S&P 500 ETF Trust in Q2 2022, selling an estimated $51.5M.
- Simplex Trading's ten largest holdings make up 40% of its $94.1B portfolio in Q2 2022.
- Simplex Trading opened 1,405 new positions and closed 1,792 in Q2 2022.
- Simplex Trading's portfolio value fell 14% quarter-over-quarter to $94.1B.
Based on Simplex Trading's 13F filing for Q2 2022, filed 3 Aug 2022.