Seasoned growth-stage investor and operator focused on technology and fintech sectors, Gregory Estes has led early investments and board-level engagements across software and payments companies. He brings operating experience from senior product and strategy roles at scaling firms and prior startup leadership, and is active in seed-to-Series B deal sourcing, diligence and go-to-market advisement. Known for strategic commercialization and recruiting support, he holds an MBA and undergraduate degrees in business and engineering from leading universities.
Seasoned growth-stage investor and operator focused on technology and fintech sectors, Gregory Estes has led early investments and board-level engagements across software and payments companies. He brings operating experience from senior product and strategy roles at scaling firms and prior startup leadership, and is active in seed-to-Series B deal sourcing, diligence and go-to-market advisement. Known for strategic commercialization and recruiting support, he holds an MBA and undergraduate degrees in business and engineering from leading universities.
Focuses on thesis-driven, growth-stage technology and fintech opportunities, deploying seed-to-Series B capital paired with hands-on operating support. Prioritizes companies with product-market fit, fast unit-economics improvement paths and defensible go-to-market differentiation. Investment decisions emphasize commercialization velocity, leadership hiring, and measurable traction; time horizon typically medium-term growth scaling. Risk discipline centers on concentrated, board-level engagement and staged capital tranches tied to operational milestones.
Focuses on thesis-driven, growth-stage technology and fintech opportunities, deploying seed-to-Series B capital paired with hands-on operating support. Prioritizes companies with product-market fit, fast unit-economics improvement paths and defensible go-to-market differentiation. Investment decisions emphasize commercialization velocity, leadership hiring, and measurable traction; time horizon typically medium-term growth scaling. Risk discipline centers on concentrated, board-level engagement and staged capital tranches tied to operational milestones.
| Trades 58 | Longs Won 44/58 75% | Profit Factor 96.94 |
| Profitability | Shorts Won 0/0 0% | Standard Deviation $1.58M |
| Average Win $886,988.71 | Best Trade (Sep 03) $9.15M | Sharpe Ratio -50.8 |
| Average Loss -$28,757.38 | Worst Trade (Oct 01) -$215,515.8 | Z-Score 3.37 (99.93%) |
| Commissions $0 | Avg. Trade Length 10m | Expectancy $665,946.55 |
| Loss Size | 100% | 90% | 80% | 70% | 60% | 50% | 40% | 30% | 20% | 10% |
| Probability of Loss | <0.01% | <0.01% | <0.01% | <0.01% | <0.01% | <0.01% | <0.01% | <0.01% | <0.01% | 0.01% |
| Consecutive Losing Trades | 5,952 | 5,357 | 4,762 | 4,167 | 3,571 | 2,976 | 2,381 | 1,786 | 1,190 | 595 |
| Symbol | Quantity | Cost | Value | Comm. | Profit ($) | Gain (%) | Change |
|---|---|---|---|---|---|---|---|
AAPL Apple Inc. | 4,166 | $914,837.22 | $1.39M | - | $472,274.14 | 51.62% | +0.021% |
AGG iShares Core U.S. Aggregate Bond ETF | 70,820 | $6.93M | $6.69M | - | -$247,465.44 | -3.57% | +0.297% |
IEFA iShares Core MSCI EAFE ETF | 465,364 | $36.82M | $45.34M | - | $8.51M | 23.12% | +0.314% |
IJH iShares Core S&P Mid-Cap ETF | 244,055 | $14.99M | $18.07M | - | $3.08M | 20.57% | +0.509% |
IJR iShares Core S&P Small-Cap ETF | 51,351 | $5.64M | $7.13M | - | $1.49M | 26.44% | -0.094% |
IUSB iShares Core Universal USD Bond ETF | 8,171 | $373,441.52 | $359,932.55 | - | -$13,508.97 | -3.62% | +0.296% |
IVV iShares Core S&P 500 ETF | 16,855 | $9.65M | $13.21M | - | $3.56M | 36.87% | +0.694% |
ORCL Oracle Corporation | 2,220 | $310,378.2 | $324,275.4 | - | $13,897.2 | 4.48% | +2.52% |
SPYG SPDR Portfolio S&P 500 Growth ETF | 141,160 | $11.52M | $17.9M | - | $6.38M | 55.36% | +0.871% |
SPYM State Street SPDR Portfolio S&P 500 ETF | 321,768 | $25.95M | $29.55M | - | $3.6M | 13.85% | +0.669% |
SPYV SPDR Portfolio S&P 500 Value ETF | 323,913 | $17.1M | $20.09M | - | $2.99M | 17.46% | +0.451% |
VGSH Vanguard Short-Term Treasury Fund | 80,049 | $4.71M | $4.6M | - | -$103,268.64 | -2.19% | +0.087% |
VOO Vanguard S&P 500 ETF | 1,321 | $902,468 | $947,322.12 | - | $44,854.12 | 4.97% | +0.675% |
VT Vanguard Total World Stock ETF | 15,751 | $1.85M | $2.54M | - | $688,975.17 | 37.32% | +0.525% |
VTI VANGUARD TOTAL STOCK MKT ETF | 2,968 | $1.09M | $1.14M | - | $47,576.72 | 4.37% | +0.641% |
VUG Vanguard Growth ETF | 24,178 | $1.76M | $2.24M | - | $483,560 | 27.47% | +0.804% |