Scott Sykowski, Managing Partner at Gyre Research

Scott Sykowski — Investment Management Systems Architect

Investment Management Systems — Analytics, Risk, and Workflow

Managing Partner, Gyre Research · Board Member, Gyre Holdings

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Thirty years designing and optimizing the systems investment managers need — portfolio analytics, construction and rebalancing analytics, risk, compliance, performance, and data infrastructure.

Architect, designer, and manager of six world-class platforms across equities, funds, and specializing in credit and structured derivatives.

Clients include hedge funds, RIAs, family offices, and boutique asset managers.

Firm believer that a small team with deep domain knowledge will always outperform a large team of generalists.



About

Investment management technology is several distinct disciplines that all must perfectly converge to deliver value to the end user.

Portfolio analytics

Position-level and aggregate exposure, factor loadings, beta and alpha decomposition, sensitivities at the book level, concentration and style/sector/geography slicing, liquidity profile, pre-trade and post-trade what-if analysis. The layer the PM actually looks at.

Portfolio construction and rebalancing analytics

Mandate-aware optimization (mean-variance, risk-parity, hierarchical risk parity, CVaR, Black-Litterman with custom views), transaction-cost-aware rebalancing, drift monitoring against model portfolios, tax-aware lot selection, trade-list generation with minimum-ticket and round-lot constraints, integrated with pre-trade compliance and broker-aware cost models.

The front office

OMS and EMS, FIX connectivity to brokers, venues, and dark pools, smart order routing, algo wheels, and the pre-trade compliance layer that has to say “no” in milliseconds. Hard problems: latency, correct state under partial fills, modelling the trader’s intent.

The middle office

IBOR keeps the portfolio as the PM sees it; ABOR keeps it as the auditors and fund admin do. They disagree on purpose — trade date vs. settle date, economic vs. legal ownership, local vs. base currency, tax-lot treatment — and reconciling them cleanly is where most operational risk hides. Real-time P&L, greeks, and exposure live here, alongside post-trade compliance, restricted lists, 1940 Act, UCITS, Reg-T, portfolio margin, leverage, liquidity, and counterparty limits.

The back office

Performance first: GIPS-compliant composite construction and maintenance, time-weighted and money-weighted returns, and Brinson / Brinson-Fachler attribution extended for fixed-income effects (curve, spread, carry, roll-down, selection). Then the plumbing underneath: reconciliation against prime brokers, custodians, and fund administrators; corporate actions; security master; pricing waterfalls; collateral; client reporting. Unforgiving: every mismatched position or stale price eventually becomes a restated NAV.

The asset-class surface

Equities (common, preferred, ADR, ETF); listed and OTC options (vanilla, exotic, structured) on a working vol surface; futures and futures options with margin mechanics; FX spot, forward, NDF, and option; cash fixed income (UST, TIPS, agencies, IG/HY corporates, munis, sovereigns, EMD) with curve and spread conventions; securitized credit (agency and non-agency MBS, CMBS, ABS, CLO, syndicated loans) with prepayment and default modelling; credit derivatives (single-name and index CDS, CDX, iTraxx, tranches) with hazard-rate and copula models; interest-rate derivatives (IRS, OIS, basis, swaptions, caps, floors, FRAs) on a multi-curve framework and vol cube; inflation (ZC and YoY); total-return swaps; repo; crypto spot and perps. The interesting bugs live where two of these meet.

Single-security analytics

The greek and sensitivity stack — delta, gamma, vega, theta, rho, DV01, key-rate duration, convexity, OAS, spread duration, prepay-adjusted yield — plus term-structure models (Hull-White, LMM, SABR), credit models (hazard-rate, structural, copula), and Monte Carlo / PDE / closed-form pricers where each is appropriate. The art is knowing which approximations a pre-trade screen tolerates and a risk report does not.

Portfolio-level risk

Historical, parametric, and Monte Carlo VaR; expected shortfall; marginal and component contribution; incremental and reverse stress; factor decomposition (Barra-style and custom a-priori); tracking error, information ratio, Sharpe, Sortino, Calmar, max drawdown, beta, alpha. Each answers a different question; conflating them is how risk reports quietly mislead.

Performance attribution

Equity attribution is mostly solved by Brinson-Fachler with sector or style buckets. Fixed income is the real work: decomposing return into curve, spread, carry, roll-down, and selection within sector/rating/duration buckets while keeping the arithmetic additive and the residual near zero. Multi-currency and multi-period linking add further wrinkles.

Problems worth building for

  • Scenario and stress testing with parallel and non-parallel shifts across benchmark, curve, vol surface, spread, FX, and correlation regimes — historical replays (’87, ’98, ’08, ’20) and custom.
  • Real-time liquidity risk: time-to-liquidate curves, market-impact cost (Almgren-Chriss), intraday funding and haircut alerts.
  • Fund- and firm-level capitalization and margin stress: Reg-T, TIMS, STANS, OCC portfolio margin, SPAN, and house methodologies. (Three implementations FINRA-approved at separate broker-dealers.)
  • Open, tunable a-priori factor models where vendor factors don’t fit the mandate.
  • Portfolio construction and optimization: mean-variance, risk-parity, hierarchical risk parity, CVaR, Black-Litterman, transaction-cost-aware.
  • Data infrastructure: security master, corporate actions, pricing waterfalls, golden-copy delivery from Bloomberg, Refinitiv, ICE, S&P/IHS, MarkIt, FactSet, and fund admins.

See the full 44-problem catalog → — one entry per concrete production problem, organized across the eleven disciplines above.

Where AI changes the picture

ML and LLMs are reshaping benchmark approximation and sparse portfolio construction, cross-sectional and time-series momentum, optimal block execution and VWAP/TWAP scheduling, margin and loss prediction, sentiment from filings and news, research triage, and automated reconciliation. The question is rarely “can a model learn this?” — it is “what data, loss function, and guardrails make the answer trustable inside an investment process?”

Experience

Six production investment-management platforms shipped across three decades — OMS/PMS, analytics, risk, and performance — at firms from boutique buy-side shops to multi-vendor fintech. Two were sold; one still runs on the original code. Roles from Director of Research and founder through C-level and executive management, down to writing and debugging code on the desk this afternoon. Still hands-on.

Teams

Investment-management technology rewards small teams of exceptional people over large teams of average ones. The systems are too tightly coupled for coordination overhead to pay for itself.

Technology stack

Python (NumPy, Pandas, Polars, PyTorch, scikit-learn, statsmodels, QuantLib), Java and Node.js for low-latency services, C# / .NET on the buy-side desktop, SQL (MSSQL, PostgreSQL, kdb+/q), FIX 4.x / 5.x, REST, gRPC, Kafka, Redis, Linux.

See the interesting problems I’ve solved →

Experience

January 2026 – Present

Gyre Research

Managing Partner

  • Independent quantitative and investment-technology research
  • Bespoke analytics, risk, and platform builds for investment management firms
  • Applied AI/ML research for portfolio construction, execution, and reconciliation
2006 – 2024

Athena Systems

Director of Research, Founder

NY, NY
  • Real-Time Analytics, Risk and Performance
  • Data Management & Workflow Systems for Financial Services Firms
  • Portfolio Management, Order Management & Accounting Systems
  • Systems Integration for Business Process Improvement
1998 – 2006

Macgregor Group/Merrin Financial

Product Manager - Fixed Income & Derivatives

NY, NY
  • Created a new product line supporting the spectrum of Fixed Income securities and Credit and Interest Rate Derivatives atop an equity-only OMS/PMS/compliance system
  • Instrumental in selling the company
  • Managed the Fixed Income & Derivatives aspects of an asset-management system
  • Directed a team of fifteen Product Managers, developers, and QA analysts
  • Worked closely with clients and prospects to tailor the product to user needs
1995 – 1998

EJV/Bridge

Product Manager - Fixed Income & Derivatives

NY, NY
  • Portfolio & Benchmark Management
  • Decision Support
  • Analytics
1993 – 1995

Golden Harris

Taxable Trader

NY, NY
  • Made retail and wholesale markets for taxable fixed-income securities
1990 – 1993

Lebenthal

Analyst/Sales Trader

NY, NY
  • Made retail markets and analyzed credits and cashflows for taxable fixed-income securities
1982 – 1986

United States Army Reserve, 464th Engineering Battalion

Staff Sergeant (E5)

Schenectady, NY
  • Combat Engineer (12-Bravo)
  • United States Army Air Assault School, Fort Campbell, KY

Affiliations

January 2026 – Present

Gyre Holdings

Board Member

Board oversight across the Gyre group of companies, covering strategy, capital allocation, and governance.

2021 – Present

Time to Give Network

Brand Ambassador

A charitable giving platform that enables donors to support charities in exchange for face-time with top industry decision-makers. Volunteer Brand Ambassador since 2021.

Society of Quantitative Analysts

Member

New York–based professional society for quantitative practitioners across the buy-side and sell-side; forum for applied research in portfolio construction, risk, and trading analytics.

Python Software Foundation

Supporting Member

Supporting member of the non-profit behind the Python language, the reference implementation, and the community infrastructure underneath most of the quantitative work I ship.

SANS Institute

Member

Founded in 1989 as a cooperative research community, the SANS (SysAdmin, Audit, Network, Security) Institute has grown into the world’s foremost authority on cybersecurity education, certification, and practitioner resources. Its mission centers on equipping security professionals—current and emerging—with hands-on skills that strengthen defenses across the digital landscape.

Education

2024

Booth School of Business

University of Chicago

Chicago, IL

Executive Education: Behavioral Economics

1988 – 1990

University at Albany

State University of New York

Albany, NY

Master of Business Administration: Public and Structured Finance

1985 – 1998

The College at New Paltz

State University of New York

New Paltz, NY
Bachelor of Arts: Economics. Top Departmental Honors.

Last updated: 2026-05-26