Portfolio Trading Analyst

Hightower•Chicago, IL

2d•$85,000 - $95,000•Hybrid

About The Position

Hightower is a wealth management firm providing investment, financial, and retirement planning services to individuals, foundations, family offices, and corporations. The Portfolio Trading Analyst will join the Overlay Management team, which handles daily trade prioritization, execution, and monitoring to keep client portfolios aligned with their assigned investment policies on the Hightower One platform. The team works with portfolio managers and advisors, manages risk and exposures—including cash and tax overlays—and provides compliance-ready reporting and reconciliations. The analyst will carry out daily overlay workflows, ensuring accurate trade implementation, cash management, and reconciliation. This includes rebalancing portfolios, overseeing block-order transmission and execution, handling client cash requests and settlement cycles, managing reconciliation exceptions, and coordinating with internal stakeholders, custodians, and vendors.

Requirements

2–5 years of experience in trading or portfolio operations, execution, or overlay/centralized portfolio management.
Hands-on experience with OMS/EMS, TAMP platforms, portfolio optimizers, and trade blotter workflows.
Experience with run-group configuration and runbook maintenance.
Knowledge of the trade lifecycle, settlement mechanics, cash management, and tax-lot accounting.
Advanced Excel skills, including pivot tables and advanced formulas.
Exceptional attention to detail and disciplined problem solving under time pressure.
Clear written and verbal communication skills and strong stakeholder management, including the ability to influence business and technology teams.
Must be a U.S. citizen, U.S. permanent resident, or possess other unrestricted U.S. work authorization, and must not require U.S. work authorization sponsorship now or in the future.

Nice To Haves

SQL or an equivalent query language.
An advanced degree.

Responsibilities

Rebalance client portfolios to assigned investment policies, generating trades according to defined tracking error, risk, cash, and tax-loss triggers.
Oversee the transmission of rebalance-generated block orders to custodians, mitigate market risk, and track execution to ensure accurate and timely trade allocations.
Process ad-hoc client cash requests and track daily settlement cycles to fund scheduled distributions without causing overdrafts or unintended liquidations.
Perform daily account reconciliations, manage exceptions, and produce compliance-ready audit trails and tax summaries.
Coordinate with advisors, portfolio managers, compliance, custodians, and vendors to resolve exceptions and support portfolio and trading operations.
Participate in daily workflows across the trading and overlay team, ensuring accurate trade implementation, cash management, and reconciliation.

Benefits

Medical, dental, and vision insurance coverage starting on the first day of employment.
Paid parental leave: 16 weeks for a primary caregiver and 8 weeks for a secondary caregiver.
Onsite mother’s lounge.
Flexible PTO plan.
Hybrid work schedule with a minimum of four days in the office.
Free gym in the Chicago office.
401(k) matching plan.
HSA employer contributions.
Student loan assistance.
Pet insurance.
Base salary of $85,000–$95,000 plus a discretionary bonus; exact base salary depends on experience.