Portfolio Trading Analyst

Hightower Advisors•Chicago, IL
•Hybrid

About The Position

The Portfolio Trading Analyst will execute daily overlay workflows across Hightower’s trading and overlay team, ensuring accurate trade implementation, cash management, and reconciliation with strong attention to detail and operational discipline. The role rebalances client portfolios to assigned investment policies, generates trades based on defined tracking-error, risk, cash, and tax-loss triggers, and oversees the transmission and tracking of block orders to custodians. It also handles client cash requests and settlement cycles, performs account reconciliations, manages exceptions, and produces compliance-ready audit trails and tax summaries. The analyst works with advisors, portfolio managers, compliance teams, custodians, and vendors to resolve exceptions and support portfolio and trading operations. Hightower is a wealth management firm founded in 2008, providing investment, financial, and retirement planning services to individuals, foundations, and family offices, as well as 401(k) consulting and cash management services to corporations. The Overlay Management team manages daily trade prioritization, execution, and monitoring to help optimize client portfolios according to their investment policies on the Hightower One platform. The role follows a hybrid work schedule with a minimum of four days in the Chicago office.

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.
  • Bachelor’s degree in Finance, Economics, Mathematics, Engineering, or a related field.
  • Exceptional attention to detail and disciplined problem solving under time pressure.
  • Clear written and verbal communication and strong stakeholder management, including the ability to influence business and technology teams.
  • Unrestricted U.S. work authorization without a need for current or future sponsorship.

Nice To Haves

  • SQL or an equivalent query language.
  • An advanced degree.

Responsibilities

  • Rebalance client portfolios to assigned investment policies and generate trades according to defined tracking-error, risk, cash, and tax-loss triggers.
  • Transmit 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 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.
  • Execute daily overlay workflows, ensuring accurate trade implementation, cash management, and reconciliation.

Benefits

  • Medical, dental, and vision insurance coverage beginning 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, new gym in the Chicago office.
  • 401(k) matching plan.
  • Employer contributions to an HSA.
  • Student loan assistance.
  • Pet insurance.
  • Base salary of $85,000–$95,000 plus a discretionary bonus; exact base salary depends on experience.
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