Portfolio and Trading Specialist

atWindward RecruitingRemoteUS flagTexasFull-timeUncategorizedSeniorLead$90k – $120k/year

Posted Nov 6

This is a fully remote position, open to applicants in Texas.

📋 Description

• Take charge of implementing investment strategies for households with considerable taxable assets, concentrated and legacy positions, embedded gains, trusts, executive compensation, and tailored Investment Policy Statement needs.

• Design and execute household implementation strategies from the transition phase through ongoing management at the individual tax lot level.

• Assess portfolio monitoring exceptions and opportunities, applying judgment to the unique circumstances of each household.

• Create written, multi-year diversification plans for concentrated and low-basis positions that align with each client’s capital gains budget, along with loss harvesting strategies.

• Carry out systematic tax-loss harvesting while tracking wash sales across the entire household.

• Execute tax-aware rebalancing within defined bands and manage asset location across taxable, tax-deferred, and Roth accounts.

• Prepare tax-aware transition plans prior to asset transfers.

• Implement strategies for business sales, inheritances, retirement income, and significant withdrawals.

• Review and reconcile trade tickets across the firm’s accounts.

• Document and escalate errors while coordinating with service providers.

• Prepare implementation strategy documents and provide plain-language educational support for qualifying households.

• Offer proactive advisor briefings on milestones, risks, and opportunities.

• Maintain procedures, household logs, and implementation records.

• Manage daily reconciliation deadlines and prioritize tasks during periods of high volume.

• Report to the Financial Planning Manager, with investment oversight from the Investment Committee.


⛳️ Requirements

• Seven to ten years of experience in portfolio implementation, trading, or investment operations at a registered investment advisor, wealth management firm, trust company, or asset management company.

• Practical experience with rebalancing and trading platforms (such as Orion Eclipse, Tamarac, iRebal, or similar) as well as major custodial platforms.

• Preference for experience with Schwab and Fidelity.

• Proficiency in tax lot accounting, wash sale regulations, capital gains management, and tax-aware trading mechanics.

• A bachelor’s degree in finance, economics, accounting, or a related discipline.

• A documented-process mindset that emphasizes accuracy, fairness, and efficiency over speed.

• The discipline to escalate issues rather than improvise solutions.

• Series 65 or investment adviser representative registration is required.

• Holding a CFA, CIMA, or CFP designation is not mandatory but is encouraged.

• Experience in hedging concentrated positions through covered calls, protective puts, or collars is advantageous.

• Employment is contingent upon adherence to the firm’s Code of Ethics, personal trading pre-clearance, disclosure of outside business activities, and a background check.


🏝️ Benefits

• Quarterly bonus plan linked to implementation quality and firm performance.

• The firm covers 75 percent of healthcare costs for the employee.

• 401(k) plan with company matching contributions.

• Twenty days of paid time off.

• Additional holidays provided by the firm.

• Cross-trained backup coverage for continuity.

• Fully remote position.

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