Quick Summary
Hiring Firm: Oakwell Private Wealth ManagementHiring Manager: Brian Luper - Brian@RIArecruiting.com Oakwell Private Wealth Management is hiring its first Portfolio and Trading Specialist.
Hiring Firm: Oakwell Private Wealth Management
Hiring Manager: Brian Luper - Brian@RIArecruiting.com
Requirements
~1 min read- Base salary of $90K-120K, plus a quarterly bonus plan tied to implementation quality: plans completed and kept on schedule, error and exception rates, and documentation completeness, alongside firm performance.
- Firm pays 75 percent of health care cost for the employee, with a 401(k) and company match.
- Twenty days of paid time off plus additional firm holidays.
- Cross-trained backup coverage, so that time away is real and the firm’s two-week continuity standard is met.
- 401(k) with company match
- Permanently remote position
Responsibilities
~2 min read- →Complex position strategies. Written, multi-year diversification plans for concentrated and low-basis positions, executed within each client’s capital gains budget, paired with loss harvesting. Conservative hedging under a dedicated options procedure is a later-phase capability of the Portfolio Strategist rather than a first-year responsibility.
- →Tax-aware implementation. Systematic tax loss harvesting with household-wide wash sale tracking, tax-aware rebalancing within defined bands, asset location across taxable, tax-deferred, and Roth accounts, and multi-year tax-budgeted allocation transitions.
- →Transitions and client situations. Tax-aware transition plans prepared before assets move, and implementation plans for real life: a business sale, an inheritance, retirement income, a large withdrawal.
- →Firmwide trading. Trade ticket review and reconciliation across the firm’s accounts on a cadence confirmed through capacity validation and phased in as household implementation stabilizes, error documentation and escalation, and provider coordination, one accountable owner for the details that protect every client.
- →Advisor partnership. Implementation strategy documents and plain-language education support for every qualifying household, with proactive briefings when milestones, risks, or opportunities need attention.
- →The operating documentation. The procedures, household logs, and implementation records that make this function the firm’s rather than one person’s, documented to a standard that lets a successor assume the role.
- →Priority under pressure. Daily reconciliation carries a deadline and household tax work does not. The role specification names in writing what yields first when volume spikes, and who covers it.
- Seven to ten years in portfolio implementation, trading, or investment operations at a registered investment advisor, wealth manager, trust company, or asset manager.
- Hands-on experience with rebalancing and trading platforms (Orion Eclipse, Tamarac, iRebal, or similar) and major custodial platforms; Schwab and Fidelity strongly preferred.
- Working fluency in tax lot accounting, wash sale rules, capital gains management, and tax-aware trading mechanics.
- A bachelor’s degree in finance, economics, accounting, or a related field.
- A documented-process mindset where accuracy, fairness, and efficiency take priority over speed, and the discipline to escalate rather than improvise.
- Series 65 or investment adviser representative registration.
- CFA, CIMA, or CFP not required but encouraged to apply.
- Experience hedging concentrated positions with covered calls, protective puts, or collars is valued, and supports a later-phase capability rather than a first-year duty.
- Employment is subject to the firm’s Code of Ethics, personal trading pre-clearance, outside business activity disclosure, and a background check.
- First ninety days. The trading SOP learned end to end, reconciliation running clean, and implementation plans drafted for the first wave of qualifying households.
- First year. Every qualifying household on a written implementation plan, harvesting and household-wide wash sale surveillance running on the agreed cadence, and the first transition wave complete.
- Throughout. Errors and exceptions documented and resolved, realized gains managed inside each household’s budget, and advisors briefed before they have to ask.
Qualified candidates will start the process by having a 15- to 30-minute zoom interview conducted by our consultant (the hiring manager for this position). If there is ground to move forward, you will be asked to fill out a Career History Form and if you are selected to advance in the process, you will meet with the firm. Qualified candidates will be asked to take assessments.
Ideal Start Date: January 2027
We are an equal opportunity employer.
Location & Eligibility
About this job
- Pay per year
- $90,000–$120,000 a year
- 56% above the $67,500 median for Other jobs on Jobera (136,790 salaries).
- Posted
- 4 days ago
Listing Details
- Posted
- November 5, 2026
- First seen
- November 5, 2026
- Last seen
- November 9, 2026
Posting Health
- Days active
- 3
- Repost count
- 0
- Trust Level
- 80%
- Scored at
- November 9, 2026
Signal breakdown
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