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[Remote] Investment Operations Associate

Work from home Full-time role Hiring

Note: The job is a remote job and is open to candidates in USA. Capital Squared Financial is a boutique financial planning firm specializing in retirement and multi-generational planning. The Portfolio Operations Associate will manage core trading, account operations, and compliance workflows to ensure smooth client portfolio management in a fully remote setting.

Responsibilities

  • Execute model‑based and event‑driven trades across client accounts using iRebal (Schwab's rebalancing platform) as the primary tool
  • Monitor account drift, cash levels, contributions, withdrawals, and RMD needs; prepare and submit trades consistent with firm guidelines and established investment approach
  • Process IRA distributions, RMDs, contributions, rollovers, transfers, journals, and MoneyLink transactions, ensuring correct coding and documentation
  • Maintain and update model assignments, account restrictions and other trading settings in iRebal and our reporting systems
  • Liaise with our custodian (Charles Schwab) to resolve trade and account issues promptly
  • Prepare and process new account paperwork and transfer documentation, primarily through digital workflows on Schwab's platform
  • Set up new clients and accounts in Advyzon and Wealthbox, following defined onboarding checklists
  • Track the status of transfers and service items and proactively surface delays or issues to the team
  • Maintain clean, consistent client data across Schwab, Advyzon, Wealthbox, and our document storage
  • Complete scheduled compliance tasks within our compliance software (e.g., quarterly reviews, task checklists, documentation) under the direction of the Chief Compliance Officer
  • Assist with data gathering and documentation for required regulatory filings and internal reviews
  • Follow written procedures and contribute to improving and updating our operations manuals and checklists as processes evolve

Skills

  • Bachelor's degree in finance, business, economics, accounting, data/analytics, or a related field; or a strong track record in a comparable operations role
  • Direct hands-on experience with iRebal (Schwab's portfolio rebalancing platform) is required
  • Familiarity with Charles Schwab's advisor/custodial platform is essential
  • Demonstrated strength with numbers, data accuracy and process execution
  • Comfortable working across multiple technology platforms (custodian portals, portfolio/reporting systems, CRM, spreadsheets)
  • Organized, reliable, and able to manage multiple deadlines without dropping details
  • Clear written and verbal communication skills and a collaborative, low‑ego approach
  • Able to work independently in a remote environment with consistent availability during core business hours
  • Experience in investment operations, brokerage/custodian operations, or RIA/wealth‑management support is strongly preferred
  • Experience with Advyzon for reporting and trading is a plus
  • Familiarity with Morningstar Direct for investment data and research is also a plus
  • Interest in financial planning and potential to support plan preparation in the future is a plus (e.g., familiarity with planning software like RightCapital, BNA Tax, or similar tools)

Benefits

  • Performance‑based bonus opportunity.
  • Employer‑funded health benefit support (ICHRA).
  • Paid time off and firm holidays.
  • Structured training on our systems and processes, plus direct access to firm leadership for mentorship and collaboration.

Company Overview

  • We specialize in tax-efficient retirement planning and help people prepare for, transition, and most importantly not run out of money in retirement. It was founded in undefined, and is headquartered in Rockville, MD, US, with a workforce of 2-10 employees. Its website is https://www.csqfinancial.com.
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