Senior Brokerage Operations Associate (Canada)Location: Remote - CanadaWho We Are: Alpaca is a US-headquartered, global leader in agent-first brokerage infrastructure Amongst our subsidiaries, Alpaca is a licensed financial services company, serving hundreds of financial institutions across 40 countries with our institutional-grade APIs. This includes broker-dealers, investment advisors, wealth managers, hedge funds, and crypto exchanges, totalling over 10 million brokerage accounts.Our global team is a diverse group of experienced engineers, traders, and brokerage professionals who are working to achieve our mission of opening financial services to everyone on the planet. We're deeply committed to open-source contributions and fostering a vibrant community, continuously enhancing our award-winning, developer-friendly API and the robust infrastructure behind it.Alpaca is proudly backed by $400 million in funding from top-tier global investors including Portage Ventures, Spark Capital, Tribe Capital, Social Leverage, Horizons Ventures, Opera Tech Ventures, SBI Group, Derayah Financial, Unbound, Peak XV, Elefund, and Y Combinator.We're seeking a Senior Brokerage Operations Associate (Canada).

An experienced individual contributor who has lived dealer, clearing, and custody reality and designs every process as if manual work is temporary.Success is measured by launch readiness, STP and control quality, registered-account / tax operability, and systems others can run and not by headcount or heroic spreadsheet ops.Getting ready to open: figure out how we open and maintain accounts, process trades, and hold client cash and securities on day one.

Working with partner brokers: define how a partner firm and ACCC split the work on accounts, trades, and holding client assets, so it still works as volume grows.After the trade: settlement in Canada (through CDS), trades that fail to settle, and corporate actions such as dividends and splits.

Registered accounts and tax: TFSA, RRSP, RESP, and similar accounts. Cover who can open them, contribution rules, what a security cost, tax withheld on dividends and other income,



and the reports clients and partners need.Have these ready before real client volume shows up.Building Canada: clear handoffs between product, engineering, and operations teams.Account lifecycle & client/introducing-broker servicing (onboarding handoffs, KYC/AML ops interfaces, maintenance, transfers)Trade lifecycle (capture, affirmation, clearing, settlement, fails, breaks)Custody & asset servicing (segregation, security movements, corporate actions, cash)Books & records, reconciliations, exception management, and operational controlsRegistered accounts & tax ops: TFSA, RRSP, RESP and related wrappers; tax lots / cost basis; local reporting partners need to stay compliantDay-2 production ops: runbooks, escalations, vendor/custody interfaces, BCP/DR operational playbooksHow you’ll work: CIRO-aligned dealer/clearing/custody expectations, introducing–carrying dynamics, custody controls, and operational risk into SOPs, RACI, controls, and exception paths Product and Engineering can build againstAutomation-first by default —redesign high-volume / high-risk / high-friction work for straight-through processing, rules, exception queues, and measurable SLAs, instead of spreadsheet heroicsAI-first operating lens — Prototype and productize AI-assisted ops (exception triage, recon investigation, SOP Q&A;, control-testing support, runbook copilots) with human oversight where risk or regulation requires itGo-live and beyond — continuous improvement after go-liveRaise the bar without managing a team — Launch readiness gates met with documented controls, SOPs, RACI, and runbooks Product / Eng / Ops can execute againstSTP, exception, and reconciliation aging targets defined and trending the right way post go-liveRegistered-account and tax workflows ready when partners launch,



rather than added laterSpecs and decision logs that remove re-discovery for Product and EngineeringSystems and playbooks others can run after you, so knowledge sticks in the org and not only in one person's headWho you are (Must-haves): 10+ years deep, hands-on Canadian brokerage operations experience at a CIRO dealer, carrying broker, custodian, clearing firm, or brokerage ops function in CanadaFluent in the plumbing: clearing / settlement, custody, CDS / CDSX (or equivalent), fails, corp actions, tax, cash / securities ops, account servicing, introducing / carrying arrangementsDemonstrated depth in at least two of: clearing / settlement; custody & asset servicing; books & records / reconciliations; registered accounts & taxRegulatory-literate (CIRO / provincial securities / CSA context). You design operable controls, and you are not the UDP or compliance sign-off ownerBuilder: you've redesigned and shipped process + tooling changes that stuck, not only run BAUPractical with automation and AI (workflow automation, rules engines, RPA, or AI-assisted ops).

You know where AI helps and where controls must stay deterministicExceptional written communication: SOPs, RACI, decision logs, and requirements that cross-functional teams can ship againstWho you might be (Nice-to-haves): Greenfield Canadian dealer / clearing / custody stand-upAPI-first or broker-as-a-service / correspondent platformsUS and Canada dual-entity operationsDeep CDS / CDSX or Canadian market-infrastructure experienceRegistered-account or Canadian tax-ops stand-up (TFSA, RRSP, RESP, tax lots, withholding, reporting)AI-native ops workflow: recurring use of tools like Cursor, Claude, ChatGPT, or custom agents for SOP drafting, exception synthesis, and prototypingHow We Take Care of You: Market-competitive salary & Stock OptionsHealth BenefitsNew Hire Home-Office Setup: One-time USD $500Monthly Stipend: USD $150 per month via a Brex CardAlpaca is proud to be an equal opportunity workplace dedicated to pursuing and hiring a diverse workforce.Recruitment Privacy Policy #

📌 Senior Operations Specialist (Remote) (Winnipeg)
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📍 Winnipeg