Practice FINRA Series 99 with free sample questions, timed mock exams, topic drills, and detailed answer explanations in Securities Prep.
Series 99 rewards candidates who can follow the operational workflow, apply the right control early, and handle onboarding, cashiering, custody, settlement, and recordkeeping without creating downstream operational risk. If you are searching for Series 99 sample questions, a practice test, mock exam, or simulator, this is the main Securities Prep page to start on web and continue on iOS or Android with the same account. This page includes 24 sample questions with detailed explanations so you can try the exam style before opening the full app question bank.
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| If you are choosing between… | Main distinction |
|---|---|
| Series 99 vs Series 27 | Series 99 is the operations-professional route; Series 27 is the carrying-firm FINOP route. |
| Series 99 vs Series 28 | Series 99 is operations workflow and control execution; Series 28 is the introducing-firm FINOP route. |
| Series 99 vs Series 14 | Series 99 is operations execution; Series 14 is principal-level compliance-officer control and escalation work. |
| Series 99 vs Series 24 | Series 99 is the narrower operations-professional path; Series 24 is broad broker-dealer principal supervision. |
Use these free SecuritiesMastery.com resources for concept review, then return to this page when you are ready to practice in Securities Prep.
Use these focused Series 99 sample-question pages when you want to isolate one official topic area before returning to the mixed simulator.
These sample questions cover multiple blueprint areas for Series 99. Use them to check your readiness here, then move into the full Securities Prep question bank for broader timed coverage.
Topic: Function 1 — Knowledge Associated with the Securities Industry and Broker-Dealer Operations
A customer is enrolled in e-delivery for statements and confirmations.
Exhibit: Firm WSP (excerpt)
Undeliverable event = returned U.S. mail OR e-delivery bounce for a statement/confirmation.
If 2 undeliverable events occur within a rolling 60-day period:
- Switch delivery to paper
- Place a temporary disbursement hold until address is verified
- Open an Address Research ticket within 2 business days of the 2nd event
Assume business days are Mon–Fri and there are no holidays.
Operations records show an e-delivery bounce for a trade confirmation on Monday, October 7, 2024, and an e-delivery bounce for the monthly statement on Thursday, October 24, 2024. Based on the WSP, what is the latest date by which Operations must open the Address Research ticket (and trigger the required handling)?
Best answer: A
Explanation: The firm’s WSP treats bounced e-delivery the same as returned mail for statements/confirmations. Because the second undeliverable event occurred within 60 days of the first, Operations must start the prescribed follow-up. The ticket deadline is calculated as two business days after the second event date.
Topic: Function 1 — Knowledge Associated with the Securities Industry and Broker-Dealer Operations
During end-of-day confirmation review, an operations analyst sees a corporate bond trade that was executed as principal. The confirmation shows a net price and lists “Commission: $0.00,” but the “Markup/Markdown” field is blank even though the trading system shows the customer price included a dealer markup. Confirmations are scheduled for electronic delivery in 30 minutes.
What is the best next step?
Best answer: A
Explanation: Trade confirmations must clearly display transaction-related charges in the appropriate fields. For principal bond trades, the customer’s charge is typically disclosed as a markup/markdown (not an agency commission). If the markup/markdown disclosure is missing, operations should stop delivery and generate a corrected confirmation rather than relying on later statements.
Topic: Function 2 — Professional Conduct and Ethical Considerations
A broker-dealer is switching from paper mailings to electronic delivery for its annual customer privacy notice (Regulation S-P). The operations team is asked to implement a control that both supports valid electronic delivery and provides evidence that the disclosure was delivered.
Which option best matches that control?
Best answer: A
Explanation: For privacy notices, firms must be able to show the disclosure was delivered using an appropriate method. When using electronic delivery, the operational control should include proof the customer agreed to receive disclosures electronically and an auditable record that the notice was sent or made available as required. Retaining e-consent records plus delivery logs best meets both needs.
Topic: Function 1 — Knowledge Associated with the Securities Industry and Broker-Dealer Operations
A retail customer places an order to buy 100 corporate bonds. The firm immediately buys the bonds from another dealer and then sells the same bonds to the customer, earning compensation through the price (no separate commission is charged).
Which statement about the firm’s trading capacity, reporting, or customer disclosure is INCORRECT?
Best answer: B
Explanation: This is a riskless principal transaction: the firm offsets a dealer purchase with a customer sale while earning compensation in the price. Riskless principal is a form of principal capacity, so disclosures and many operational records (including confirmations) must not characterize it as agency. Agency treatment generally applies when the firm acts as agent and charges a commission.
Topic: Function 1 — Knowledge Associated with the Securities Industry and Broker-Dealer Operations
In a fully disclosed clearing arrangement, which function is typically performed by the carrying (clearing) broker-dealer?
Best answer: D
Explanation: In a fully disclosed relationship, the introducing firm interfaces with the customer, while the carrying firm performs back-office clearing and custody functions. Because it holds customer assets and maintains the core books/records for clearing, the carrying firm is the one that typically generates customer statements and trade confirmations.
Topic: Function 1 — Knowledge Associated with the Securities Industry and Broker-Dealer Operations
A carrying broker-dealer maintains customer physical securities in a locked vault. An operations associate receives an approved internal ticket to deliver a customer’s stock certificate from the vault to an overnight courier for transfer agent processing. The associate is entitled for vault access and is at the vault door with the ticket.
What is the best next step to follow the control sequence used to secure customer assets?
Best answer: A
Explanation: When customer assets are physically accessed or removed from safekeeping, the firm should use preventative and detective controls that protect against misappropriation and document custody. Dual control requires two authorized individuals for the retrieval/release step, and a vault access (chain-of-custody) log provides an audit trail showing who handled the asset and when.
Topic: Function 1 — Knowledge Associated with the Securities Industry and Broker-Dealer Operations
A broker-dealer’s cashiering team receives a customer check to fund an existing individual brokerage account. The check is payable to the order of Michael Lee for $7,500, is currently dated, and is signed by the drawer.
Exhibit: Back of check (endorsement area)
Pay to the order of Sarah Lee
Michael Lee
Which statement about processing this check is INCORRECT?
Best answer: C
Explanation: The endorsement shown is a special endorsement to a new payee (Sarah Lee). Once a check is specially endorsed, it generally cannot be negotiated or deposited without the named endorsee’s endorsement. Because Sarah did not endorse the item, it should not be accepted for deposit to Michael’s account based solely on Michael’s signature.
Topic: Function 1 — Knowledge Associated with the Securities Industry and Broker-Dealer Operations
A branch operations associate receives an unsolicited envelope addressed to the firm that contains a customer’s physical stock certificate and a signed note stating, “Please hold this certificate in safekeeping; no sale instructions.” The certificate has not yet been entered into any tracking log.
As the carrying firm, what is the best next step to help meet customer protection custody and control expectations?
Best answer: B
Explanation: The firm should immediately establish control by documenting receipt and moving the certificate to a designated customer custody location. Safekeeping is the service of holding a customer asset, while segregation is the control of keeping customer securities separate from firm assets and readily retrievable. This supports the firm’s customer protection obligations to maintain custody and control over customer securities.
Topic: Function 1 — Knowledge Associated with the Securities Industry and Broker-Dealer Operations
On T+1, a clearing firm’s DTC delivery of 10,000 shares of XYZ to the contra broker shows as “completed” in the morning. Midday, DTC updates the item to “reclaimed,” reversing the securities and money movement. The introducing firm’s customer is expecting sale proceeds to be available today.
What is the best next step?
Best answer: D
Explanation: A reclamation (reclaim) is a reversal of a prior settlement movement, which turns an apparent completed settlement into a fail. The operational control is to identify why the counterparty reclaimed/rejected and promptly correct and reprocess the delivery. Because the settlement has been reversed, customer proceeds generally cannot be treated as finally available until the trade is successfully re-settled.
Topic: Function 1 — Knowledge Associated with the Securities Industry and Broker-Dealer Operations
A broker-dealer’s operations team is supporting the quarterly best execution review after surveillance flagged several equity orders that were trade-reported late and then corrected with “as/of” reports. The Best Execution Committee asks operations to provide records that evidence whether the executions were reasonably priced versus the market at the time the orders were handled.
What is the best next step?
Best answer: B
Explanation: To evidence best execution monitoring, operations must be able to show how orders were handled (receipt, routing, execution, and any re-routes) and compare those events to contemporaneous market conditions. The most direct operational next step is to gather time-sequenced order and execution/routing records and match them to NBBO quote data for execution-quality analysis and documentation.
Topic: Function 2 — Professional Conduct and Ethical Considerations
A clearing broker-dealer is updating its business continuity plan (BCP). The firm wants a control that ensures critical operations can continue if the primary site becomes unavailable.
Which BCP component best matches this purpose?
Best answer: C
Explanation: A BCP’s purpose is to maintain or quickly resume critical business functions during disruptions. A documented alternate processing capability (backup site) and recovery procedures are core BCP components because they address loss of facilities and technology needed to operate.
Topic: Function 1 — Knowledge Associated with the Securities Industry and Broker-Dealer Operations
An operations associate is asked to process a customer’s bank-instruction change and same-day wire. The registered representative says the customer “confirmed everything” via the rep’s personal Gmail and text messages because the customer was traveling, and forwards screenshots of the texts as support. The firm’s WSPs require that customer instructions be received and maintained through firm-approved, archived communication channels.
Which is the primary operational risk/red flag in this scenario?
Best answer: D
Explanation: Customer instructions and related discussions are firm business communications that must be captured and retained in accordance with the firm’s recordkeeping program. Using a rep’s personal Gmail and text messages creates a supervision and retention gap because the firm may not be able to preserve, retrieve, and surveil those messages. The key control is to require use of approved, archived channels (or an approved capture solution) before acting on the request.
Topic: Function 1 — Knowledge Associated with the Securities Industry and Broker-Dealer Operations
Which statement correctly describes account ownership and setup for a SEP IRA?
Best answer: B
Explanation: A SEP IRA is set up by an employer, but the actual retirement accounts are individual IRAs titled to each participating employee. Operationally, that means the account owner is the employee (not the employer), even though contributions are generally made by the employer under the SEP arrangement.
Topic: Function 1 — Knowledge Associated with the Securities Industry and Broker-Dealer Operations
An operations associate receives the following service ticket.
Exhibit: Transfer request (snippet)
Security: XYZ Corp Common CUSIP: 123456789
Qty: 200
Request Type: DWAC DEPOSIT
Certificate #: A017392
Transfer Agent (FAST): Computershare (Yes)
Credit To: DTC Participant 0456
Registration on cert: Jane R Doe
Which interpretation is best supported by the exhibit?
Best answer: C
Explanation: The exhibit shows a certificated position with a request type of DWAC deposit and instructions to credit the firm’s DTC participant number at a FAST-eligible transfer agent. That combination indicates an electronic deposit/credit through the DTC–transfer agent interface rather than a DRS profile movement to customer-held book-entry at the transfer agent.
Topic: Function 2 — Professional Conduct and Ethical Considerations
An operations associate reviewing an order audit trail notices a proprietary trader repeatedly entering large buy orders away from the market, quickly canceling them when the inside market moves, and then receiving small executions on the opposite side on another venue (a pattern consistent with layering/spoofing). The firm’s WSPs require immediate escalation of suspected market abuse and prohibit “tipping off” any involved party.
Which action by the operations associate is NOT appropriate under these facts?
Best answer: C
Explanation: The observed enter-and-cancel pattern with opposite-side executions is a market-abuse red flag that should be escalated through the firm’s established channels. Operations should support review by preserving records and involving supervisors/Compliance as required. Directly warning the trader is inappropriate because it risks tipping off and interfering with surveillance or regulatory review.
Topic: Function 1 — Knowledge Associated with the Securities Industry and Broker-Dealer Operations
Which statement best differentiates a broker-dealer’s proprietary positions from customer positions, and why the distinction matters for regulatory computations and reporting?
Best answer: D
Explanation: Proprietary positions are the firm’s own securities and related exposures that feed directly into net capital computations. Customer positions and related credits/debits are treated as customer property for purposes of customer protection, including reserve formula and segregation/custody reporting. Keeping them separate prevents customer assets from being used to finance the firm.
Topic: Function 2 — Professional Conduct and Ethical Considerations
An operations analyst confirms on September 9, 2025 that an external party had unauthorized access to certain customers’ nonpublic personal information (NPI). On September 10, 2025, the firm receives a written request from law enforcement stating: “Do not notify affected customers until September 23, 2025.”
Exhibit: WSP excerpt (Privacy incident notices)
Assume business days are Monday–Friday and there are no holidays. Which customer communication meets the WSP timing and content requirements?
Best answer: B
Explanation: A written law-enforcement delay overrides the normal 10-calendar-day notification timing. The WSP requires sending the notice on the next business day after the specified delay date and prohibits including full account numbers, SSNs, or credentials in an email notice. The communication that follows the delay timing and uses masked account information is the only compliant choice.
Topic: Function 1 — Knowledge Associated with the Securities Industry and Broker-Dealer Operations
An equity trading desk asks Operations to submit an “as-of” correction to change the execution time on a proprietary trade from 10:01:12 to 10:04:30, stating it was “entered wrong.” The same trader handled a large customer buy order in the same symbol at 10:02:05, and the proprietary trade was profitable.
Which is the primary operational red flag/control concern?
Best answer: A
Explanation: A request to alter an execution time on a profitable proprietary trade that brackets a customer order is a classic red flag for front running or other manipulative conduct. Operations’ key control concern is the integrity of trade reporting and books and records, requiring escalation and supervisory review rather than routine processing of the correction.
Topic: Function 1 — Knowledge Associated with the Securities Industry and Broker-Dealer Operations
An operations analyst is reviewing a fully disclosed introducing arrangement.
Exhibit: Clearing agreement summary (excerpt)
Arrangement: Fully disclosed introducing broker
Carrying firm responsibilities:
- Maintains custody/control of customer securities and cash
- Prepares and sends trade confirmations and account statements
- Maintains the customer account records on the carrying firm's books
Introducing firm responsibilities:
- Opens/approves new accounts and maintains customer documentation
- Performs CIP and handles AML-related customer follow-up
- Accepts customer orders and handles customer complaints
Based on the exhibit, which responsibility is assigned to the carrying firm under this arrangement?
Best answer: D
Explanation: Carrying agreements allocate operational responsibilities between the introducing and carrying firms. The exhibit specifically states that the carrying firm prepares and sends both trade confirmations and account statements in this fully disclosed arrangement. That is the only choice directly supported by the record excerpt.
Topic: Function 1 — Knowledge Associated with the Securities Industry and Broker-Dealer Operations
A carrying broker-dealer’s trading system posts trade-date activity to a securities sub-ledger, the cashiering platform posts same-day wires, and the clearing system provides a daily CNS settlement file that feeds the general ledger (GL) used for the daily net capital computation. On June 3, 2025, a customer buys 1,000 shares of XYZ at $20.00 (regular-way T+1), and the customer wires $20,050 the same day.
Which statement about how these activities should flow into the GL is INCORRECT?
Best answer: B
Explanation: In broker-dealer accounting, trading, cashiering, and settlement activity typically flows from operational sub-ledgers into the GL on a timely basis, including trade-date recognition of purchases and sales. Settlement processing then clears trade-date receivables/payables and records any fails or differences. Delaying trade recognition until settlement would misstate the firm’s books and downstream financial computations.
Topic: Function 2 — Professional Conduct and Ethical Considerations
A broker-dealer’s Operations group uses an ad hoc shared mailbox to handle potential fraud escalations (e.g., client address change followed by a same-day wire request). During an internal review, Compliance finds multiple email threads marked “resolved” with no case ID, no documented investigation steps, no corrective action recorded, and no periodic review of similar events across accounts.
Which is the primary risk/control concern with this escalation process?
Best answer: C
Explanation: Escalations must be tracked end-to-end with a unique identifier, documented investigation and disposition, and a clear close-out that captures corrective actions. Without that structure, the firm cannot demonstrate that potential red flags were properly resolved. It also prevents effective trend analysis to detect repeat patterns and strengthen controls.
Topic: Function 2 — Professional Conduct and Ethical Considerations
A customer reports an unauthorized ACH withdrawal and asks for an update. While the firm’s fraud team investigates, an operations associate drafts an email stating: “We believe your ex-spouse initiated the withdrawal from IP address ___; we have filed a SAR; and we are coordinating with the other bank to reverse it.”
What is the primary risk/control concern with sending this message to the customer?
Best answer: A
Explanation: The key issue is how the firm communicates with a customer while a fraud/AML investigation is underway. Communications should provide a high-level status and next steps, but must not reveal SAR filing, suspected individuals, or sensitive investigative specifics that could compromise the investigation or disclose nonpublic information.
Topic: Function 2 — Professional Conduct and Ethical Considerations
A broker-dealer’s accounts payable team receives two payment requests from LeadPro LLC, a marketing vendor that is not registered with FINRA and has no CRD number.
To comply with the prohibition on paying commissions (transaction-based compensation) to unregistered persons, which invoice attribute is the decisive red flag that should trigger rejection/escalation under operational controls?
Best answer: C
Explanation: Operations controls should stop payments that are transaction-based compensation to someone who is not properly registered. A fee calculated as a percentage of commissions is directly tied to securities transactions and is treated like a commission/referral arrangement, which must be rejected or escalated for compliance review before any payment is made.
Topic: Function 2 — Professional Conduct and Ethical Considerations
Your firm is assembling the annual FINRA Rule 3130 certification package. An operations supervisor is asked what their unit must provide as supporting documentation.
Exhibit: WSP excerpt (Rule 3130 annual certification support)
Rule 3130 Annual Certification (CEO sign-off)
Supporting documentation to be compiled by Compliance includes:
- Rule 3120 Supervisory Control Testing Report (current year)
- Customer complaint summary and resolution status
- Aged fails (FTD/RTD) report and buy-in/close-out activity summary
- Books-and-records exception log (late/failed captures and corrections)
- Net capital / reserve computation exception log (FINOP)
Retention: Store certification memo and support in WORM repository
Based on the exhibit, which item is an operational input that the clearing/settlement unit should provide to support the Rule 3130 annual certification?
Best answer: D
Explanation: Rule 3130 is an annual senior-executive certification supported by evidence that the firm has processes to establish, maintain, review, test, and modify compliance policies and supervisory controls. The exhibit identifies specific operational reports that help evidence those controls. Clearing/settlement support is shown through exception-style outputs tied to settlement risk, like aged fails and related close-out activity.
Use this map after the sample questions to connect individual items to customer accounts, settlement, clearance, books and records, custody, corporate actions, and operational controls these Securities Prep samples test.
flowchart LR
S1["Operational process or exception"] --> S2
S2["Identify account settlement or custody impact"] --> S3
S3["Check records reconciliation and control evidence"] --> S4
S4["Apply escalation correction and customer-protection step"] --> S5
S5["Document resolution and communication"] --> S6
S6["Monitor recurring breaks and process risk"]
| Cue | What to remember |
|---|---|
| Lifecycle | New account, order entry, execution, comparison, clearance, settlement, custody, and reporting are linked. |
| Settlement | Failed trades, buy-ins, DKs, and reconciliation breaks can create financial and customer risk. |
| Records | Books, blotters, confirmations, statements, and correspondence support supervision and regulatory review. |
| Corporate actions | Dividends, splits, tenders, conversions, and rights affect positions and customer communication. |
| Controls | Segregation of duties, reconciliations, exception review, and escalation reduce operational risk. |