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Asure Software Software Engineer Interview Questions & Guide 2026

Software engineer interview prep for Asure Software: original coding, system design and debugging practice, each with a worked solution.

The 60-second brief

As a Software Engineer at Asure Software, you play a pivotal role in the company’s mission to empower entrepreneurs and businesses through robust Human Capital Management (HCM) solutions. You are not just writing code; you are building the infrastructure that helps over 100,000 clients manage their payroll, tax, HR, and time-tracking needs. Your work directly impacts how organizations scale and remain compliant in a complex legislative landscape.

If the seat owns a service boundary, scope your preparation toward failure behaviour rather than topology. Retrying over an at-least-once channel produces duplicates by construction, so a retry policy is only as safe as the idempotency key underneath it.

Focus areas

  • Build at-least-once pipelines with explicit deduplication horizons
  • Keep money in integer minor units
  • Scope every query and cache key by tenant

Overview

This role is both technically demanding and strategically significant. You will operate at the intersection of business-critical application development and emerging technologies, including AI-powered development tools. Whether you are contributing to front-end interfaces, back-end APIs, or cloud-native integrations, your primary goal is to deliver clean, maintainable, and high-impact software. You will join a collaborative environment where an "owner’s mentality" is not just encouraged—it is expected.

The Asure Software interview process

Asure Software candidates report 4 rounds · ≈ 3-5 weeks. The stages below are what candidates describe, not a published process.

Initial Screening

The person on this call usually cannot evaluate your code and does not need to. They write a short paragraph, and that paragraph is what a hiring manager skims when deciding who to put on your loop. So the test is not whether your work was hard, it is whether a non-engineer can repeat it correctly. Name systems by what they did rather than by their internal codename, give each project a shape (what was breaking, what you changed, what happened after), and keep the whole walkthrough near ninety seconds. Depth that cannot survive a paraphrase reads as vagueness.

What to demonstrate

  • Whether a non-engineer can restate your projects without distorting them, since their paraphrase is what travels to the hiring manager, not your sentences
  • Whether each project has a shape rather than a stack list: the failure or constraint, the change you made, the result and how it was measured
  • Whether you can say what was yours inside a team project without either inflating it or disappearing into the plural

How to prepare

  • Rewrite each headline project as two sentences with no internal system names and no acronyms outside your company, then say them to someone outside engineering and have them repeat them back. Fix whatever came back wrong
  • Attach one measured number to each project: the baseline, the change, and the window it was measured over. Where nothing was ever measured, say that plainly rather than reaching for a plausible percentage
  • Time the background walkthrough against a clock. If it runs past two minutes, compress the earliest role to a single clause and spend the recovered time on the most recent one

Technical Discussions

What this round decides is narrow: whether you can produce code that runs and is correct on inputs nobody showed you. An elegant solution that does not compile scores below a plain one that does, so write a correct brute force first, say out loud that you know its cost, and improve it with the working version still on screen. What separates strong answers is who finds the broken case. Trace your own code against an empty input, a single element, and duplicate keys before you say you are finished, because being told is far more expensive than noticing.

What to demonstrate

  • Whether degenerate inputs get checked without being asked for: an empty collection, one element, every element equal, and the extreme value the input type allows
  • Whether the complexity you state matches the code you actually wrote, including a sort or a copy sitting inside a loop
  • Whether the finished answer is verified against the worked examples before you call it done, rather than assumed correct because the code reads correctly

How to prepare

  • Take five problems you have already solved and, without running anything, write down what each returns for empty input, a single element, and all-duplicates. Then run them and count how many you predicted wrong.
  • Drill the brute force as its own skill: on ten problems, write only the obviously-correct slow version and time how long it takes to get it passing. If that is more than a few minutes, that is what to practise, not the optimal version.
  • Add a fixed last step before you submit anything, reading only the loop bounds and the initial value of each accumulator, which is where most off-by-one errors live

Behavioral Discussions

Your first answer is not really what is scored. It buys the follow-up questions, and those decide the round. An interviewer with fifteen minutes takes one thread and pushes on it four or five times, so a story you can only tell at a single level of detail collapses under the third why. That is an argument for fewer stories known deeply rather than one prepared per prompt. Four or five pieces of work you can still explain down to the code you changed and the argument you had about it will cover nearly anything asked in this round.

What to demonstrate

  • Whether a story holds as the questioning moves from what you did to why that instead of the alternative, and then to what you would change knowing what you know now
  • Whether you can re-cut a project to answer the question actually asked rather than delivering a rehearsed block that answers an adjacent one
  • Whether your level of detail is chosen rather than habitual: going down to the schema when the question is about the data model, staying out of it when the question is about the person who disagreed with you

How to prepare

  • Pick four projects and write the chain out four levels deep for each: what you did, why that, why not the alternative, and what would have to be true for the alternative to have won. Where you cannot reach the fourth level, you have a placeholder rather than a story
  • Have someone ask why three times in a row on a single thread with nothing else added, and mark the point where you start repeating a sentence you already said. That point is where the interviewer stops learning anything
  • Build a one-page index instead of an answer bank: the common prompts in this round (disagreement, a failure that was yours, thin requirements, a deadline you missed, work you inherited) mapped to which of your four projects you would use for each, so the choosing is done now rather than while an interviewer waits

Final Team Evaluations

Where the day includes a partner from product, design or data, that conversation is weighted like the technical ones and prepared for least. They are deciding one thing: whether having you in the room makes their decisions cheaper. That means options with costs attached, not implementation detail and not "it depends". An estimate someone can plan against — a range, the assumption that would push it to the high end, and what you would drop to hit the low one — is worth more than a confident single number, which everyone present already knows is wrong.

What to demonstrate

  • Whether an estimate comes as a range with the assumption most likely to break it, and states what a specific scope cut would actually buy
  • Whether a technical constraint is handed over as a choice with consequences on their side, rather than as a verdict they have no standing to argue with
  • Whether you establish what decision is on the table before proposing anything
  • Whether risk is raised while it can still change the plan, with the trigger that would confirm it, instead of reported afterwards as a slip

How to prepare

  • Take a project that shipped late and write the two-sentence warning you could have given three weeks earlier, naming what you would have needed decided at that point
  • Rehearse one estimate out loud until it arrives in three parts: the range, the single assumption that would blow it, and the smallest thing you would cut to protect the date
  • Rewrite an objection you have actually made — the "we can't do that" version — as two options with their costs, so the choice ends up with the person who owns it

Where candidates lose points

Checking a quota with a select and then writing

Under read-committed isolation, two concurrent transactions both observe a count below the limit and both insert, so the limit is exceeded by exactly the concurrency. Repeatable read does not rescue it either: it provides a stable snapshot, and this is write skew, which snapshot isolation permits by design. The options are serialisable isolation, which detects the conflict and aborts one transaction with a serialisation failure and therefore obliges the caller to retry; a single statement with the predicate inside the write; or a constraint that makes the surplus insert fail outright. The reason this pattern survives review is that it is correct in every test that runs one request at a time.

Treating a timed-out write as a failed write

A timeout says the response did not arrive, not that the work did not happen; the server may well have committed and then lost the connection. Retrying a non-idempotent create after a timeout is the standard way to end up with two of something, and those duplicates land precisely when the system is already degraded and least able to absorb them. The discipline is to treat a timeout as unknown: either the write carries an idempotency key so the retry is safe by construction, or the client re-reads authoritative state before deciding what to do, and the interface says unknown rather than showing a failure that invites a second click.

Assuming the input fits in memory

Ask how large the input is in bytes before committing to an in-memory algorithm; beyond that point the options are a single streaming pass, an external sort with bounded buffers, or a sketch that trades exactness for constant memory. An algorithm that assumes random access to the whole input is a different algorithm from one that sees each element once.

Designing for a scale nobody asked for

Ask for request rate, data size, read-to-write ratio and expected growth, then size the simplest option first; one relational instance on current hardware covers a large share of real workloads. Reaching for shards, queues and a cache tier before any number has been quoted reads as pattern-matching rather than judgement.

Questions & practice

Locate a billing reconciliation gap without rescanning ninety million events

Hard · reconciliation · dimensional-bisection · watermarks · hypothesis-testing

A tenant's sealed invoice total is 0.4% below the sum of its raw usage_event rows for the period. That tenant has 90 million events over 30 days in a table partitioned daily on ingested_at, and its rollups carry source_max_ingested_at, revision and sealed_at. Recomputing all 30 days from raw is correct, and you are not going to do it. Give the procedure that locates the divergent (workspace, sku, hour) cell, the cost of each probe, and the one query you run before any of it.

Approach

  1. Run the free query first. Sum raw quantity for the period restricted to ingested_at <= source_max_ingested_at of the sealed rollups, and compare that against the unrestricted sum. The rollup stores the watermark precisely so this can be answered without a scan. If the whole 0.4% sits above the watermark, nothing is broken: it is late data, it becomes an adjustment line, and the investigation ends in one query.
  2. Only if the gap survives that test do you bisect, and you bisect by dimension rather than by rows. Compare 30 per-day totals, then inside the offending day compare the 6 SKUs, then the workspaces, then the 24 hours. That is roughly 30 + 6 + W + 24 grouped probes, each an indexed range scan over one daily partition for one tenant, against O(N) per attempt for the naive re-fold.
  3. Quantify why naive is not merely slow but unusable mid-incident: at a generous 200,000 rows/second sequential, 90 million rows is about 7.5 minutes per attempt, you will want ten attempts, and every one competes for I/O on the same partitions live ingest is writing. The diagnostic worsens the backlog it is diagnosing.
  4. Before fetching each comparison, state what it would look like under each hypothesis. Two adjacent hours off by equal and opposite amounts is occurred_at versus ingested_at bucketing. A whole day offset by exactly N hours is a timezone applied at the wrong layer. A gap confined to one SKU in one workspace is an environment filter. The same (tenant_id, idempotency_key) present in two ingested_day partitions is the dedup horizon losing a retry that crossed midnight.
  5. Make the next bisection cheap by storing the aggregate you keep recomputing. A per-(tenant_id, ingested_day) count and quantity checksum turns step two from thirty probes into one read, and it is the same number the reconciliation job already produces.
  6. Whatever you find, the sealed period does not change value. The correction is an adjustment line pointing at the line it reverses, carrying its own source_rollup_watermark, because the original invoice is the evidence of what the customer was charged.

Follow-up

  • The gap is 0.4% in one direction on one day and 0.4% the other way the next day. What does that shape rule in, and what does it rule out?
  • How do you distinguish a duplicate from a restatement, given revision and recomputed_at on the rollup?
  • Ingest is still running while you investigate. What makes your two numbers comparable at all?

Order a job dependency graph and find its critical path

Medium · topological-sort · dag-longest-path · cycle-detection · critical-path

A workspace defines up to 50,000 jobs with up to 200,000 dependency edges and an estimated duration_seconds per job. Given the edge list, reject the graph if it contains a cycle and name one cycle's nodes; otherwise return a valid execution order, the earliest possible completion time with unlimited workers, and the set of jobs whose slack is zero. Then say which single job to shorten in order to cut the completion time, and by exactly how much. State the complexity of each part.

Approach

  1. Kahn's algorithm for the order: compute indegrees, seed a queue with zero-indegree nodes, emit and decrement. O(V + E), which at 50,000 and 200,000 is milliseconds. If fewer than V nodes are emitted, the graph contains a cycle.
  2. Kahn detects a cycle but cannot name one. The nodes left with indegree above zero contain every cycle, so run one DFS restricted to that residual subgraph with three-colour marking and report the stack slice from the grey node the back edge points at. That is the difference between a usable error message and 'dependency cycle detected'.
  3. Earliest completion with unlimited workers is the longest path, which is NP-hard on a general graph and linear on a DAG. State the precondition, then relax in topological order: earliest_finish[v] = duration[v] + max(earliest_finish[u] for u in preds(v)), taking the max over an empty predecessor set as zero. The makespan T is the maximum over all nodes. O(V + E).
  4. Second pass in reverse topological order for latest_finish, then slack[v] = latest_finish[v] - earliest_finish[v]. Zero-slack nodes form the critical path, and there can be several disjoint critical paths, so return the set rather than one chain. slack[v] = 0 is exactly the statement that some longest path runs through v; equivalently, the longest path through v has length T - slack[v].
  5. The speed-up bound is the point of the question, and the obvious form of it is wrong. Shortening a zero-slack job v by d, with 0 <= d <= duration[v], cuts the makespan by min(d, T - L_avoid(v)), where L_avoid(v) is the longest path in the graph with v deleted: the longest path that avoids v, not the second-longest path overall. The two coincide only when the runner-up path misses v. Counterexample: A of 10 s feeds both B of 5 s and C of 4 s, so T = 15 s and the second-longest path is 14 s, yet shortening A by 10 s leaves a makespan of 5 s. The realised gain is the full 10 s, because both paths ran through A and shrank together, while min(10, 15 - 14) predicts 1 s. The reason is structural: shortening v reduces every path through v by d and leaves every other path alone, so the new makespan is max(T - d, L_avoid(v)).
  6. Compute L_avoid(v) the direct way: delete v and re-run the same forward relaxation, O(V + E) per candidate. The cheaper equivalent skips the deletion, since L_avoid(v) only ever matters through that max: set duration[v] := 0, recompute the makespan as T0(v) = max(T - duration[v], L_avoid(v)), and the gain is min(d, T - T0(v)), which is identical for every d <= duration[v]. Only zero-slack jobs are candidates, because shortening a job with positive slack changes the completion time not at all. One relaxation is milliseconds at this size, so ranking a critical set in the hundreds costs O(k(V + E)) and is worth doing exactly; a critical set in the tens of thousands is not, and there you evaluate a shortlist, longest jobs first, and say that the answer is the best of that shortlist rather than the optimum.

Worked solution (30 min)

  1. Build four fixtures. A: 12 jobs, two branches of 100 s and 95 s that share no job. B: fixture A plus one back edge. C: two disjoint paths tied at 100 s. D: the shared-prefix case, one job of 10 s feeding a 5 s job and a 4 s job, so the longest path is 15 s and the runner-up is 14 s.
  2. Run Kahn; on fixture B confirm it emits fewer than V nodes, then run the residual-subgraph DFS and print the actual cycle.
  3. Compute earliest_finish forward and latest_finish backward, and list the zero-slack set for each fixture.
  4. For each zero-slack job v, recompute the makespan with duration[v] := 0 to get T0(v), and record both the correct bound T - T0(v) and the wrong one, T - second_longest_path, side by side.
  5. Apply the shortening for real (20 s off the critical branch of A, 10 s off the shared prefix of D) and diff the recomputed makespan against each prediction.

Expected result: Fixture A: makespan 100 s, and shortening by 20 s leaves 95 s, a gain of 5 s. Both formulas agree here, because the 95 s branch avoids the shortened job. Fixture D: makespan 15 s, and shortening by 10 s leaves 5 s, a gain of the full 10 s, which T - T0(v) = 15 - 5 = 10 predicts and T - second_longest = 1 does not. Fixture C: the zero-slack set covers both tied paths, and shortening a job on one of them alone gains nothing, since the other path still runs 100 s.

Verify it yourself

  • The cycle printed by the DFS is a real cycle: every consecutive pair is an edge present in the input.
  • Summing durations along any zero-slack path equals the makespan exactly.
  • For every candidate, the predicted gain equals the makespan recomputed from scratch with the shortened duration. Assert the equality; do not eyeball it.
  • Fixture D is the regression test for the bound, and a fixture whose branches are disjoint is not: it passes under either formula and proves nothing.

Follow-up

  • Only m workers are available. What happens to your answer, and what can you still promise about the schedule you produce?
  • Edges arrive incrementally as the customer edits the pipeline. How do you detect a cycle at insert time without re-running Kahn over 250,000 elements?
  • Durations are estimates. How would you express completion time as a distribution, and what breaks about the critical path once you do?

Parse and verify a timestamped multi-signature webhook header

Easy · parsing · hmac · constant-time-compare · replay-protection

An inbound webhook carries a signature header of at most 1 KiB shaped t=<unix seconds>,v1=<64 hex chars>, with up to five v1 values during secret rotation and possibly unknown scheme keys. You hold the raw request body bytes and the currently active signing secrets. Write the parser and the verifier: accept when any active secret reproduces a signature and the timestamp is within a five-minute tolerance in either direction, reject otherwise. Single left-to-right pass over the header, no regular expression. State what is inside the MAC and why.

Approach

  1. Parse in one scan: split on ,, then on the first = only, since a value may itself contain = under a future scheme. Accept t exactly once and treat a second t as a reject rather than last-wins. Push every v1 onto a short list and ignore any other key, so a v2 can be introduced later without breaking this verifier.
  2. Say what is signed: HMAC-SHA256 over the exact byte string <t>.<raw body bytes>, yielding 32 bytes or 64 hex characters. The timestamp sits inside the MAC because otherwise an attacker replays yesterday's body with its still-valid signature and only has to edit the header timestamp.
  3. Hash the bytes as received. Verifying against a re-serialised JSON body is the usual defect: key order, whitespace and number formatting all change the bytes while the parsed objects compare equal, so signatures fail for honest senders and the popular 'fix' is to stop checking.
  4. Compare in constant time over fixed-length digests. Decode the hex to 32 bytes, accumulate acc |= a[i] ^ b[i] across the whole length, and test acc == 0 at the end. Evaluate every candidate without an early exit; at five candidates that is five HMACs over the body, linear in body size and negligible beside the network.
  5. Apply the tolerance as a two-sided bound, rejecting when |now - t| > 300 seconds. A sender whose clock runs ahead of yours is an ordinary case, and an unbounded future timestamp is a free replay window.
  6. Complexity: O(L) over the header producing k candidates, plus k HMACs at O(|body|) each. Space is O(k) beyond the body itself. Do the cheap rejections, including the tolerance check, before any cryptography runs.

Follow-up

  • The body is 40 MB. What changes about where you verify, and what can you do before the whole body has arrived?
  • A customer reports that signatures fail for exactly the requests whose body contains a non-ASCII character. What is your first hypothesis?
  • How do you rotate the signing secret with no failed deliveries, and how long do both secrets stay live?

Find the join that inflates every invoice total

Medium · join fan-out · aggregation grain · sql correctness

invoice_line_item holds line_id, invoice_id, tenant_id, sku, rate_tier, quantity, unit_price_micros, amount_minor (bigint), currency, kind, voided_at. invoice_payment_attempt holds attempt_id, invoice_id, tenant_id, amount_minor, status (succeeded, failed, pending), created_at, and an invoice has many attempts. A finance report runs select i.invoice_id, sum(l.amount_minor), count(p.attempt_id) from invoice i join invoice_line_item l using (invoice_id) join invoice_payment_attempt p using (invoice_id) group by 1 and the totals are wrong. Say precisely what the sum now equals, and write a version that is also correct for invoices with zero attempts.

Approach

  1. Compute what the query actually returns before fixing it. The two joins form a Cartesian product per invoice, so each line row repeats once per attempt row: sum(l.amount_minor) is the true total multiplied by the attempt count, and count(p.attempt_id) is attempts times lines. Three lines and two attempts report double the money and six attempts.
  2. Reject the reflex repair. count(distinct p.attempt_id) does fix the count, because attempt_id is unique. sum(distinct l.amount_minor) does not fix the sum, because two legitimate lines with equal amounts collapse into one. DISTINCT inside an aggregate deduplicates values, not rows, and the difference stays invisible until two lines happen to match.
  3. Aggregate each branch to invoice grain before joining: one CTE summing lines by invoice_id, one counting attempts by invoice_id, then join the two results. A LATERAL subquery per invoice is equivalent and sometimes plans better when the outer set is small. Either way every aggregate stays at the grain it was defined at.
  4. Keep invoices with no attempts by making the attempt branch a LEFT JOIN with coalesce(attempt_count, 0). An inner join here silently drops every unpaid invoice, which is usually the exact population finance is asking about.
  5. Push each filter to its own grain: where l.voided_at is null belongs inside the line CTE, not the outer query, or it would also filter the attempt branch through the join. Put the tenant predicate on both branches, since the denormalised tenant_id is what stops a wrong join crossing tenants.
  6. Leave yourself a standing check: an invoice total is a function of its non-voided lines and of nothing about payments, so if changing the payment filter moves the money figure, the fan-out is back.

Worked solution (25 min)

  1. Create one invoice with three lines of 1000, 1000 and 500 minor units and two payment attempts, then run the original query.
  2. Confirm it reports 5000 and 6 rather than 2500 and 2.
  3. Apply sum(distinct l.amount_minor) and confirm the total becomes 1500, which is worse rather than better.
  4. Write the two-CTE version with a LEFT JOIN and coalesce, and confirm 2500 and 2.
  5. Add a second invoice with lines and no attempts and confirm it still appears.

Expected result: The original sum equals the true line total multiplied by the number of payment attempts and the count equals attempts times lines; the corrected query pre-aggregates each branch to invoice grain in separate CTEs and LEFT JOINs them with coalesce, with voided lines excluded inside the line CTE and the tenant predicate applied to both branches.

Verify it yourself

  • The money total is unchanged by adding or removing payment attempts.
  • An invoice with zero attempts appears with its total and a zero count.
  • Two lines with identical amounts both contribute to the total.
  • Voiding a line changes the money figure and leaves the attempt count alone.

Follow-up

  • Add a third branch for credit notes applied to the invoice. Does the CTE shape still hold, and when would a single pass with filter (where ...) be better?
  • Over 500k invoices this report takes minutes. Which grain would you materialise, and how do you keep it correct when a line is voided?
  • The same report is needed per tenant per month. What index makes the line CTE cheap?

Migrate a live partitioned event table without blocking ingest

Hard · online migration · ddl locks · expand and contract · partitioning

usage_event is range-partitioned daily on ingested_at, holds roughly 250M rows per day across 400 live partitions, and is written at 10-40k rows/second. Two changes are required: quantity must move from double precision to numeric(20,6), and a new environment column must become NOT NULL with a default of 'production'. Ingest cannot stop. Give the ordered plan, naming for each step the lock it takes, what that lock blocks, and roughly how long it is held. Identify the one step that cannot be rolled back cleanly once traffic depends on it.

Approach

  1. Classify the two changes before planning anything. Adding a column with a non-volatile default has been metadata-only since PostgreSQL 11, so it is cheap. Changing double precision to numeric is not binary-coercible, so alter column ... type rewrites every partition under ACCESS EXCLUSIVE and rebuilds its indexes; on this volume that is hours of blocked ingest and is simply not an option, which is why the plan is expand-and-contract rather than one statement.
  2. Expand: add quantity_numeric numeric(20,6) and environment with its default on the parent. Both are catalogue-only but both take a brief ACCESS EXCLUSIVE that cascades to partitions, so run each with lock_timeout set to a second or two and retry on failure. A queued ACCESS EXCLUSIVE request blocks every reader behind it, which is how a metadata-only change turns into an outage.
  3. Dual-write: deploy producer code that populates both columns on every insert, and leave it running before anything reads the new column. This is the step that cannot be reverted cleanly. Once readers depend on quantity_numeric, reverting the writer leaves rows with a null there, and the gap is only discoverable by re-reading the old column, which the readers have stopped doing.
  4. Backfill older partitions in batches keyed on the primary key, oldest first, committing every few thousand rows with a pause between batches, and skipping the partition still receiving writes until it rotates. Each batch is an ordinary UPDATE taking row locks only. The cost is bloat and WAL rather than blocking, so watch dead tuples and let autovacuum keep pace instead of wrapping 400 partitions in one transaction.
  5. Make NOT NULL cheap with the three-step form: add constraint ... check (environment is not null) not valid (brief ACCESS EXCLUSIVE, no scan), then validate constraint (SHARE UPDATE EXCLUSIVE, scans while reads and writes continue), then set not null, which from PostgreSQL 12 uses the validated check and skips its own full scan. Do this per partition, then on the parent.
  6. Switch and contract: move reads to the new column behind a flag, verify over a full period that both columns agree on freshly written rows, drop the old column (metadata-only), and only then remove the dual-write. Any index on the new column goes on with CREATE INDEX CONCURRENTLY per partition, since CIC is not supported on a partitioned parent: create the parent index with ONLY, build each child concurrently, then ALTER INDEX ... ATTACH PARTITION until the parent index becomes valid.

Follow-up

  • A CREATE INDEX CONCURRENTLY fails halfway through the partition list. What state is the table in, how do you detect it, and what do you run?
  • The producer computes quantity itself. What happens to a request already in flight when the dual-write deploy lands, and does it matter?
  • Give two queries that prove the backfill is complete: one cheap enough to run every minute, one authoritative.

What specific technical challenges did you face during your most recent project, and how did you resolve them?

Medium

Approach

  1. State your assumptions explicitly before working the problem.
  2. Say what you would check first and why it is the highest-information step.
  3. Work from the requirement backwards to the design.

Follow-up

  • How would you know your answer was wrong?
  • What assumption would you test first?

Talk about a favorite project you worked on in your coursework or professional experience.

Medium

Approach

  1. Clarify what is being asked and what a complete answer contains.
  2. State your assumptions explicitly before working the problem.
  3. Say what you would check first and why it is the highest-information step.

Follow-up

  • How would you know your answer was wrong?
  • What assumption would you test first?

How have you applied your technical knowledge to solve a real-world problem?

Medium

Approach

  1. Say what you would check first and why it is the highest-information step.
  2. Clarify what is being asked and what a complete answer contains.
  3. Work from the requirement backwards to the design.

Follow-up

  • What assumption would you test first?
  • How would you know your answer was wrong?

Build a resumable usage export the customer can reconcile against

Medium · pagination · cursors · late data

Customers reconcile invoices against usage_event (event_id uuid, tenant_id, workspace_id, environment, sku, quantity numeric(20,6), idempotency_key, occurred_at, ingested_at, source_service, request_id), partitioned daily on ingested_at. The current export is ?page=N&per_page=1000 ordered by occurred_at, and a customer syncing hourly reports rows that never appear in their export but do appear on their invoice. Design the replacement: the ordering, the cursor's contents, the index it requires, and the rule deciding where a page stops. State what the client does on a timeout and on a cursor older than retention.

Approach

  1. Separate the two defects in the current shape. Offset makes the database produce and discard N * per_page rows, so page cost grows linearly and a deep page degrades from milliseconds to seconds. Concurrent inserts also shift the window between requests, so a walker skips rows with no error raised anywhere, which for a customer sync is silent data loss.
  2. Order by ingestion, not by occurrence. During a replay events arrive hours out of occurred_at order, so a consumer holding an occurred_at high-water mark can never see a late event that falls below it; (ingested_at, event_id) is the only ordering under which 'everything after my cursor' is a complete statement.
  3. Page with a row comparison: where tenant_id = $1 and (ingested_at, event_id) > ($2, $3) order by ingested_at, event_id limit $4, backed by an index on (tenant_id, ingested_at, event_id). That seeks directly to the resume point, so every page costs the same regardless of depth.
  4. Trail the head of the table. With ingested_at defaulting to now(), which is transaction start time, a long insert transaction receives an earlier timestamp and becomes visible after a reader has already passed it. Cap each page at ingested_at <= now() - delta, with delta larger than the longest write transaction as bounded by statement_timeout and idle_in_transaction_session_timeout, or the export skips exactly the rows written under load.
  5. Make the cursor opaque and self-describing: base64 of the timestamp, the event id and a fingerprint of the filters, rejected when the filters differ from the current request. Return 410 with a cursor_expired code once the cursor's partition has been dropped, so the client restarts from a known time instead of resuming into a hole.
  6. Keep a page a pure GET with no server-side consumption, so a timeout is resolved by retrying the identical cursor.

Worked solution (30 min)

  1. Construct the failing case on paper: an event with occurred_at at 09:00 ingested at 14:00, and a consumer that read up to 10:00 at 11:00.
  2. Write the keyset query with the row comparison and the exact index it needs, then say which column of the index each predicate uses.
  3. Add the trailing-head predicate and pick delta from a named timeout setting rather than a round number.
  4. Define the cursor's encoded contents and the two error cases: filter mismatch and expired partition, with their status codes.
  5. Write the client's algorithm in four lines: request, persist cursor after processing the page, retry the same cursor on timeout, restart from a time on 410.

Expected result: Keyset pagination over (ingested_at, event_id) with an index on (tenant_id, ingested_at, event_id), a trailing head predicate sized above the longest write transaction, an opaque filter-bound cursor, and 410 for a cursor past retention.

Verify it yourself

  • A late event with an old occurred_at is still delivered by the export.
  • Page cost is independent of how many pages have already been read.
  • The cursor persists across a client restart and survives retrying the same page.
  • The tie-break column is unique, so no row can be skipped or repeated at a page boundary.

Follow-up

  • The customer asks for a total count alongside the first page. What do you offer instead, and why is an exact count both expensive here and wrong by the time it is read?
  • How would you let a customer re-read a window they have already consumed without giving up the forward-only cursor?

One tenant's counter writes stall the whole connection pool

Medium · lock contention · connection pool · multi-tenancy

A change that made a per-tenant usage counter correct now produces site-wide latency whenever one large tenant writes: unrelated endpoints time out waiting for a connection while database CPU stays low and no statement is slow. The change wraps the counter update in a transaction that takes SELECT ... FOR UPDATE on one row, calls an external pricing service, then updates and commits. Give an ordered checklist, the arithmetic that bounds that tenant's write rate, and three repairs with the cost each one accepts.

Approach

  1. Separate waiting from working. Low database CPU alongside high application latency points at a queue, so instrument connection-acquisition wait separately from query execution time; that queue forms in the application and is invisible in database metrics, which is why the database looks healthy throughout.
  2. Confirm the lock rather than assuming it: sample waiting sessions and group by wait event, relation and tuple. Contention concentrated on one tuple belonging to one tenant is the signature; a deadlock would instead show the database aborting transactions after its detection timeout, which is not happening here.
  3. Do the arithmetic out loud. Throughput on a serialised row is one divided by the lock hold time, and the hold spans the external call, so a 20 ms pricing call caps that tenant near 50 writes per second no matter how many pods run. Every waiter also holds a pooled connection while it queues, so the shared pool drains and unrelated tenants fail at acquisition.
  4. Repair one: shrink the critical section to a single statement with the price resolved before the transaction opens. Cost is a stale price for the duration of one request and a second round trip; benefit is a hold time measured in the database's own execution time.
  5. Repairs two and three change where the contention lives rather than how long it is held. Sharding the counter into per-(tenant, bucket) rows and summing on read multiplies write throughput by the shard count, at the cost of an aggregate on every read and a shard count you must size against the largest tenant rather than the median. Accumulating in memory and flushing periodically removes the per-write round trip entirely, paid for with a bounded loss window on crash, which is acceptable for a rate limiter and not for a billing counter.
  6. Contain independently of which repair wins: a separate pool or per-tenant concurrency cap for this write class, a statement timeout low enough that a pathological query dies before it accumulates waiters, and an idle-in-transaction timeout so a stuck client cannot pin a connection and its locks.

Follow-up

  • What would a genuine deadlock look like here, which two code paths would produce one, and how does the database's response differ from what you observed?
  • If a transaction-pooling proxy sits in front of the database, which of your three repairs changes behaviour, and what stops working that would have worked on a direct connection?
  • The counter also enforces a quota. Why is SELECT the count and then INSERT still wrong after you have fixed the contention?

Suggested practice checklist

For someone fluent in a dynamic language who has shipped real work but has never had to say what the runtime is doing underneath. The week is built on measuring and deliberately breaking things, because the questions that expose this background are the ones where the interviewer asks why a second time.

Day 1 — Measure before reasoning

  • Take a slow piece of your own code, write down in advance where you believe the time goes, then profile it and record how wrong the guess was. The cost is usually an allocation you did not notice or an accidental quadratic membership test.
  • Replace one list membership test inside a loop with a set and measure at a thousand, ten thousand and a hundred thousand elements, confirming the shape of the curve rather than only that it got faster.
  • Write down the three quantities you can now measure instead of assert: wall time, peak memory, and call count for the function you suspected.

Deliverable: A before-and-after profile of real code plus a written note on the size of the gap between the guess and the measurement.

Day 2 — References, copies, and the bugs they produce

  • Write the function with a mutable default argument, call it three times, and explain the accumulating result: the default is evaluated once when the function is defined, so every call shares one object.
  • Build a nested structure, take a shallow copy, mutate an inner element, and show that both views changed, because a shallow copy duplicates the container and not the elements. Then fix it with a deep copy and state the cost you just accepted.
  • Write two functions, one mutating its argument in place and one rebinding the local name, and predict the caller's view of each before running it. That single distinction produces most of the bugs that pass their tests.

Deliverable: Three small programs whose output you predicted correctly before running, each with a one-line statement of the rule underneath.

Day 3 — Types, once, in a language that checks them

  • Port one module you have already written, roughly a hundred lines, into a statically typed language, and record every place the compiler demanded an answer your original had left implicit: a value that can be absent, a numeric width, a case never handled.
  • Write the same signature in both languages and state what the static one guarantees before the program runs and what it does not, since it will not save you from a wrong algorithm or an index out of range.
  • Write the difference between an interface satisfied by declaration and one satisfied structurally, with one case each where the other approach would miss the mistake.

Deliverable: One module in two languages plus a list of the questions the type checker forced you to answer.

Day 4 — Concurrency, starting with what actually runs at the same time

  • Run the same CPU-bound function across four threads and four processes and measure both. Under the default CPython build the threaded version will not speed up, because only one thread executes bytecode at a time; the process version will. Check which build you are on first, since free-threaded builds remove that lock and change the result.
  • Then run a blocking I/O workload across four threads and measure it speeding up, because the interpreter releases that lock around blocking calls, which is why treating threads as useless is wrong as a general claim.
  • Build the lost update: two threads each incrementing a shared counter a hundred thousand times, and show a final value below the expected sum, because an increment is a load, an add and a store and the thread can be suspended between them. Fix it with a lock and then measure what the lock costs.

Deliverable: Three measurements, threads against processes on CPU work, threads on I/O work, and a demonstrated lost update, each with the mechanism written underneath.

Day 5 — Debugging as a procedure rather than an instinct

  • Work one real failure as a bisection: find a revision or an input size where it is good and one where it is bad, halve repeatedly, and state the two assumptions bisection needs, that the property changes exactly once across the range and that the test is reliable.
  • Minimise one failing input to the smallest version that still fails, and record how many rounds it took.
  • Keep a hypothesis log for one bug in three columns, what I believe, what would disprove it, what I observed, and stop yourself the first time you are about to change two things at once.

Deliverable: One bug worked to root cause with a written hypothesis log and a minimised reproducing input.

Day 6 — Tests that catch the bug you are about to write

  • Implement an LRU cache with a capacity bound, then write the three test cases that would catch an off-by-one in eviction: insert exactly capacity items and assert nothing was evicted, insert one more and assert the least recently used key is the one gone, and read an old key just before that insert so the eviction victim changes.
  • Add a property test comparing your implementation against a deliberately slow reference, an ordered list scanned linearly, over a few thousand random operation sequences, because a slow reference finds the cases you would not have thought to write.
  • Write one numeric test that fails under exact equality and passes with a tolerance, and state why the tolerance has to be relative rather than absolute once the magnitudes grow.

Deliverable: An LRU implementation with three boundary tests, one property test against a slow reference, and one tolerance-based numeric test.

Day 7 — Debug something broken, out loud

  • Have someone plant three defects in a two-hundred-line program, an off-by-one, a shared mutable state bug, and a wrong error-handling path, then find them while narrating, under a fixed rule: state the hypothesis before touching anything.
  • Time each one and record which tool found it, reading, a printed value, a debugger, or a test, because the question asked in interviews is how you would find it rather than what it was.
  • Write the sentence you will use when you do not yet know the cause, one that names the next measurement instead of offering a guess.

Deliverable: A recorded debugging session with time-to-find per defect and the method that found each.

Review and mentoring: what you let through

Counting review comments or mentees proves nothing. The useful version is a specific change you approved with a reservation you stated, or one you blocked and the delay that cost. Say which standard you were holding and why it was worth the friction. A mentoring story needs the thing the other person can now do without you.

What does "owning the outcome" mean to you in a software engineering context?

Medium · behavioural and engineering judgement

Approach

  1. State the situation in two sentences and spend the rest on the reasoning.
  2. Pick a story where you made the decision, not one where you watched it.
  3. Close with what you would do differently, concretely.

Follow-up

  • What did you decide not to do, and why?
  • How did you know your change caused the improvement?

How do you handle receiving feedback on your code during a review?

Medium · behavioural and engineering judgement

Approach

  1. Name the disagreement and how you resolved it with evidence.
  2. State the situation in two sentences and spend the rest on the reasoning.
  3. Pick a story where you made the decision, not one where you watched it.

Follow-up

  • How did you know your change caused the improvement?
  • What did you decide not to do, and why?

Describe a time you had to collaborate with a non-technical stakeholder to meet a business requirement.

Medium · behavioural and engineering judgement

Approach

  1. State the situation in two sentences and spend the rest on the reasoning.
  2. Give the blast radius: what could have broken, and what you measured.
  3. Name the disagreement and how you resolved it with evidence.

Follow-up

  • What did you decide not to do, and why?
  • How did you know your change caused the improvement?