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Greptile Software Engineer Interview Guide

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

The 60-second brief

At Greptile, a Software Engineer is at the forefront of the autonomous AI revolution. You are not just writing code; you are building the agents that define the future of software development. As Greptile scales to support over 1,000 companies and process billions of lines of code, your work directly affects how global engineering teams validate their changes, enforce standards, and maintain code quality through AI-driven insights.

The title spans product, platform and infrastructure work, and which of those the seat actually is decides whether design or algorithms carries more weight in your preparation. The posting rarely settles it; what the team is on call for usually does.

Focus areas

  • Evolve APIs without breaking pinned SDK clients
  • Build at-least-once pipelines with explicit deduplication horizons
  • Keep money in integer minor units

Overview

This role is for those who thrive in high-growth environments where the pace is rapid and the technical challenges are profound. You will tackle complex problems including LLM memory management, multi-language codebase indexing, and semantic search at scale. If you are energized by the chaos of a startup that has grown from zero to millions in revenue in less than a year, this is the environment where you will exert the most influence.

Where to focus your preparation

Treat the sections below as preparation areas and confirm the format with your recruiter.

Preparation focus

No round sequence has been reported for this company, so work the categories below and confirm the format with your recruiter.

What to demonstrate

  • Breadth across SQL, experimentation and product reasoning
  • Ability to state assumptions before choosing a method

How to prepare

  • Drill the practice exercises below and time yourself
  • Prepare three quantified stories about decisions you drove

Where candidates lose points

One shared connection pool for every tenant and every query class

A single tenant with a large table and a missing index can occupy every connection with slow queries, and every other tenant then waits in connection acquisition -- a queue invisible in database metrics, because the database itself looks healthy while the application starves. Containment is bulkheads: separate pools or per-tenant concurrency caps for interactive requests, background jobs and exports, a statement timeout low enough that a pathological query dies before it accumulates, and an idle-in-transaction timeout so a stuck client cannot pin a connection and its locks indefinitely. One caveat worth knowing in advance: if a transaction-pooling proxy sits in front of the database, session-scoped behaviour changes, so session-level advisory locks and settings applied outside a transaction do not survive the way they do on a direct connection.

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.

Hardcoding to the sample inputs

Solve the stated problem rather than the two examples; special-casing a literal to make a sample pass is obvious immediately and reads as either a misunderstanding or an attempt to fake progress. If you genuinely cannot generalise yet, say which part is a stub and what would replace it.

Arguing past a hint

When the interviewer asks what happens for a particular input or floats a different data structure, stop and take it seriously; it is almost always a correction rather than idle curiosity. Talking over it converts a recoverable wrong turn into a data point about how you handle review.

Questions & practice

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.

Worked solution (15 min)

  1. Write the grammar on one line before coding: header := field (',' field)*, field := key '=' value, split on the first = only.
  2. Implement the parser to return {t: int, v1: [hex, ...]}, rejecting a missing t, a duplicate t, any v1 that is not 64 hex characters, and a header over 1 KiB, all before any cryptography runs.
  3. Implement the verifier: for each active secret compute HMAC-SHA256(secret, f'{t}.'.encode() + raw_body), compare it in constant time against each parsed v1, and OR the results with no early exit.
  4. Test with a valid signature; the same body with t moved 400 seconds into the past; the same body with t 400 seconds into the future; a header carrying an unknown v2= alongside a valid v1; and a body re-serialised with different JSON key order.

Expected result: The valid case accepts. Both out-of-tolerance cases reject, including the future one. The unknown v2 field is ignored and the v1 still verifies. The re-serialised body fails, which is correct and is exactly why the raw bytes must be retained.

Verify it yourself

  • Timing the comparison over 10,000 mismatching signatures that differ at the first character versus the last shows no separation you can measure.
  • Removing t from the MAC input makes an old captured body with its original signature pass. Write that test, watch it pass, then put t back.
  • Every rejection except the signature mismatch itself returns before an HMAC is computed.

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?

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?

Fold a deduplicated usage stream into hourly rollups

Easy · aggregation · deduplication · watermarks · exact-arithmetic

You are given one day of usage_event rows, up to 250 million, each carrying event_id, tenant_id, workspace_id, environment, sku, quantity numeric(20,6), idempotency_key, occurred_at and ingested_at. Produce usage_rollup_hourly cells keyed (tenant_id, workspace_id, sku, hour_start) with quantity_sum, event_count and source_max_ingested_at. An event counts once per (tenant_id, idempotency_key). The rollup grain has no environment column, so state your filter. One pass. Give your time and space bounds, and say what the deduplication actually costs in memory.

Approach

  1. Bucket on occurred_at, never ingested_at: hour_start = date_trunc('hour', occurred_at at time zone 'UTC'). The two columns answer different questions. occurred_at says which hour the customer is billed for; ingested_at says how current the fold is. Using the second for the first makes late data invisible instead of correctable.
  2. The fold is trivial and the deduplication is the entire cost, so price it before designing anything clever. An exact set over (tenant_id, idempotency_key) at 250M entries, stored as a 16-byte 128-bit hash in an open-addressed table at 0.7 load factor, needs about 357M slots at 16 bytes each, roughly 5.7 GB. The fix is partitioning by hash(tenant_id) % P so each shard holds 1/P of the set and no tenant's keys straddle shards.
  3. Rule out a Bloom filter as a replacement, in the right direction: a false positive reports 'already seen' for an event never seen, so you drop a real event and lose revenue with no error raised. It is usable only as a negative pre-filter in front of the exact set, where a miss is conclusive and a hit must fall through to the real lookup.
  4. Accumulate in scaled integers, not binary floating point. numeric(20,6) admits values below 10^14, so one event scaled to micro-units can reach 10^20, past int64's 9.22 x 10^18; use a 128-bit or arbitrary-precision accumulator unless you first bound the per-event maximum. binary64 represents integers exactly only to 2^53, about 9.01 x 10^15, and cannot represent 0.1 at all, so two runs that sum in different orders disagree.
  5. Carry source_max_ingested_at = max(ingested_at) over the events folded into each cell, and count event_count over accepted, post-dedup events. Without that watermark there is no way to prove later what a number did and did not include, which is the first question any reconciliation asks.
  6. State the environment filter explicitly, because the rollup grain cannot record it. A fold that quietly includes staging bills non-production traffic; one that quietly excludes it loses a cost signal. Production-only is the billing answer, and either way it belongs in the job name and the output metadata. Complexity: O(n) time, O(distinct dedup keys) space, dominated by the dedup set rather than by the cells.

Follow-up

  • A producer retries at 23:59:59 and the retry lands at 00:00:01. The unique index on the daily-partitioned table must include the partition key. What gets double-counted, and what is the smallest change that fixes it?
  • The consumer acknowledges its batch before committing the fold. Which failure loses revenue now, and which arrangement duplicates instead?
  • What makes a re-run over the same day produce byte-identical rollups?

Rebuild an hourly rollup with deduplication and late-arrival accounting

Hard · window functions · deduplication · event time vs ingest time · watermarks

From usage_event (event_id, tenant_id, workspace_id, environment, sku, quantity numeric(20,6), idempotency_key, occurred_at, ingested_at), produce the values usage_rollup_hourly should hold for one tenant over one day: per (workspace_id, sku, hour_start) the deduplicated quantity_sum, event_count and source_max_ingested_at, bucketed by occurred_at. Duplicates share (tenant_id, idempotency_key). Also report, per hour, the running total across the day and the share of quantity that arrived more than two hours after the hour began. Write the query, and state which duplicates a daily unique index cannot catch.

Approach

  1. Deduplicate in its own CTE before any aggregation, because a SUM cannot be un-summed: row_number() over (partition by tenant_id, idempotency_key order by ingested_at, event_id) = 1. Include the tiebreaker. Without it the surviving row is non-deterministic when two duplicates share an ingested_at, and a rollup described as deterministically recomputable then disagrees with itself between runs.
  2. Bucket on occurred_at and nothing else, and pin the timezone explicitly. date_trunc('hour', timestamptz) truncates in the session's TimeZone setting, so the same query run by a session set to a non-UTC zone buckets differently; use the three-argument date_trunc('hour', occurred_at, 'UTC') on PostgreSQL 16 or later, or date_trunc('hour', occurred_at at time zone 'UTC') at time zone 'UTC' before that. Filter environment = 'production' explicitly, since metering covers three environments and billing covers one.
  3. Aggregate to the grain with sum(quantity), count(*) and max(ingested_at). The last is not decoration: it is the watermark the row consumed up to, and without it there is no way to prove afterwards what a number did and did not include.
  4. Compute the late share inside the dedup-and-aggregate step as a conditional aggregate, sum(quantity) filter (where ingested_at > hour_start + interval '2 hours'), then divide by the hour's total. Compute the running total as a window over the already aggregated rows: sum(quantity_sum) over (partition by workspace_id, sku order by hour_start rows between unbounded preceding and current row). Running either over raw rows puts the duplicates back.
  5. Answer the index question exactly. The unique constraint is on (ingested_day, tenant_id, idempotency_key), because a unique index on a partitioned table must contain the partition key. It therefore deduplicates only within one ingest day and admits a duplicate whose retry crosses midnight or whose replay runs a week later. That is why this CTE dedups across the whole window being recomputed, and why the dedup horizon is a correctness parameter rather than a retention cost.
  6. Keep the numeric type all the way through. quantity is numeric so the sums are exact; a cast to double precision anywhere in this pipeline reintroduces drift that surfaces only as a few unreconcilable cents per tenant per month, long after the query is out of anyone's mind.

Follow-up

  • A dispute forces the same recompute over 40 days for one tenant. What changes about the dedup CTE's memory use and the chosen plan, and what would you do about it?
  • Two runs a minute apart return different quantity_sum values for an hour that is already closed. Give two mechanisms that produce that, and the single query that distinguishes them.
  • Express the same rollup incrementally so it does not re-scan the day each time the watermark advances. What does the incremental version stop being able to answer?

Enforce a concurrent-run quota that survives simultaneous requests

Medium · isolation levels · write skew · quotas · lock contention

A plan allows at most 20 concurrently running rows in job_run per tenant. The table holds run_id, tenant_id, workspace_id, status (queued, leased, running, succeeded, failed, timed_out, cancelled, lost), lease_token, leased_until, started_at and finished_at. Today the service runs select count(*) from job_run where tenant_id = $1 and status = 'running', compares the result to 20, then inserts. Under load a tenant exceeds the cap by exactly the number of concurrent requests. Name the anomaly, say which isolation levels do and do not prevent it, and give a version that holds, as SQL.

Approach

  1. Name it: write skew. Each transaction reads a predicate (the count of running rows), neither modifies what the other read, and both then insert rows that jointly violate an invariant no single row expresses. Read committed permits it. So does repeatable read, because snapshot isolation's first-updater-wins check fires only on conflicting row updates, and these are inserts touching disjoint rows.
  2. Enumerate the fixes with their real costs. SERIALIZABLE works: PostgreSQL's SSI tracks the predicate read and aborts one transaction with SQLSTATE 40001, which obliges the caller to retry and makes the abort rate rise with contention on a hot tenant. Folding the predicate into the write as insert ... select ... where (select count(*) ...) < 20 narrows the race to the statement's snapshot but does not close it under read committed.
  3. Give the version that holds at read committed: serialise on a row both transactions must touch. update tenant_concurrency set running = running + 1 where tenant_id = $1 and running < 20 returning running updates zero rows when the cap is reached, and zero rows is the rejection. This works because at read committed a blocked UPDATE re-evaluates its WHERE clause against the newly committed row; at repeatable read the same statement raises a serialisation error instead, so the isolation level changes the calling contract.
  4. State the cost you just bought. That row is now a per-tenant serialisation point, so admission throughput for the tenant is bounded by one divided by the lock hold time; at a 2 ms hold that is roughly 500 admissions/second. Keep the critical section to the single UPDATE, with no network call or scheduling decision inside the transaction, and decrement in the same transaction that writes the terminal status.
  5. Close the leak the status enum implies: a run can end as lost, so a crashed worker otherwise consumes a slot forever. Reconcile on a schedule against status = 'running' and leased_until < now(), and treat the counter as a fast path over job_run, which stays the system of record.

Worked solution (25 min)

  1. Seed a tenant with 19 running rows, then fire 8 concurrent sessions each running the select-then-insert, and count the resulting running rows.
  2. Repeat at REPEATABLE READ and confirm the count still exceeds 20.
  3. Repeat at SERIALIZABLE, count the 40001 aborts, and note that without a retry loop those requests fail rather than queue.
  4. Implement the atomic counter UPDATE, re-run the 8-way test, and confirm exactly 20 running rows with zero over-admissions.
  5. Kill a worker mid-run, let the lease expire, and check whether the slot comes back without intervention.

Expected result: Write skew identified; read committed and repeatable read both permit it; serialisable prevents it at the price of 40001 retries; the working read-committed version is update tenant_concurrency set running = running + 1 where tenant_id = $1 and running < 20 returning running, whose zero-row result is the rejection, plus a reconciliation path for runs that terminate as 'lost'.

Verify it yourself

  • At 8x concurrency against a cap of 20, running rows never exceed 20.
  • The rejection returns zero rows rather than raising, so it is distinguishable from an error in the caller.
  • Killing a worker does not permanently consume a slot.
  • The counter and select count(*) from job_run where status = 'running' agree after reconciliation.

Follow-up

  • Write the retry loop for the SERIALIZABLE version. What does the caller see when it keeps aborting, and what bounds the retries?
  • Two regions each keep a counter. What is the effective cap, and what does admission do when the counter store is unreachable?
  • The cap changes mid-flight on a plan upgrade. Do running jobs get killed, and what does the counter row look like during the change?

How would you structure an integration using our existing API to automate a specific developer workflow?

Medium · api and integration design

Approach

  1. State how the contract changes without breaking existing clients.
  2. Say who the caller is and what they do when the call fails halfway.
  3. Separate accepted, pending, failed and confirmed; they are different facts.

Follow-up

  • How does a client discover it is on an old version of this contract?
  • What happens if the caller retries after a timeout?

If asked to build a feature on top of our API, what are the first three design constraints you would define?

Medium · api and integration design

Approach

  1. Say who the caller is and what they do when the call fails halfway.
  2. State how the contract changes without breaking existing clients.
  3. Separate accepted, pending, failed and confirmed; they are different facts.

Follow-up

  • What does a partial failure look like to the caller?
  • How does a client discover it is on an old version of this contract?

How do you approach learning a new, idiosyncratic codebase as if you were a new hire?

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?

What is the most challenging bug you have ever encountered in a large-scale codebase, and how did you resolve it?

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. Clarify what is being asked and what a complete answer contains.

Follow-up

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

Ship three breaking-looking changes without breaking pinned SDKs

Hard · versioning · backward compatibility · deprecation

GET /v1/runs/{id} returns status from the set queued, leased, running, succeeded, failed, timed_out, cancelled. You must add the terminal state lost, add an optional billable_seconds field, and start rejecting name values over 64 characters that were previously accepted. Clients are generated SDKs pinned inside customer build pipelines you cannot redeploy or reliably contact, some with strict deserialisers. Classify each change as compatible or breaking and justify it mechanically, then give the rollout: the versioning scheme, the transform old clients receive, the telemetry, and the sunset process.

Approach

  1. Classify against a deserialiser rather than against intuition. A new enum value breaks a generated client that validates the enum or switches exhaustively; a new optional field breaks one generated with additionalProperties false; tightening validation breaks every caller already sending an 80-character name even though no field moved. All three are breaking for some real client, and that is the answer, not a technicality.
  2. Choose the versioning axis on maintenance cost. A path version forks the handler, and each subsequent change multiplies the fork. A date-pinned version header, defaulted per credential at first use and pinned thereafter, keeps one internal model and a chain of ordered response transforms, so the handler stays single and the transforms compose.
  3. Write the downgrade honestly. Older versions have no lost, so the transform maps it to the least-wrong existing value and the changelog says which; mapping it to failed asserts an outcome nobody observed, so pair it with a reason field the old version already exposes rather than inventing a field, and keep the mapping in one documented table instead of a conditional inside the serialiser.
  4. Sequence the validation tightening separately from the payload changes: first measure how many tenants send names over 64 characters, then warn for a stated window with a Deprecation header and a non-fatal warning code, then reject only for versions dated after the change, never retroactively for a pinned client.
  5. Deprecate from evidence, not from announcement: per-version, per-tenant, per-credential request counts from the gateway, a Sunset header carrying the date, direct contact for the handful of accounts that make up most of the tail, and short scheduled brownouts before the cutoff so the clients nobody can reach fail on your calendar rather than during their release.

Worked solution (40 min)

  1. Write the three-row classification table with the client-side mechanism that breaks in each case, not just a verdict.
  2. Pick the versioning scheme and write the header, the default-and-pin rule for a new credential, and where the transform chain sits relative to the handler.
  3. Write the lost mapping for pre-change versions as an explicit table entry plus the changelog sentence a customer reads.
  4. Write the validation timeline with four dated steps, and mark which one is visible to clients that never change their version.
  5. Write the deprecation plan: the telemetry query by version and tenant, the headers, the brownout schedule, and the fallback for the largest holdout.

Expected result: All three changes classified breaking with the mechanism named, a date-pinned version header with one internal model and ordered downgrade transforms, a documented lost mapping, validation tightened only for versions after the change, and a sunset driven by per-version traffic with brownouts.

Verify it yourself

  • No change is called additive without naming the client behaviour that makes it safe.
  • A client that never changes its version header sees no behaviour change from any of the three.
  • The plan names a measurement that tells you when sunset is safe.
  • The lost mapping is stated once, in a table, not implied by serialiser branches.

Follow-up

  • Which step of your rollout cannot be rolled back cleanly once a client has depended on it?
  • A tenant pinned to a sunset version breaks their build the morning after the cutoff. What in your plan already lets you resolve it within an hour?
  • Your transform chain is now six versions deep. What stops it becoming the fork you were avoiding?

Webhook workers leak until OOM and drop in-flight deliveries

Medium · memory leak · eviction · leases

webhook-delivery workers grow from 400 MB to a 2 GB limit over about 36 hours, are OOM-killed, restart, and repeat. Each restart abandons in-flight attempts, so webhook_delivery rows sit in in_flight until their leases expire and the backlog spikes. The live set measured after a forced full collection also grows. The fleet serves tens of thousands of subscriptions, several thousand of which have been failing for weeks. Give an ordered checklist, the measurement separating retention from fragmentation, and the fix.

Approach

  1. Separate the two failure shapes with one measurement: track resident set size against the live set after a forced full collection. A live set that climbs monotonically is retention; a flat live set under a rising RSS is fragmentation, off-heap or native allocation, or an allocator that never returns pages. The stated symptom puts this in the first category, which rules out allocator tuning as a fix.
  2. Characterise the curve rather than the total. Growth linear in uptime implies an unbounded structure keyed by something that keeps arriving; step growth implies buffering a large object. Correlate the slope against event rate and separately against the count of distinct subscriptions seen, because those two diverge and only one of them will fit.
  3. Diff two heap snapshots an hour apart by retained size grouped by dominant root, not by allocation count, which is dominated by short-lived objects and will point at the wrong thing.
  4. Expect a per-subscription map with no eviction: circuit-breaker or backoff state created on first failure and never removed, so the retained set grows with endpoints that have ever failed, and the several thousand permanently dead endpoints hold theirs forever.
  5. Fix in two places. Bound the in-memory structure with a size-capped LRU or a TTL keyed on last use, and move state that must survive a restart onto the subscription or webhook_delivery row, since the worker holding it in memory is exactly why a restart loses it.
  6. Repair the second-order damage separately, because it will outlive the leak: workers claim by compare-and-set with leased_until, so a bounded lease returns in_flight rows to pending on a known schedule, and a graceful shutdown releases leases instead of waiting them out.

Follow-up

  • The backlog spike after a restart is itself a thundering herd against customer endpoints. What stops the recovery from becoming a second incident?
  • Suppose the live set had been flat while RSS still climbed. Name two causes and the measurement that separates them.
  • How would you size the LRU, and what does a miss on an evicted circuit-breaker entry cost a customer whose endpoint is down?

Suggested practice checklist

For someone who has spent the last few years shipping features and reading other people's code, and who has not solved a timed problem from a blank file in a long time. Five days rebuild the primitives and the patterns that sit on them, working from invariants rather than remembered solutions, and the last two attach that back to the rest of the loop.

Day 1 — Rebuild the primitives by implementing them

  • Implement a dynamic array with doubling growth and an operation counter, then change the growth rule to add a fixed sixteen slots instead, and time both for n of ten thousand, a hundred thousand and a million. The fixed-increment version resizes n/16 times at O(n) each, so its total work is quadratic; doubling is what makes append amortised constant.
  • Implement a hash map with separate chaining and a load-factor resize, then insert ten thousand keys engineered to land in one bucket and record what happens to lookup time, so that average-case O(1) becomes a claim with a stated precondition rather than a reflex.
  • For dynamic-array append and hash-map insert, write down which cost is amortised rather than worst-case, which single operation pays the whole bill, and what a system with a hard per-operation deadline would have to do instead.

Deliverable: Two working implementations plus a timing table showing the input at which each structure's advertised complexity stops holding.

Day 2 — Arrays under an invariant: two pointers, sliding window, binary search

  • Solve longest-subarray-with-sum-at-most-K using a sliding window, then run it on an input containing negative numbers and watch it return the wrong answer: extending the window only moves the sum monotonically when every element is non-negative, and that precondition is the whole reason the technique works.
  • Write the binary search that finds the first index satisfying a predicate rather than an exact value, put the loop invariant above the loop in a comment, and verify termination on the two inputs that break careless versions: the empty range, and a range where every element satisfies the predicate.
  • Compute the midpoint as lo + (hi - lo) / 2 and write one line on why the obvious (lo + hi) / 2 is a genuine defect in a fixed-width integer type and a non-issue in a language with arbitrary-precision integers.

Deliverable: Three solved problems, each with its invariant written above the loop, plus one recorded input on which the sliding window is provably wrong.

Day 3 — Sorting, heaps, and the greedy argument that has to be proved

  • Solve one top-k problem three ways, by full sort, by a size-k heap, and by quickselect, then write the values of n and k at which each becomes the right choice, along with quickselect's quadratic worst case and why a randomised pivot makes that unlikely rather than impossible.
  • Implement bottom-up heapify and count sift-down steps to confirm it does linear work rather than n log n, because most nodes sit near the bottom of the tree and therefore move only a short distance.
  • Take interval scheduling by earliest finishing time and write the exchange argument out in full: given any optimal schedule, swapping in the earliest-finishing interval keeps it feasible and no smaller. Then construct the weighted variant where that same greedy fails and name what has to replace it.

Deliverable: A three-way top-k comparison with measured crossover points, one written exchange argument, and one counterexample to a greedy rule that looks almost identical.

Day 4 — Recursion, memoisation, and the step to a table

  • Take one problem with overlapping subproblems, such as edit distance or coin change, instrument the plain recursion with a call counter to show the blow-up, then add memoisation and re-count.
  • Convert the memoised version to a bottom-up table and state the two properties you relied on: each subproblem's result depends only on its arguments, and the dependencies form a DAG you can enumerate in order.
  • Rewrite one deep recursion with an explicit stack, then find the input length at which the original hits the interpreter's frame limit, which defaults to about a thousand frames in CPython, so you know when the rewrite is required rather than decorative.

Deliverable: One problem in three forms, naive, memoised and tabulated, with call counts for each and the input length at which recursion depth becomes the binding constraint.

Day 5 — Graphs, where most of the work is choosing the traversal

  • Implement BFS and DFS over one adjacency list, then answer for each which finds a shortest path in an unweighted graph and which you would use to detect a cycle in a directed graph, including why the in-progress versus finished distinction matters for the second.
  • Implement topological sort by in-degree, feed it a graph containing a cycle, and confirm the failure signature is that fewer than V nodes come out rather than an exception, then note that the order it produces is one of several valid ones.
  • Run a shortest-path search on a graph with a single negative edge weight and show the wrong answer, then write the precondition Dijkstra actually needs, non-negative weights, because it finalises a node's distance the first time that node is popped, and name the algorithm you would switch to and its own limit.

Deliverable: A small graph library with BFS, DFS and topological sort, plus two inputs that produce documented wrong answers under the wrong algorithm choice.

Day 6 — One day for everything that is not an algorithm

  • Sketch one system only to the depth a coding-heavy loop tends to reach: the endpoints, what the service stores, and the single query pattern that decides the schema. Stop at twenty-five minutes.
  • Prepare the project answer for an interviewer who codes, which means rehearsing the two levels they push to: the specific thing you built, and why you chose that approach over the alternative they will name. Open with a number and be ready to say what it excludes.
  • Prepare the answer to what you would do differently, choosing a real technical mistake with a specific fix rather than a complaint about process or staffing.

Deliverable: One design sketch at endpoint-and-schema depth, plus a project answer rehearsed to two levels of follow-up.

Day 7 — Solve out loud, under time

  • Do three timed problems at twenty-five minutes each in a plain editor with no autocomplete and no execution until the end, then tally separately the failures that were syntax and the ones that were approach, because those two numbers call for different fixes.
  • Narrate one solution from the first sentence, stating the approach and its complexity before writing any code, and rehearse the sentence you will use when you realise mid-solution that the approach is wrong.
  • Re-solve from blank the two problems you were slowest on this week and compare the times against the day they first appeared.

Deliverable: A recording of one fully narrated solution and a tally that separates syntax failures from approach failures.

The failure that was yours

Keep one story where the bad call was yours rather than a dependency's or a manager's. Name the check that would have caught it, whether you added that check afterwards, and whether it has fired since. Answers that route blame outward end the conversation early; answers that end in a guardrail someone still relies on tend to open it up.

Describe a time you had to optimize a system that was struggling with high-volume data processing.

Medium · behavioural and engineering judgement

Approach

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

Follow-up

  • How did you know your change caused the improvement?
  • What would you do differently if you ran that again?

How do you handle error states and latency when working with LLM-based API responses?

Medium · behavioural and engineering judgement

Approach

  1. Give the blast radius: what could have broken, and what you measured.
  2. Name the disagreement and how you resolved it with evidence.
  3. Close with what you would do differently, concretely.

Follow-up

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

Walk me through your experience with TypeScript and how you handle type safety in complex architectures.

Medium · behavioural and engineering judgement

Approach

  1. Name the disagreement and how you resolved it with evidence.
  2. Close with what you would do differently, concretely.
  3. State the situation in two sentences and spend the rest on the reasoning.

Follow-up

  • What would you do differently if you ran that again?
  • What did you decide not to do, and why?