ConnectWise Software Engineer
Interview Questions & Guide 2026

• Build your own reference card of the figures you will re-derive all week: bytes for a realistic record, requests per second implied by a given daily active count, and the storage that a year at a given write rate produces. Derive each one rather than copying it, because the derivation is what survives a follow-up.
• Turn one product statement into capacity requirements. From ten million daily users at four writes and forty reads each, state the peak-to-average factor you are assuming and why, then produce peak write QPS, peak read QPS and a year of storage.
• Write the two numbers whose order of magnitude changes the design, the read-to-write ratio and the working-set size against memory per node, and state the threshold at which each one flips your answer.

Deliverable: A one-page numbers card and one worked capacity estimate with every assumption written down.

• Spend the first ten minutes producing only functional requirements, non-functional targets with numbers attached, a p99 latency, a durability expectation, a consistency requirement, and an explicit out-of-scope list.
• Define the interface before the boxes: the three or four endpoints, their parameters, what each returns, and which of them are idempotent.
• Write the data model, then write the single access pattern that justifies it, and state what the schema would have to become if the dominant access pattern were the other one.

Deliverable: One design carried to endpoint-and-schema depth, with non-functional targets expressed as numbers and a written out-of-scope list.

• Write out what a client sees under asynchronous replication when its write commits on the leader and its next read is served by a lagging follower, then write the two fixes, pinning that session's reads to the leader for a bounded window or carrying a version token the replica must reach, and the cost of each.
• Work the quorum arithmetic on paper for N of three with W and R of two, and separate what R + W > N does guarantee, that any read set intersects any write set, from what it does not: on its own it is not linearizability, and a sloppy quorum that accepts writes on nodes outside the preference list breaks even the intersection.
• Take two storage choices with different defaults, a single-leader relational store committing synchronously and a quorum-replicated store that converges eventually, and write the specific product behaviour that would be wrong under each, rather than a general statement about which is stronger.

Deliverable: A page separating what quorum overlap guarantees from what it does not, with one concrete product misbehaviour attached to each gap.

• For one write path, work through the case where the client times out after the server has already committed, then design the idempotency key: who generates it, how long it is retained, and what the duplicate request returns.
• Express the retry policy as parameters rather than as a word: maximum attempts, base delay, backoff factor, jitter, and which error classes are retried at all. Then state why retrying a non-idempotent write without a key is a correctness bug and not merely waste.
• Compute the fan-out effect on tail latency. If a request waits on ten backends and each independently exceeds its p99 one percent of the time, the chance at least one is slow is 1 - 0.99^10, about ten percent. Then write why independence is the optimistic assumption and what correlates them in practice.
• Name the backpressure mechanism for one queue or one dependency in the design, a bounded queue with shedding or a concurrency limit, and write what the caller is told when it engages.

Deliverable: One write path with an idempotency design, a parameterised retry policy, and a written tail-latency calculation with its assumption named.

• Choose cache-aside or write-through for one read path and write the staleness window each produces, then name the invalidation event and what the system does when that event is lost.
• Design against the stampede: either coalesce requests so only one recomputes a missing key, or refresh early with jittered expiry, and write why identical TTLs on keys populated in the same moment produce a synchronised expiry and a thundering herd.
• Shard one table by a key you choose, then answer the two questions that break the choice: which queries now require a scatter-gather, and what happens to the distribution when one tenant is a hundred times larger than the median.
• Write the cost of adding a node under plain modulo placement, where nearly every key moves, against consistent hashing, where roughly one key in n+1 moves, and state what virtual nodes are for.

Deliverable: A caching and sharding decision for one path, each with its failure mode and its rebalancing cost written beside it.

• Solve one medium problem in thirty minutes, then spend twenty more making it production-shaped: named invariants, validation at the boundary, and errors that distinguish a caller mistake from an internal fault.
• Write the tests you would require of a colleague's version of that function: one for empty input, one for the boundary, and one for the case the implementation is most likely to get wrong.
• Read a piece of your own code from six months ago and write the change you would ask for, phrased as you would actually phrase it in review.

Deliverable: One problem hardened to review standard, with its test list and one written review comment.

• Run a forty-five-minute design mock with an interviewer briefed to change a requirement halfway, a tenfold traffic increase or a new strict consistency requirement, and to push on one number you estimated.
• Rehearse the two sentences a senior loop is listening for: naming the tradeoff you are choosing against and why, and saying what you would measure to learn that the choice was wrong.
• Prepare the design you regret: a real decision, the constraint that produced it, what it cost, and what you changed afterwards.

Deliverable: Mock notes recording how the design changed under the new requirement, plus a written account of one regretted decision.