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Chief Information Officer

Owns the software the company runs on — what you buy, how it is connected, who can get into it, and what happens when it goes down.

Fractional CIO
Founders & fractional leadership also called Head of IT, Director of Information Systems, Head of Business Systems · hiring order: roughly #8 of 64
1

Who to hire

The shape of person who does this job well — and whether you should be hiring it at all yet.

Distinct from the CTO: the CTO builds the product, the CIO runs the company's own systems. In a small company the same person does both; the CIO becomes a separate seat when the internal stack is itself a risk — a dozen SaaS subscriptions holding customer data, staff in four countries, a compliance regime to satisfy. Fractional works well here because the work is lumpy: a selection, a migration, an audit, then quiet.

Education

Information systems, computer science or an accounting-systems background. In a regulated company, audit literacy matters more than a technical degree, because most of the job is evidence.

Experience

7+ years, including at least one system migration done without losing data and one access review that found something. Ask about a migration that went badly — the useful answer is specific about what they would cut next time.

Vertical / domain experience

Regulatory domain matters, not industry domain: whether they have worked under SOC 2, HIPAA, PIPEDA, GDPR or PCI DSS changes how they approach the same stack. A CIO from an unregulated consumer company will underestimate the paperwork of selling to a hospital.

What it pays, roughly

$95,992 median, Canada — for Computer and information systems professionals, the closest occupation Statistics Canada actually measures, measured from $85,010 to $103,002 over 202,605 people. That occupation is broader than this role, so read it as an anchor, not a salary band — and note that a startup usually pays below it in cash and above it in equity.

2

Credentials and certifications

What exists, who issues it, and whether it means anything for this seat. A credential is evidence of a floor, never of judgment — and in a few of these roles it is a legal requirement rather than a nice-to-have.

CredentialIssued byWhen it mattersSkiploma
CISA — Certified Information Systems Auditor ISACA The audit-side credential; reads as credible to the people who sign off your controls. Study
CGEIT — Certified in the Governance of Enterprise IT ISACA Governance of IT spend and risk; relevant once there is a board asking about it. Study
ITIL 4 Foundation and above PeopleCert (AXELOS) Service-management vocabulary. Useful if you will run a helpdesk; largely ceremony if you will not. —
CIPM / CIPP — privacy management and privacy law International Association of Privacy Professionals Worth real money the moment you hold personal data across borders. Study
3

What this role does at each stage

The same title means three different jobs depending on how much money is in the bank. Read the stage you are at, then read the next one — that is what you are hiring toward.

1Pre-seed
you, a laptop and an idea

Nobody. The founder picks the tools and keeps the list of them in one place — that list is the whole job at this stage.

2Seed
first money, first hires

A fractional day a month, or the CTO wearing the hat. The deliverables are small and permanent: single sign-on, a password manager everyone actually uses, an offboarding checklist, and backups of anything that is not in a SaaS you trust.

3Series A
a real org chart

A real seat, often titled Head of IT or Business Systems. Owns access reviews, the SOC 2 or ISO evidence trail, vendor renewals, and the integration layer between the CRM, the finance system and the product.

4

Can one person hold this and something else?

The whole point of the many-hats problem: which of these jobs merge safely into one person, and which merges quietly cost you money or control.

Merges well with

CIO + CTO is the usual merge. CIO + CHRO is an underrated one at seed: onboarding and offboarding a person is mostly an access-management task, and one owner means a leaver loses their accounts the same day.

Keep separate from

No structural conflict, but the CIO should not be the sole approver of their own spend once the software budget is material.

5

Reading a candidate

What good looks like in an hour, and what should stop the process.

Good signals

  • Starts with an inventory of what you already pay for
  • Cares who has access to what and can produce the list
  • Treats a migration as a data problem, not a licensing problem

Red flags

  • Reaches for an enterprise suite for a 12-person company
  • Measures success in tickets closed
  • Cannot say what happens if the main SaaS vendor goes down for a day
6

The jobs under this seat

What this hat is actually responsible for once there are people doing it. Every one is a page of its own — and at seed most of them are the same two people, which is what the merge notes above are about.

Software Engineer / Developer

Builds and runs the product. At senior and staff level, also decides how it is built and raises everyone else's output.

Frontend Engineer / Front-End Developer

Owns the part the customer touches — and, at architect level, the structure that keeps a large interface maintainable.

Backend Engineer / Back-End Developer

Builds what the customer never sees: the data model, the APIs, the jobs that run at 3am, and the part that has to still…

Mobile Engineer / Mobile Developer

Builds and ships the iOS and Android apps — including the parts nobody warns you about: store review, device…

QA Engineer / QA Analyst

Finds what the people who built it cannot see — and builds the harness that keeps finding it after they have moved on.

Engineering Manager / Development Manager

Owns the team rather than the code: who is on it, what they are working on, whether they are getting better, and…

Solutions Architect / Technical Architect

Decides how the pieces fit — the systems, the integrations, the boundaries — and writes it down so a team can build to…

Data Engineer / Data Developer

Moves data from where it is produced to where it is used, reliably and on a schedule — pipelines, warehouses and the…

Machine Learning Engineer / AI Developer

Puts models into production and keeps them working — the serving, the evaluation, the monitoring, and knowing when the…

Director of Data / Head of Data

Owns the numbers the company trusts: the pipelines, the definitions, the warehouse and whether two dashboards can…

DevOps Engineer / DevOps Specialist

Owns how code gets from a laptop to production and what happens to it there: the pipeline, the infrastructure, the…

Site Reliability Engineer (SRE)

Owns whether the thing stays up, measured rather than argued: service objectives, error budgets, the on-call rotation,…

Database Administrator (DBA)

Keeps the database fast, backed up and recoverable — and is the person who knows whether last night’s backup would…

IT Systems Administrator / Sysadmin

Runs the company’s own computing: laptops, accounts, email, the network, the office, and whoever cannot print.

Network Engineer / Network Administrator

Owns the connectivity: the office network, the VPN, the firewalls, the links between sites, and the latency somebody is…

IT Support Technician / Help Desk Analyst

The person staff actually go to: accounts, devices, access, the thing that stopped working ten minutes before a meeting.

Security Engineer / Information Security Analyst

Does the security work rather than owning the policy: hardening, monitoring, patching, reviewing code and answering the…

Technical Project Manager / Delivery Manager

Gets the build delivered: the plan, the dependencies, the client or stakeholder conversation, and the week where it all…

Business Analyst / Systems Analyst

Works out what the software actually has to do — the process as it is, the process as it should be, and the…

The whole department: Technology · every job in one list

7

Wiring up the division

The categories this seat buys, and what a buyer needs to know before signing: who everyone already runs, and what it costs to leave them. Each row links to our buying brief and to the market research it was written from — the figures, their sources and the evidence tier each one carries.

CategoryWho the default isWhat leaving costs
Workflow Automation — BPA, iPaaS & RPA Microsoft Power Automate across the board; by segment, UiPath (RPA), ServiceNow (enterprise workflow), Workato / Boomi / MuleSoft (iPaaS) and Zapier… Hundreds of live automations wired into production systems, each with its own credentials, connectors and edge-case logic The research →
GRC & Compliance Automation OneTrust, with Vanta and Drata owning the automation tier The evidence history The research →
DMS — Document Management Systems Microsoft SharePoint (bundled in Microsoft 365), with OpenText and Hyland in enterprise ECM The repository itself: years of documents with their version history, permissions, metadata, retention schedules and legal holds The research →
Knowledge Management & Enterprise Search Glean and Notion — The research →
8

Where this sits in the build