Mark O’Toole

Full-time · Chief of Staff · Head of Operations

Available now

A generalist for your leadership team.

I’m open to the right Chief of Staff or Head of Operations role with a Seed to Series B company. I take on the work that falls between functions, so the founder can focus and the business runs better for it.

Book a conversation Request my CV

What I’m looking for

Where I’ll add the most.

Roles

Chief of Staff or Head of Operations

Stage

Seed to Series B

Location

Remote-first, based in Galway, Ireland

Office

Happy to be in an office in Europe 1–2 days a week

What I’d bring

My first 90 days.

DAYS 1–30

Listen and map

Meet the team, learn how decisions really get made and find where the founder’s time goes.

DAYS 31–60

Build the rhythm

Put in the operating cadence, priorities and reporting that give leadership a clear view of the business.

DAYS 61–90

Take work off the founder’s plate

Own cross-functional projects end to end, from pricing to planning to process, so the founder can focus.

Experience

15+ years, from eBay to YC startups.

May — Sep 2026

Fractional COO

SupportBee

  • Ran operations as interim operating lead for an established help desk SaaS business.
  • Built a generative engine optimisation (GEO) strategy to grow the product’s visibility in AI search.
  • Specced and shipped internal tools for social content production and billing.
2022 — Sep 2026

Head of Operations / Chief of Staff

MagicBell (YC W21)

  • Worked alongside the CEO to scale a YC-backed B2B SaaS business across revenue, product, finance and operations.
  • Built the operating rhythm, dashboards and reporting that improved visibility and accountability.
  • Owned P&L, pricing, commercial initiatives, product priorities and cross-functional execution.
  • Led the pricing shift from bundled tiers to a base subscription plus metered usage.
  • Ran finance and compliance operations, including SOC 2.
2018 — 2021

Country Manager, Germany / Head of Operations Strategy

StubHub

  • Led market performance, strategy and P&L for Germany while supporting international planning and execution.
  • Built and led teams, managed annual planning and created performance visibility across multiple markets.
  • Partnered with senior leadership to surface risks, opportunities and dependencies.

See the AI tools I’ve built →

Contact

Hiring for this? Let’s talk.

Book a conversation, or ask for my CV and I’ll send it over.

→ Request my CV → LinkedIn → Back to markotoole.com