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Ryan O'Brien

VP Sales EMEA · B2B SaaS · Dublin

Ryan O'Brien

Ten-plus years in B2B SaaS, building and scaling EMEA revenue teams — 134% of quota in FY2024 on a €48M ARR book.

  • €48MARR managed, FY2024
  • 134%quota attainment, FY2024
  • €12Mnet new ARR, FY2024
  • 18AEs managed across EMEA

Selected wins

Teams built, territories grown, logos closed

Highlights from Workpath Technologies and Personio, in HR-tech SaaS.

Workpath Technologies · 2022–present

Scaling the EMEA sales team

Built the EMEA sales function from 4 to 18 AEs across the UK, DACH, Benelux and the Nordics.

€48M ARR book; net new ARR up 3.2× over his tenure

Workpath Technologies · Enterprise

Six enterprise logos

Six new enterprise customers above €500K ACV, including a FTSE 100 financial services firm and a DAX-listed manufacturer.

6 logos at >€500K ACV

Personio · UK & Ireland · 2019–2021

Growing UK & Ireland

Took UK&I ARR from £1.8M to £9.4M in 33 months with a team of 8 AEs and 2 SDRs.

Board plan beaten by 22% in each full year

Personio · Enterprise · 3,500 seats

Personio's first UK enterprise deal

A 3,500-seat HR deployment for a professional services firm.

Over £400K ACV

Personio · With marketing

UK demand-gen programme

Partnered with marketing to launch a UK-specific demand-generation programme.

Pipeline generated up 58% year on year

Workpath Technologies · Clari

Forecast accuracy

Introduced Clari revenue intelligence to the sales organisation.

Forecast accurate to ±4% for 8 consecutive quarters

Playbook in focus

MEDDIC at Workpath

Workpath Technologies · EMEA · Qualification

A shorter sales cycle, within a year

Context

An EMEA sales team growing from 4 to 18 AEs across the UK, DACH, Benelux and the Nordics.

Approach

Implemented the MEDDIC qualification framework across the whole team.

Outcome

Average sales cycle reduced by 23% within 12 months.

Quota record

Over quota, year after year

Attainment as a sales leader and as an individual AE.

  • 134% quota attainment — up from 108% at hireWorkpath · FY2024
  • 117% team average attainment, 8 AEsPersonio · FY2021
  • 122%, 118% and 109% of a £1.2M annual quota, three consecutive yearsSalesforce
  • President's Club FY2018; ranked 4th of 46 AEs in EMEA mid-marketSalesforce
  • 141% of quota in first full year; top-10 SMB AE globallyHubSpot

A sales leader who builds EMEA revenue organisations, with a consultative approach to complex, multi-stakeholder deals.

Ryan has spent more than ten years in B2B SaaS, with deep experience in HR-tech and sales productivity platforms. He started closing SMB deals at HubSpot — 140+ new logos across CRM and Marketing Hub — and moved to a 120-account mid-market patch at Salesforce before leading teams at Personio and Workpath. At Workpath he recruited and onboarded the Head of Sales UK&I and the Regional Managers for DACH and the Nordics, who both exceeded their ramp targets.

  • Based inDublin, Ireland
  • Current roleVP Sales, EMEA
  • TerritoriesUK, DACH, Benelux, Nordics
  • SectorB2B SaaS, HR-tech
  • EducationBA Business (Hons), UCD

Skills & tools

Methods and stack

  • MEDDIC / MEDDPICC
  • Salesforce CRM
  • Gong (call intelligence)
  • Clari (revenue intelligence)
  • Outreach.io
  • HubSpot
  • Territory & quota planning
  • Enterprise pipeline development
  • Sales hiring & onboarding

Experience

Career

  1. Jan 2022 — Present

    VP Sales, EMEA

    Workpath Technologies, Dublin — Series C SaaS, HR-tech

    Owns a €48M ARR book and 18 AEs; 134% of quota in FY2024.

  2. Mar 2019 — Dec 2021

    Head of Sales, UK & Ireland

    Personio, London / Dublin

    UK&I ARR from £1.8M to £9.4M in 33 months; first UK enterprise deal.

  3. Jul 2016 — Feb 2019

    Account Executive, Mid-Market EMEA

    Salesforce, London

    £1.2M annual quota across CRM and Service Cloud; President's Club FY2018.

  4. Jun 2014 — Jun 2016

    Account Executive, SMB

    HubSpot, Dublin

    140+ new logos; promoted to a mid-market role after 18 months.

  5. Sep 2010 — May 2014

    BA Business (Hons)

    University College Dublin

    2:1.

Contact

Building a revenue team?

ryan.obrien@email.com

  • Dublin, Ireland
  • +353 86 900 1234
  • linkedin.com/in/ryanobrien

Fictional candidate — contact details shown as plain text only.