Summary
Overview
Work history
Education
Skills
Additional Information
Languages
Timeline
Generic

Richard Oluwakayode

Blackheath,Greater London

Summary

Experienced Account Executive with 5+ years of consistent overperformance selling complex enterprise/midmarket-grade technology. Owning commercial territories across new logo acquisition and account expansion, combining consultative selling with disciplined opportunity progression to drive predictable revenue.

Proven in selling to CFOs, CTOs, CISOs, and senior audit, risk, and IT stakeholders, building robust business cases that secure executive sponsorship and navigate legal, procurement, and InfoSec requirements. Known for strong pipeline generation, structured deal planning, and high EQ in multi-stakeholder buying processes, with £1.5M+ in new ARR closed and 110–130% average quota attainment.

Seeking a high-impact role within a growth-stage or scaled SaaS company, where customer obsession, collaborative execution, and value-led selling drive sustained revenue growth.

Overview

5
5
years of professional experience

Work history

Strategic Advisor & CEO

Founder
London
2024.09 - 2026.01

Built and scaled a six-figure advisory business supporting B2B SaaS companies and creator-led startups with GTM strategy, revenue enablement, and pipeline acceleration.

  • Advised 20+ B2B SaaS companies on ICP definition, pipeline design, outbound/inbound alignment, and enterprise sales readiness.
  • Designed revenue systems that increased inbound-qualified pipeline by 50–120% within 90 days through content-led and community-driven GTM strategies.
  • Partnered with leading SaaS platforms (Clay, Common Room, Apollo, Woodpecker, Maildoso) on positioning, partner motions, and demand generation strategy.
  • Implemented deal qualification frameworks and forecasting discipline for founders, improving late-stage conversion rates and reducing forecast variance.
  • Built and scaled the Rich in Tech community to 500+ members, mentoring professionals into revenue roles through structured enablement programs.
  • Generated consistent inbound enterprise advisory demand via LinkedIn, creating a repeatable personal demand engine.

Corporate Account Executive

Gett (Workplace Transformation Platform)
London, City of London
2024.04 - 2025.01

Commercial and enterprise new business role selling global mobility and risk-sensitive solutions into publicly listed and privately held organisations.

  • Owned a commercial territory spanning regulated and complex accounts, driving new logo acquisition and early-stage expansion.
  • Closed the fastest enterprise deal in company history (within 6 weeks of onboarding), reducing expected ramp-to-close time by ~40% through meticulous deal planning.
  • Secured a multi-billion-pound financial services organisation, navigating CFO, procurement, legal, and Info-Sec stakeholders across a 6 month buying cycle.
  • Delivered 115% of Q2 quota and 103% of Q3 quota, maintaining strong opportunity progression with no late-stage commit losses.
  • Generated 120+ qualified leads and booked 40+ executive meetings through trade shows and field marketing initiatives, ranking #1 globally.
  • Maintained 3 - 4x pipeline coverage, actively disqualifying low-probability opportunities to protect forecast confidence and deal velocity.
  • Collaborated closely with Sales Engineering, SDRs, and Marketing to shorten sales cycles and reduce early-stage pipeline leakage.

Senior Account Executive

Purlos (Public Sector & Regulated Accounts)
London, City of London
2023.01 - 2024.04

Quota-carrying AE role within an AI SaaS environment selling into mid-market and enterprise-style buying groups.

  • Achieved 236% (Q3), 144% (Q4), and 126% (Q1) quota attainment, ranking among 1st amongst sales team..
  • Built and closed £1M+ pipeline, contributing 5.5% of total company ARR growth during ramp.
  • Personally sourced and closed 70%+ of deals, maintaining a £45K ACV while improving win rates through disciplined qualification.
  • Reduced average sales cycle by ~22% by tightening discovery, validating economic buyers earlier, and eliminating stalled opportunities.
  • Closed 12 deals in a single quarter (company record) and booked 15 meetings in one week (company record).
  • Expanded a mid-market account from £30K to £70K ARR in 9 months, increasing account value by 133%.
  • Maintained 4–5x pipeline coverage with weekly forecast reviews delivered directly to the CEO, improving commit accuracy and GTM prioritisation.
  • Trained and enabled 3 SDRs, contributing to £2.5M+ pipeline generation. £2.5M+ pipeline generation.

Enterprise Account Manager

Fwip
Hammersmith, Hammersmith and Fulham
2022.06 - 2023.06

Enterprise account ownership and expansion role across EMEA markets.

  • Closed the company’s largest deal of 2022: £960K across 227 enterprise sites, managing a multi-country, multi-stakeholder buying process.
  • Managed and grew 50 VIP enterprise accounts, delivering £1.65M revenue and 25% YoY growth.
  • Generated £70K+ in upsell revenue, increasing customer lifetime value by 25%.
  • Shortened renewal and expansion cycles by ~15% through proactive stakeholder mapping and early renewal planning.
  • Expanded enterprise footprint across Benelux, Iberia, ROI, and the UK via multi-site contract negotiations.
  • Maintained 90%+ CSAT while balancing commercial growth with long-term account health.
  • Supported leadership with quarterly revenue insights, renewal risk analysis, and expansion forecasting.

Head of Sales

Selvabio
London , City of London
2021.01 - 2023.05

Early-stage sales leadership role building B2B and B2C revenue motions from the ground up.

  • Generated £1M+ pipeline and closed multiple five-figure wholesale agreements.
  • Designed and implemented quota-carrying sales processes and CRM discipline (Pipedrive).
  • Partnered with the CEO on pricing, distribution, and commercial strategy to drive sustainable growth.
  • Led trade shows and exhibitions, contributing to finalist recognition for two consecutive years.
  • Built and coached a sales team to consistently exceed targets.

Education

Master of Law - International Business and Corporate Law

University of Leicester
Leicester

Bachelor's - Criminology

University of Leicester
Leicester

A-Levels - 4 A* - C in English Literature, Sociology & Government + Politics

Northgate Sixth-Form
Ipswich, Suffolk

GCSEs - 10 A* - C Including Mathematics, English, and Triple Science

Northgate High-School
Ipswich, Suffolk

Skills

SKILLS

  • Strong written communication skills
  • Sales and Business Development
  • Numerical & analytical mindset
  • Excellent interpersonal skills
  • Exceptional closing skills
  • Commercial awareness
  • Strong negotiation
  • Leadership
  • Cold calling
  • Objection handling
  • Sales discovery calling
  • Sales quota achievement
  • High proficiency of G Suite
  • Complex sales-cycle management
  • High proficiency of Microsoft Products

Additional Information

Certifications

  • July 2017 NCS Award
  • Leicester Award (UOL) Certificate 2021
  • Financial Markets (University of Yale)
  • Successful Negotiation: Essential Strategies and Skills (University of Michigan)
  • Inbound Sales Guru (HubSpot)
  • Sales Software (HubSpot)
  • Frictionless Sales (HubSpot)
  • Cold Calling Crash Course (SIA)
  • Foundations of Great Leadership (SIA)
  • Lead, Coach and Win (SIA)

Achievements

  • July 2012 Male Irish Dancer of the Year
  • June 2012 Footballer of the Year
  • June 2016 Footballer of the Year
  • June 2018 Footballer of the Year

Charity

Youth Boxing Leader (Fight For Peace ABC)

1Entertainment TV (CEO and Co-founder)

Languages

English
Native
Spanish
Upper intermediate
Yoruba
Intermediate
Irish
Elementary

Timeline

Strategic Advisor & CEO

Founder
2024.09 - 2026.01

Corporate Account Executive

Gett (Workplace Transformation Platform)
2024.04 - 2025.01

Senior Account Executive

Purlos (Public Sector & Regulated Accounts)
2023.01 - 2024.04

Enterprise Account Manager

Fwip
2022.06 - 2023.06

Head of Sales

Selvabio
2021.01 - 2023.05

Bachelor's - Criminology

University of Leicester

A-Levels - 4 A* - C in English Literature, Sociology & Government + Politics

Northgate Sixth-Form

GCSEs - 10 A* - C Including Mathematics, English, and Triple Science

Northgate High-School

Master of Law - International Business and Corporate Law

University of Leicester
Richard Oluwakayode