JAKE MACKAY
London,UK
Summary
Senior SaaS sales professional with experience selling into enterprise and mid-market organisations across the UK and EMEA. Strong track record of consistently exceeding quota, winning new business, and managing complex sales cycles from prospecting through to close. Experienced working in high-growth environments, building strategic pipelines, and developing relationships with senior stakeholders to drive long-term commercial growth.
Overview
8
8
years of professional experience
Work history
Senior Account Executive
PebblePad (aqcuired myday product)
London
2025.12 - Current
- Retained and expanded strategic accounts following PebblePad’s acquisition of myday, supporting post-acquisition customer continuity and product integration initiatives.
- Generated £212K net new ARR within the first four months, closing 8 new business accounts across the UK&I market.
- Led cross-sell and upsell initiatives across the wider PebblePad product suite, delivering an additional £65K in expansion ARR.
- Partnered with Sales Leadership to develop sales playbooks and support onboarding and enablement for SDR teams across the combined product portfolio.
Senior Account Executive
Ready Education (myday)
London
2025.03 - 2025.12
- Drove 320% YoY revenue growth across the UK&I territory through new business acquisition and strategic account expansion.
- Achieved 180% quota attainment, generating £426K ARR from 12 net new customer wins.
- Collaborated with Marketing and Leadership teams to develop GTM strategies, solution positioning, and sales enablement materials.
- Managed full enterprise sales cycle from prospecting through to negotiation and close across the Higher Education sector.
Account Executive
Bridge
2024.02 - 2025.03
- Secured 6 new enterprise customers within a highly competitive market, generating £367K+ in ARR.
- Managed and expanded a portfolio of 30+ client accounts, driving customer retention and revenue growth.
- Built and maintained a sales pipeline valued at 4.5x annual target coverage for FY24.
- Owned full sales cycle activities across prospecting, stakeholder management, commercial negotiations, and close.
Senior Account Executive
Benevity (acquired Alaya)
2022.10 - 2023.12
- Led Enterprise and Mid-Market SaaS sales across UK and EMEA territories, managing complex multi-stakeholder sales cycles.
- Consistently exceeded sales targets, achieving an average of 115% quota attainment over a two-year period.
- Delivered 131% of annual quota in Year 1, generating £624K in ARR.
- Achieved 122% projected quota attainment in Year 2, despite operating at 86% attainment by Q3.
Account Executive
Alaya
Barcelona
2021.08 - 2022.10
- Joined Alaya during a high-growth phase to support expansion within the employee engagement and CSR SaaS market
- Executed competitive displacement strategy targeting incumbent enterprise accounts
- Secured 3 major enterprise customers within the first 6 months, including Google, Amazon, and AT&T
Business Development Manager/Account Executive
Whisbi
2018.07 - 2021.08
- Promoted to Account Executive with full ownership of the sales cycle from outbound prospecting through enterprise deal closure
- Delivered consistent revenue growth through consultative SaaS solution selling
- Secured Whisbi’s largest contract to date, valued at seven-figure ARR
- Contributed to a significant pipeline expansion through innovative lead generation strategies, which resulted in a 220% increase in the sales pipeline within just the year.
Skills
- Enterprise SaaS Sales
- Full-Cycle New Business Sales
- Strategic Account Growth
- ARR Growth & Forecasting
- MEDDPICC & Value-Based Selling
- Enterprise Negotiation
- C-Suite & Multi-Stakeholder Engagement
- GTM Strategy & Sales Enablement
- Territory Development
- Cross-Functional Collaboration
LANGUAGES
English (Fluent)
Spanish (Intermediate)
PERSONAL INTERESTS
Sports, Cooking, Volunteering & community work, Travelling, Chess, Sustainability
Timeline
Senior Account Executive
PebblePad (aqcuired myday product)
2025.12 - Current
Senior Account Executive
Ready Education (myday)
2025.03 - 2025.12
Account Executive
Bridge
2024.02 - 2025.03
Senior Account Executive
Benevity (acquired Alaya)
2022.10 - 2023.12
Account Executive
Alaya
2021.08 - 2022.10
Business Development Manager/Account Executive
Whisbi
2018.07 - 2021.08