Hugo Dempsey Email & Phone Number

Ireland

Ireland

Dublin, County Dublin, Ireland

As EMEA Vice Preident currently spearheading a strategic shift from inbound transactional sales to an outbound, upmarket focus, outbound customer-centric approach, resulting in a 50% YoY increase in Total Contract Value (TCV) within my first year.• Leading a talented team of 60 Account Executives, 7 Managers, and 2 Directors at Sprout Social to drive significant growth in the EMEA region.• Managing approximately $100M in annual revenue.

Dublin, County Dublin, Ireland

Demoleap started as a side project in 2020 while I was with Zendesk. I secured Seed VC funding in 2021 and decided to transition full-time to Demoleap in 2022, leaving my role at Zendesk. As Co-Founder and Chief Revenue Officer (CRO) at Demoleap, I played a central role in transforming the project from idea to funding to revenue. Key Achievements:☁ Spearheaded Growth: Led the creation and scaling of outbound sales, marketing, and customer success teams, ensuring strategic recruitment and robust team development.☁ Secured Strategic Partnerships: Personally onboarded the first 20 major clients, including Houzz, Nice Systems, SaaSOptics, Chargify, SysAid, and Ultimate AI. These clients chose Demoleap as their go-to solution for empowering sales teams and driving consistent execution.☁ Fundraising: Successfully raised $1.1M in pre-seed funding, followed by $3.2M in seed funding, from pure outbound. We never met our investors in person (Due to COVID, but seems crazy today)the investment directly supported our innovative product development and GTM. ☁ Comprehensive Leadership: Planned, executed, and managed all marketing, outbound sales, and operational activities, ensuring seamless alignment across all departments.☁ Innovative Product Development: Directed the creation of an AI-powered live demo assistant and sales discovery platform, which integrates effortlessly with CRM systems, optimizing sales staff training and enhancing live demonstrations.☁ Strategic Vision: As Co-Founder and VP of Sales, I was instrumental in steering Demoleap's growth trajectory, driving exponential revenue growth and establishing the company as a leader in the SaaS sales execution space.

County Dublin, Ireland

I joined Zendesk in 2017 as Sales Director, tasked with building a team to expand into the Mid-Market and Enterprise segments across the UK, Ireland, and Emerging Markets. My journey at Zendesk culminated in my role as Head of Mid Market UKI, leading a second-line leadership role.By designing and implementing an outbound sales strategy, a repeatable workshop-selling methodology, and a retention-focused account management approach, our team achieved remarkable growth, becoming one of the fastest-growing teams at Zendesk and consistently surpassing our quotas year after year.We secured significant new business contracts with notable clients, including Ryanair, Shell, Getir, XE, Zoopla, Siemens, NHS, BTC Turk, and Mettle, among others.Key Achievements:- Consistently exceeded quotas over four consecutive years.Developed the "Zendesk Engagement Model," a customer-centric approach that proved successful in winning Mid-Market and Enterprise deals.- Recruited, mentored, and guided a team of 18 Account Executives and Managers, empowering them to consistently exceed key metrics and performance indicators.- Fostered strong alignment and trust between internal teams and channel partners, ensuring seamless collaboration and the successful execution of key initiatives.- Led the creation of Zendesk's first vertical-focused sales team, dedicated to the unique needs of the UKI Fintech sector.- Designed and implemented Zendesk’s first repeatable upmarket sales execution methodology.- Achieved 150% of quota in 2021 and over 100% in each preceding year, driving exceptional sales results and contributing to a positive, high-performing team culture.- Reconised as one of the top global performers at Zendesk for four consecutive years, setting a consistent standard for excellence.

Dublin, Ireland

From 2008 to 2017, I was consistently recognized as a top-performing sales leader, achieving quota and President's Club honours in 8 out of 9 full fiscal years.I played a key role in growing an emerging sales territory from $10 million to over $100 million in Annual Recurring Revenue (ARR). In my 2nd line management role, I led sales teams focused on the lower enterprise, mid-market and SMB segments. Our team closed deals ranging from $8,000 to $1.3 million ARR/ACV, driving new business and expansion opportunities across the UK, Germany, the Middle East, and the US. In FY17, we were honoured as Team of the Year, consistently exceeding targets and achieving President's Club status.I built strong relationships with channel partners and internal leadership to ensure flawless execution of our sales strategy. As a leader, I focused on recruitment, development, and mentoring, fostering a high-performance culture rooted in feedback, continuous learning, and accountability.I implemented a predictable and consistent forecasting process, which improved planning and resource allocation, and I closely monitored sales activity, identifying areas for improvement to drive performance. Additionally, I was responsible for developing and executing the Go-To-Market strategy, collaborating with Marketing, Business Development, Pre-Sales, and Channel leadership to align efforts and optimize market penetration.My tenure as a sales leader at Salesforce was defined by consistent overachievement, fostering a culture of trust and excellence, and leading teams to deliver outstanding results.

In my first sales management role at Salesforce EMEA, I led a team of 10 Account Executives to become the top-performing SMB sales team in the region. Our team consistently achieved the highest average attainment and closed some of the largest new business deals in the global SMB segment.Beyond performance, I prioritized building a strong, positive team culture, which was key to our sustained success. We consistently exceeded our quotas, and our efforts were recognized through various awards. I was honoured as Manager of the Year, a reflection of the collective dedication and excellence of the entire team

Dublin Ireland & Middle East

In this role, I managed a UK territory focused on the Small Business Market and quickly established myself as one of the most consistent performers in the organization. I consistently exceeded quotas, earning recognition in the top 15% of global SMB sales and securing a promotion.Key Achievements:- 120% quota attainment- Recognized in the top 15% of global SMB sales with Peak Performers Club honours- Promoted to Mid-Market Account Executive"

Dublin, Ireland

In this role, I was recognized among the top 5% of salespeople at Salesforce globally, earning a place in the prestigious Chairman’s Club for top performers. My focus was on helping companies in the Middle East leverage Salesforce's market-leading suite of enterprise cloud solutions, providing tailored strategies to drive growth and digital transformation.This experience allowed me to enhance my international sales expertise further and expand my understanding of diverse business environments.Key Achievements:- 195% quota attainment- Ranked in the top 5% of global sales, earning Chairman’s Club honours- Promoted to Strategic Account Executive

Dublin, Ireland

In this role, I was a key member of a new vertical team for salesforce.com EMEA, tasked with building Salesforce’s presence in the lucrative UK Financial Services Sector. This involved developing value propositions that resonate within the sub-sectors of Insurance, Banking & Capital Markets. All pipeline in this role was generated through outbound efforts, email, calls, events & webinars I excelled in this role and soon became a key mentor on the team taking on leadership and coaching roles. Overachieving on all targets and again making Peak Performers Club. Key Achievements• 140% Quota Achievement• Recognised in top 15% of global SMB sales with Peak Performers Club• Closed the first deal with European hedge fund for salesforce • Recognised as instrumental in the success and foundation of the Financial Services vertical for salesforce EMEA• Created managed and presented at salesforce EMEA’s largest vertical event• Gained Promotion to General business Account Executive

Dublin

In this role, I managed a UK Territory focusing on the Small Business Market. I hit the ground running and quickly established myself as one of the most consistent performers in the organisation. Exceeding all quotas and achieving Peak Performers Club and promotion. Key Achievements:• 120% Quota Achievement• Recognised in top 15% of global SMB sales with Peak Performers Club• Gained promotion to Mid-Market Account Executive

Dublin

Over my 6 years at Dell, I advanced through six promotions, starting in consumer sales and progressing to the most senior sales role as Bids & Tenders Manager. In this sales management overlay role, I worked closely with sales teams, focusing on business development, mentoring, and coaching.I was responsible for closing large opportunities identified by account executives, with deals frequently exceeding $1M. I consistently excelled in this role, never missing a quota and being recognized as one of the top performers in the organization.Key Achievements:Promoted six times, reaching the senior sales role of Bids & Tenders ManagerConsistently exceeded quotasClosed high-value deals exceeding $1M

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