Kevin Oreal
Newburyport
Summary
Dynamic and results-driven Senior Director of Enterprise Sales with 20+ years in the HR tech space, including 8+ years at Glassdoor during a period of significant growth and transformation. Helped scale the business from mid-eight figures to mid-nine figures in revenue, navigating pre-IPO, acquisition, and full GTM realignment. In FY25, drove over $20M in enterprise sales while leading a high-performing team focused on new business and strategic growth. Proven ability to close complex, multi-stakeholder enterprise deals, develop top-tier sales talent, and execute value-based sales strategies that drive measurable customer outcomes. Adept at leading through change and delivering consistent, customer-focused results in high-growth environments.
Overview
26
26
years of professional experience
Work History
Senior Director of Enterprise Sales
Glassdoor
Greater Boston
07.2020 - Current
- Led development of six enterprise sales representatives, enhancing support for national accounts across various sectors.
- Managed 300+ active clients and 500+ prospects, including Fortune 500 companies.
- Oversaw $20M+ in total revenue, achieving over $10M in targeted display advertising.
- Maintained client retention rate exceeding 95% for annual subscription products.
- Focused on growth initiatives for Employer Brand Pages and Data Insight Solutions, leading company in display revenue in FY25.
- Executed full-cycle sales ownership, encompassing prospecting, closing, renewal, and expansion.
- Collaborated with Indeed leadership to refine strategy and optimize lead flow.
- Mentored top-performing sales representatives, resulting in two promotions to leadership positions.
Senior Director of Enterprise Sales - US & EMEA
Glassdoor
Greater Boston
04.2020 - 07.2020
- Managed a team of 6 Enterprise Account Executives across the Eastern U.S. and EMEA regions
- Supported the EMEA sales team through a high-change period during COVID-19 and the early stages of Glassdoor’s integration with Indeed
- Oversaw a hybrid sales model with an average book consisting of 50 active partners and 100+ prospects per rep
- Partnered closely with Indeed leadership and Customer Success to ensure a seamless client experience across the full lifecycle
- Played a key role in aligning global go-to-market strategy, improving collaboration across international teams
- President’s Club recipient (2018, 2019); awarded Enterprise Manager of the Year (2019) and GRIT Culture Award (2019)
Director of Sales - Enterprise Growth
Glassdoor
Greater Boston Area
03.2017 - 04.2020
- Led a team of 6 Enterprise Growth reps focused on expanding and retaining Fortune 500 and large enterprise accounts
- Owned full client lifecycle management, partnering closely with Customer Success to drive satisfaction, renewals, and account growth
- Collaborated with the new business team to ensure seamless transitions post-sale, particularly on proof-of-concept engagements
- Managed a team book of business exceeding $20M in annual recurring revenue, delivering over 25% year-over-year growth
- Drove strategic upsell and expansion efforts within existing accounts, aligning client goals with Glassdoor’s suite of solutions
- Helped standardize internal processes to improve collaboration and execution across Sales, CS, and GTM functions
National Director of Partnership Sales
Monster
Greater Boston Area
12.2014 - 03.2017
- Led the growth, management, and profitability of Monster’s national partnership sales channel
- Managed a team of 10 sales professionals supporting and influencing the strategic direction of 600+ channel partners nationwide
- Recruited, hired, and mentored a high-performing partnership management team, fostering a culture of accountability and results
- Built strong relationships and credibility across all levels of Monster and partner organizations to drive alignment and long-term success
- Supported partner-led selling of Monster’s full product suite, including SaaS and recruitment advertising solutions
- Directed co-op marketing strategies and managed multi-channel budgets to maximize partner engagement and ROI
- Led internal and partner-facing Quarterly Business Reviews to align on performance, opportunities, and growth initiatives
- Negotiated strategic partnerships and executed business development efforts to expand Monster’s reach and market presence
National Partner Manager
Monster
08.2007 - 12.2014
- Oversaw the growth and management of 30+ strategic partnerships, supporting a network of 100+ partner sales professionals
- Drove revenue through the co-selling of Monster’s full suite of recruitment and SaaS-based solutions
- Managed a $5M+ annual book of business and delivered consistent double-digit year-over-year growth
- Achieved 100%+ of annual quota for 7 consecutive years
- Honored as Partner Manager of the Year for four consecutive years (2010–2013), recognizing top performance and impact
Enterprise Field Account Executive
Monster
05.2006 - 08.2007
- Secured new enterprise customers (2,000+ employees) by effectively positioning Monster’s full suite of recruitment and talent solutions
- Consistently exceeded monthly sales targets, finishing 2006 at 150% of annual quota
- Played a key role in expanding Monster’s enterprise footprint during a high-growth phase
- Earned multiple top-performer honors, including National Rep of the Year (2006), Rep of the Region (2006), and President’s Club (2006–2007)
Inside Sales Account Executive
Monster
Maynard
12.2003 - 05.2006
- Secured new business through high-volume prospecting, cold calling, and consultative selling of Monster’s full suite of recruitment solutions
- Routinely exceeded monthly sales quotas, finishing 2004 and 2005 at 140%+ of annual attainment
- Built a strong foundation in sales execution and client acquisition in a competitive, fast-paced environment
- Recognized with multiple top-performer awards, including Account Executive of the Region (2005 & 2006) and President’s Club (2004–2006)
Sales Account Executive
Harbour Capital Corporation
Hampton
10.2002 - 12.2003
- Responsible for uncovering, structuring, and managing equipment leasing and financing transactions across a wide range of industries
- Consistently outperformed revenue targets, averaging $150,000 in monthly leasing volume
- Recognized for top performance with Account Executive of the Quarter honors in both Q2 and Q3 of 2003
Account Executive
GreenPages
Kittery
05.2000 - 10.2002
- Prospected for and managed a portfolio of 50+ enterprise accounts, developing strong relationships across all levels of the organization, including C-suite decision-makers
- Consultatively sold a broad range of IT solutions, including hardware, software, and services
- Consistently exceeded quota, finishing above 125% of target and generating over $3M in annual sales
- Recognized with the Rising Star Award in 2001 for outstanding performance and early success
International Sales and Marketing Intern
Tech Data
Clearwater
09.1999 - 05.2000
- Worked directly with the Vice President of International Sales and Marketing, shadowing daily operations and strategic initiatives
- Created sales presentations and materials for current and prospective international clients
- Participated in high-level customer meetings, vendor negotiations, and Tech Data’s annual international sales summit
- Gained hands-on experience in global sales strategy and cross-cultural business communication
Education
BA - International Business and Spanish Management, Human Resources
Eckerd College
St Petersburg, FL05-2000
High School -
Methuen High School
01.1996
Skills
- Market research
- Salesforce proficiency
- Enterprise sales
- Business development
- Client retention strategies
- Strategic partnerships
- Revenue management
- Go-to-market strategy
- Account growth
- Team leadership and motivation
- Customer relationship management
- Negotiation skills
- Organizational development
- Reporting expertise
- Pipeline development
- Core values management
- Policy implementation
- Staff development and coaching
- Goal setting and strategic planning
- International business acumen
- Cross-functional team leadership
- Verbal and written communication
Websites
Timeline
Senior Director of Enterprise Sales
Glassdoor
07.2020 - Current
Senior Director of Enterprise Sales - US & EMEA
Glassdoor
04.2020 - 07.2020
Director of Sales - Enterprise Growth
Glassdoor
03.2017 - 04.2020
National Director of Partnership Sales
Monster
12.2014 - 03.2017
National Partner Manager
Monster
08.2007 - 12.2014
Enterprise Field Account Executive
Monster
05.2006 - 08.2007
Inside Sales Account Executive
Monster
12.2003 - 05.2006
Sales Account Executive
Harbour Capital Corporation
10.2002 - 12.2003
Account Executive
GreenPages
05.2000 - 10.2002
International Sales and Marketing Intern
Tech Data
09.1999 - 05.2000
BA - International Business and Spanish Management, Human Resources
Eckerd College
High School -
Methuen High School
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