PRESTON S. FLOWERS
Chicago,IL
Summary
Over 18 years of experience as an award-winning sales executive, consistently driving revenue growth, expanding market presence. Successfully penetrating untapped markets, fostering valuable C-suite relationships, and leading digital transformation initiatives. Expertise in leveraging technology and data analytics to enhance sales strategy, improve customer experience, and accelerate business growth. Consistently exceeding sales targets and mentoring teams to achieve peak performance.
Overview
19
19
years of professional experience
Work History
Director of Digital Transformation
HighRadius
07.2024 - Current
- Led Strategic Digital Initiatives: Spearheaded digital transformation strategies, aligning technology innovations with business goals to enhance operational efficiency and revenue growth
- Drove Customer-Centric Innovation: Partnered with key clients to identify pain points and implement cutting-edge technology solutions, improving customer experience and retention
- Strengthened Data-Driven Decision-Making: Developed and deployed analytics and KPI dashboards, enabling informed decision-making across multiple business units
- Positioned Organization as a Market Leader: Leveraged competitive insights and industry analysis to establish HighRadius as a leading provider in Order-to-Cash automation
Regional Sales Director
InvoiceCloud
01.2022 - 06.2024
- Accelerated Revenue Growth: Implemented strategic sales initiatives, resulting in a 15% increase in sales within the first year
- Enhanced Enterprise Sales Strategy: Worked with marketing teams to develop a new go-to-market strategy for enterprise-level accounts, driving greater penetration
- Closed High-Value Deals: Negotiated and secured $350K+ contracts, solidifying InvoiceCloud’s presence in the AUS POD region
- Industry Thought Leadership: Represented InvoiceCloud at key industry conferences, strengthening relationships with C-suite executives and decision-makers
- Optimized Sales Operations: Leveraged CRM tools to improve pipeline management, sales forecasting, and conversion rates
- Top Sales Performer: Recognized as Top Rep in Q1 2023, securing major deals with City of Independence and Lake County Public Works
Enterprise Sales Executive
BlackLine Systems
01.2006 - 01.2022
- Built a Sales Powerhouse from the Ground Up: Played a key role in scaling BlackLine from a start-up to a global SaaS leader in finance automation
- Drove Revenue Growth: Led sales initiatives that increased annual revenue from $16M to $351M, acquiring 110+ enterprise clients across 35+ industries, including MGM, Exelon, Kraft, Hertz, Walgreens, Ally Financial, and Whirlpool
- Developed Strategic Sales Approaches: Created and implemented a CEO-approved sales strategy, driving $1M+ in YoY revenue growth
- Launched BlackLine’s First User Conference: Designed a high-impact training and engagement event, strengthening client relationships and accelerating brand loyalty
- Expanded Market Reach: Championed webinars and executive roundtables, leading to a 32% YoY increase in sales across the Western region
- Established Strategic Partnerships: Helped build a partner channel with Big Four firms (KPMG, UHY) and boutique consultancies (Riveron, Clearsulting), driving enterprise sales growth
Education
Bachelor of Science (BS) - Political Science & Psychology
University of Michigan
Ann Arbor, MISkills
- Sales Revenue Increase
- Account Retention
- SaaS Enterprise Solutions
- Digital Change Management
- Market Penetration
- C-Suite Management
- Finance Automation
- Data-Driven Sales Strategy
Awards Recognition
- 6× Circle of Excellence Award Winner – Achieved 115%+ of annual sales targets.
- 4× Sales Representative of the Year – Recognized for top performance and revenue contribution.
- 14× Sales Representative of the Quarter – Consistently outperformed peers in sales metrics.
Timeline
Director of Digital Transformation
HighRadius
07.2024 - Current
Regional Sales Director
InvoiceCloud
01.2022 - 06.2024
Enterprise Sales Executive
BlackLine Systems
01.2006 - 01.2022
Bachelor of Science (BS) - Political Science & Psychology
University of Michigan
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