Roosevelt Dillard Jr.
Chicago
Summary
Professional with strong background in account management and client relations. Known for strategic thinking, effective communication, and adaptability to changing needs. Skilled in driving team collaboration, maximizing revenue, and fostering client satisfaction. Reliable and results-focused, consistently delivering high-quality outcomes.
Overview
12
12
years of professional experience
Work History
Account Director – Retail & Consumer Goods
Salesforce
04.2024 - Current
- Drive net-new business growth by identifying, engaging, and closing high-value retail and consumer goods accounts in Illinois, Michigan, and Wisconsin.
- Lead strategic sales cycles, from discovery and solution alignment to negotiation and contract execution, leveraging Salesforce’s CRM, Marketing, Service, and Commerce Cloud solutions.
- Partner with cross-functional teams, including solution engineers, customer success, and industry experts, to deliver tailored solutions that drive digital transformation for retail brands.
- Build and nurture executive-level relationships to align Salesforce’s value proposition with customer business objectives.
- Consistently exceed sales targets and contribute to the expansion of Salesforce’s presence in the Midwest market.
Sr. Account Executive - Public Sector
DocuSign
03.2021 - 02.2024
- Craft and deliver customized sales presentations and product demonstrations
- Collaborated with cross-functional teams to ensure timely delivery of products and services, resulting in high customer satisfaction.
- Expand existing DocuSign footprint within Enterprise customer accounts
- Negotiated contracts that maximized profit margins while maintaining competitive pricing for clients.
- Conducted regular client reviews and QBR's to assess performance metrics, identifying areas for improvement and implementing necessary changes.
- Developed new business opportunities for company growth through effective prospective campaigns and client presentations.
Mid-Market Growth Account Executive
Sprout Social
03.2019 - 03.2021
- Manage $12M high-value portfolio to identify cross-sell and upsell opportunities
- Utilize dashboards to monitor business and operational impact
- Conduct high volume of phone calls with clients to discuss clear goals and strategies
- Collaborate with solutions engineers, professional services, and support team to discuss technical requirements of customers
- Exceeded sales targets consistently by identifying new business opportunities and creating customized solutions for clients.
- Boosted client satisfaction by developing and maintaining strong relationships through effective communication.
- Collaborated with cross-functional teams to develop comprehensive marketing strategies, resulting in increased brand awareness and revenue growth.
- Monitored industry trends and competition, adjusting sales strategies accordingly to maintain a competitive edge in the market.
National Account Manager
Barcodes
08.2018 - 03.2019
- Strengthened relationships with key clients by maintaining consistent communication and providing tailored solutions.
- Expanded national account portfolio through strategic prospecting and effective sales presentations.
- Negotiated contracts for favorable terms, resulting in increased profitability and client satisfaction.
- Collaborated with cross-functional teams to develop targeted marketing strategies for each national account.
- Maximized revenue growth by identifying upsell opportunities within existing accounts.
Senior Account Manager
Groupon
10.2014 - 08.2018
- Primary owner of Groupon's relationship with merchants focusing on re-engaging merchants and optimizing campaigns
- Develop familiarity with merchants' products and/or services
- Analyze consumer demographics, ratings, points of competitive differentiation, merchant economic model, revenue, and profit drivers
- Understand and apply concepts of strategy to accomplish merchant marketing goals
- Participate in product launch pilots for Inbound Sales Team
- Team Leadership Captain-run team scrums, and present best practices, and latest process updates for enhanced team performance
- Build interpersonal relationships with merchants by telephone and/or email to on-board them on app
- Develop strategic & successful marketing & advertising campaigns to feature on groupon.com
- Manage a designated book of business in multiple markets
- Discover demand for product/service and fill the demand by creating effective deal structures
- Maintain consistent, and high daily activity index according to KPIs
- Lead generation
- Outbound cold calling to re-engage warm leads.
Customer Service Specialist
Avant Credit
03.2013 - 10.2014
- Utilize organizational skills and ability to prioritize accounts
- Resolve customer issues
- Follow up on all inquiries through outbound dialing
- Work in fast paced environment, and remain professional and focused under high pressure and demand
- Maintain superior customer service skills
- Multi-task in order to efficiently resolve customer concerns.
- Enhanced customer satisfaction by resolving issues promptly and professionally.
- Increased customer retention rates by providing exceptional problem-solving skills and personalized solutions.
Education
Bachelor of Arts - Economics
Southern Illinois University
Skills
- Ability to build lasting relationships
- Results-Oriented Strategy Development
- Multitasking and Organization
- Consultative Sales
- Creative Thinking
- Lead Generation
- Forecast preparation
- Adaptable
- Entrepreneurial Mindset
- Data Analysis
- Professional Presentation Delivery
- Ability to work independently, as well as collaboratively in team settings
- Forward Thinker
- Customer relationship management
Timeline
Account Director – Retail & Consumer Goods
Salesforce
04.2024 - Current
Sr. Account Executive - Public Sector
DocuSign
03.2021 - 02.2024
Mid-Market Growth Account Executive
Sprout Social
03.2019 - 03.2021
National Account Manager
Barcodes
08.2018 - 03.2019
Senior Account Manager
Groupon
10.2014 - 08.2018
Customer Service Specialist
Avant Credit
03.2013 - 10.2014
Bachelor of Arts - Economics
Southern Illinois University
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