Taylor Fleming
St. Petersburg
Summary
Results-driven Director of Business Development with 3 years of experience driving growth for SaaS solutions in the SMB market. Proven expertise in cold outreach, prospecting, and managing the full sales cycle from first contact to close. A true sales hunter with a persuasive and fast-paced approach, consistently exceeding targets. Personally closed over $5 million in new revenue, contributing directly to company growth. Thrives in high-performance environments where speed, precision, and grit translate into real business impact.
Overview
3
3
years of professional experience
Work History
Director of Business Development / Account Executive
Drive Social Media
05.2023 - Current
- Manage full-cycle sales execution while leading a team of 8 BDRs in a high-velocity SaaS environment, balancing team mentorship with personal quota attainment.
- Run 4+ in-person demo meetings daily and 8+ closing meetings weekly within a 1.5-hour radius of Tampa Bay, FL.
- Surpassed sales quota with 117% attainment, closing $300K+ in monthly ARR with an average deal size of $50K across SMB clients.
- Highest revenue generator among all Directors across 6 offices in 2024; currently leading in quota attainment as of the end of Q2 2025.
- Designed and implemented weekly BDR training programs focused on cold calling, demo auditing, industry knowledge, and prospecting — driving team development and goal overperformance.
- Leveraged Challenger Sales strategies to conduct deep discovery, uncover hidden pain points, and position multi-channel platform solutions, resulting in a 54% higher win rate than the team average.
Senior Business Development Representative
Drive Social Media
01.2023 - 04.2023
- Sourced and closed $96K/month in ARR across diverse sectors, owning the full sales cycle from outreach through negotiation and close.
- Conducted strategic discovery that aligned platform features to client-specific challenges in automation, campaign governance, and multi-location marketing.
- Rapidly promoted to Director-level role within 4 months (typical track: 12+ months), based on performance and demonstrated leadership.
Business Development Representative
Drive Social Media
08.2022 - 12.2022
- Made 2,800+ outbound calls/month and held 20+ prospect meetings, surpassing monthly opportunity generation goals.
- Identified and nurtured ideal customer profiles, leading to a 70% meeting-to-win conversion rate.
- Delivered custom pitches based on industry-specific value drivers, accelerating early-stage deal progression.
- First in cohort of 30 to meet promotion criteria to Senior BDR.
Education
Bachelor of Arts - Communications
East Carolina University
Greenville, NC05-2022
Skills
- Sales Negotiation, , Revenue Generation, Team Leadership, Full-Cycle SaaS Sales, Strategic Prospecting Sales Coaching, Deal Negotiation, Customer Discovery, Value Selling, Sales Training
- Methodologies: Challenger Sales, Solution Selling,Multi-Stakeholder Sales
- Tools: Salesforce CRM, SEMrush, ZoomInfo, Otterai, HubSpot
Timeline
Director of Business Development / Account Executive
Drive Social Media
05.2023 - Current
Senior Business Development Representative
Drive Social Media
01.2023 - 04.2023
Business Development Representative
Drive Social Media
08.2022 - 12.2022
Bachelor of Arts - Communications
East Carolina University
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