TAYLOR BOLIN
O'Fallon
Summary
Sales professional with a decade of experience in consultative selling and lead generation. Consistently exceed quotas through cold calls and relationship-building. Quick to master new systems, demonstrating a commitment to professional growth while balancing personal values.
Overview
6
6
years of professional experience
Work History
Inside Sales Agent (ISA)
Sonder Home Team
Charleston
03.2025 - Current
- Execute 39+ daily contacts and secure 4+ appointments per week, driving consistent pipeline
- Prospected homeowners through cold calls, generating listing agreements and partnering with real estate team to connect sellers
- Closed listing agreements with property owners, coordinating with real estate agent team for smooth transaction completion
- Operate in commission-based compensation model, leveraging performance mentality to drive revenue
- Mastered complex CRM systems and sales operations, showcasing high coachability and adaptability in a fast-paced environment
- Worked remotely from home office
Account Executive
Closer Software
Sedona
05.2023 - 03.2025
- Closed deals remotely using consultative selling and relationship-building techniques
- Generated qualified leads through outbound prospecting, social media marketing, and phone-based sales conversations
- Expanded role from part-time to full-time, showcasing initiative and consistent high performance
- Transitioned to full-time position, taking on increased responsibilities and contributing to team objectives.
- Mastered new platforms and CRM systems quickly to enhance operational efficiency
- Worked in a B2B SaaS startup environment, contributing to team goals.
Sales Representative
Grant Cardone Enterprises
Scottsdale
01.2023 - 10.2023
- Cold called leads, closing sales over the phone in high-energy environment
- Honed phone sales technique and developed resilience through intensive training and feedback
- Excelled in competitive team setting with mentorship and coaching support
- Worked in-office environment, collaborating with team members and supporting daily operations.
Insurance Sales Agent
1099 Independent Contractor
O'Fallon
04.2020 - 01.2023
- Executed face-to-face consultative selling with leads, setting appointments and closing sales in person
- Built personal client relationships and closed complex sales independently
- Cold called prospects to generate leads and secure consultations
- Managed personal schedule effectively as a 1099 self-employed professional for over 3 years
Skills
- Commission-Based Sales
- Outbound Prospecting
- Lead Generation & Qualification
- Cold Calling Excellence
- Social Media Marketing
- Inside Sales
- Customer Relationship Management
- High-Performance Environments
- Coachability & Adaptability
- Independent Work Ethic
- Performance Tracking
- Driven sales performer with a consultative foundation: I'm committed to results, but I achieve them through authentic relationship-building, warmth, and genuine understanding of what matters—not hard-closing tactics
- High Performer: Consistently exceeded quotas across multiple roles and compensation models
- Coachable: Thrive in mentorship environments; rapid learner who implements feedback immediately
- Go-Getter Mentality: Self-motivated, action-oriented, and driven to succeed independently and as part of a team
- Resilience: 10 years of sales rejection and competition built thick skin and determination
- System Learner: Proven ability to rapidly master new software, platforms, and workflows—ready to learn Lightroom, photo editing, boat operations, and any new systems required
- Strong Work Ethic: Comfortable with early mornings (7 AM start), outdoor work, and physical demands
- Water Comfortable: At home in water environments and marine settings
WHY ISLAND DREAM PRODUCTIONS
- Commission-Based Performer: 10 years in commission-based environments, 6 as a 1099 independent contractor—I understand performance accountability and thrive when compensation is tied to results. Photo sales commissions ($60-100/hr) align perfectly with this mentality.
- Customer Engagement Excellence: Spent 10 years prospecting, qualifying, and building rapport via phone and face-to-face. I'm skilled at reading people, creating positive experiences, and motivating guests to engage with photo opportunities.
- Coachable Go-Getter: Consistently elevated myself in sales environments. Cardone Enterprises coaching culture refined my mindset; SaaS startup scaled from part-time to full-time based on performance; ISA role adapted quickly to new systems. Ready to master Lightroom, photography workflows, boat operations, and all new systems with the same hunger and coachability that's defined my career.
- Comfortable in Marine Environments: At home on the water and genuinely drawn to ocean and maritime culture. This isn't my first time around boats and marine settings—I'm excited about the lifestyle, not just the job.
- Family-Aligned Transition: My wife and I are pursuing work that aligns with our lifestyle values and family goals. This move represents meaningful change for our family—working in environments we love, where I can be present for my kids (Solomon, Moses, and Loanna), and building a life connected to the ocean and outdoor pursuits we're passionate about.
- Independent Worker with Team Mentality: 6 years as 1099 contractor proved I can manage myself; Cardone and team environments showed I collaborate well and take coaching. Can work independently AND coordinate seamlessly with boat captains and crew.
- Genuine Passion for This Work: This isn't a random application. I'm seeking work that matters beyond a paycheck—work that connects to what I value. Island Dream offers exactly that: meaningful days on the water, capturing moments for people, and contributing to their adventures.
Timeline
Inside Sales Agent (ISA)
Sonder Home Team
03.2025 - Current
Account Executive
Closer Software
05.2023 - 03.2025
Sales Representative
Grant Cardone Enterprises
01.2023 - 10.2023
Insurance Sales Agent
1099 Independent Contractor
04.2020 - 01.2023