- Travel (recently spent 4 months in an RV)
- Skiing
- Fitness
- Cooking
- Hiking and outdoors
Jesse Fifield
Naples
Summary
I've spent my entire professional life in sales and customer service.. Over the years I’ve developed a reputation for professionalism, empathy and problem solving. I pride myself on listening to the needs of others, resolving issues efficiently, and creating positive sales experiences that build trust and loyalty.
Overview
17
17
years of professional experience
1
1
Certification
Work History
Customer Service Representative
L.L. Bean
09.2025 - Current
- Assisted customers with product inquiries and order processing to enhance satisfaction.
- Utilized customer relationship management software to track interactions and ensure follow-up.
- Maintained knowledge of product features and promotions to provide accurate information.
- Resolved customer complaints with empathy, resulting in increased loyalty and repeat business.
- Boosted sales revenue by identifying customer needs and recommending appropriate products or services.
Real Estate Agent
Portside Real Estate Group
09.2020 - Current
- Worked as an independent contractor across many facets of real estate, including residential sales, investment sales, leasing and property management.
- Utilized CRM software (MoxiWorks) to maintain client relationships, encourage repeat business and track sales activities efficiently.
- Assisted clients in navigating real estate transactions from buyer consultation to closings, ensuring clear communication and support.
- Negotiated a wide array of real estate contracts, advocating for my clients and facilitating smooth communication between parties.
Real Estate Agent / New Construction Coordinator
RE/MAX / The David Banks Team
07.2023 - 12.2024
- Worked as a full time employee for the #1 real estate team in Maine and #3 RE/MAX in the US by sales volume.
- Personally closed 50+ real estate transactions from start to finish.
- Specialized in new construction projects ranging from single family homes to 20+ unit developments to 30+ unit condo buildings.
- Consulted with developers and investors to optimize project locations, unit mix, floor plans, fixtures/finishes and pricing.
Real Estate Agent / Leasing Manager
Jacob Realty
06.2014 - 09.2020
- Hired, trained and managed a team of 10+ leasing agents.
- Functioned as a top producing individual leasing agent, averaging 40+ transactions per year and $100k+ in gross rental commissions.
- Set the company record for apartments leased in one day (22).
- Represented the buyer in a sale the broke the all time price per square foot record for a Beacon Hill condo.
Assistant Retail Store Manager
Abercrombie & Fitch
12.2008 - 06.2014
- Managed all aspects of high volume store with 100+ employees, including recruiting, hiring, training, scheduling, floorsets, shipment processing and daily operations.
Education
Bachelor of Arts - Philosophy
Hobart And William Smith
Geneva, NY05-2008
Skills
- Customer support (email, phone, chat)
- Problem resolution and troubleshooting
- Empathy driven communication
- Strong tech literacy / ability to learn new platforms
- CRM platforms
- Active listening
- Critical thinking
- Problem resolution
- Business development
- Training and onboarding
- Active Maine real estate license
Certification
- National Association of Realtors
- Licensed Associate Real Estate Broker in Maine
Interests
Timeline
Customer Service Representative
L.L. Bean
09.2025 - Current
Real Estate Agent / New Construction Coordinator
RE/MAX / The David Banks Team
07.2023 - 12.2024
Real Estate Agent
Portside Real Estate Group
09.2020 - Current
Real Estate Agent / Leasing Manager
Jacob Realty
06.2014 - 09.2020
Assistant Retail Store Manager
Abercrombie & Fitch
12.2008 - 06.2014
Bachelor of Arts - Philosophy
Hobart And William Smith