Summary
Work History
Education
Skills
Accomplishments
Languages
Awards And Interests
Timeline
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JESSE P. CHEEVER

JESSE P. CHEEVER

New York City

Summary

High-performing sales and client engagement specialist with a proven record of driving multimillion-dollar growth across luxury retail, fine art, and investment consulting. Recognized as MVP and President’s Club honoree in financial sales after ranking #1 nationally in my first month. Consistently exceed KPIs through expert storytelling, personalized service, and high-conversion relationship building with high-net-worth clients.

Skilled in luxury sales strategy, VIP retention, art advising, and CRM optimization. Adept at managing complex pipelines, leading teams, and executing elevated client experiences that merge financial insight with cultural fluency. Thrive in fast-paced, high-touch environments where precision, discretion, and performance are essential.

Work History

Business Development Representative

Masterworks
New York
03.2025 - Current

MVP, President’s Club (First Month), Top Sales Rep

  • Consistently surpassed all KPIs by converting cold leads into high-value investor appointments through strategic outbound calling and tailored pitches on art as an alternative asset class.
  • Articulated complex investment concepts with clarity, positioning fine art within macroeconomic trends to spark investor interest and accelerate pipeline movement.
  • Achieved Top Rep and President’s Club status in the first month; maintained elite performance across all metrics and rapidly promoted into peer leadership and coaching responsibilities.
  • Blended luxury-client rapport with financial storytelling, mirroring the high-touch service ethos of Sotheby’s while enhancing Masterworks’ fintech credibility.
  • Optimized CRM strategies and prospecting workflows to elevate efficiency, leading to a 40%+ boost in qualified meeting conversions.

Consultant and Content Strategist

HospitableMe
New York
  • Facilitated inclusivity focused hospitality sessions for Booking.com's Travel Proud Program, advising on inclusivity for LGBTQ travelers and other historical marginalized communities.
  • Optimized talent acquisition for C-suite roles and curated content strategies that enhanced brand visibility and inclusivity.
  • Increased DEI training impact by advising $5 Million travel program on LGBTQ traveler inclusivity.
  • Consulted and curated content and provided strategic guidance on DEIB initiatives.

Gallery Manager

Guy Hepner
  • Company Overview: Contemporary and Modern Art
  • Drove high-value sales and managed private client collections, exceeding KPIs through strong relationships with collectors, dealers, and artists.
  • Led marketing initiatives to enhance brand visibility and organized logistics for domestic and international art transport and installation.
  • Specialized in contemporary and post-war art, advising clients on investments, focusing on iconic artists like Warhol, Basquiat, Lichtenstein, and Haring.
  • Contemporary and Modern Art

Boutique Manager

David Yurman / Bloomingdales
Los Angeles
  • Led a high-performing sales team, driving store performance by executing strategic sales initiatives, optimizing workflows, and consistently achieving monthly and annual sales targets.
  • Developed and implemented client engagement strategies, building long-term relationships with VIP clients and enhancing their experience through personalized service and tailored recommendations.
  • Leveraged expert knowledge of gemology and diamonds to ensure precise appraisals, manage inventory, and align visual merchandising with David Yurman's brand image, boosting customer engagement and satisfaction.

Men's World Sales

Louis Vuitton
Los Angeles
  • Surpassed sales targets by utilizing expert product knowledge and providing personalized recommendations, driving growth in men's collections, leather goods, and accessories.
  • Fostered long-term client relationships by customizing shopping experiences, achieving a 60% client retention rate through consistent follow-up and exceptional service.
  • Collaborated with visual merchandising teams to align store displays with Louis Vuitton's global image, ensuring a cohesive and engaging client experience.

Board Advisor and Associate Curator

Anaheim performing Arts Foundation
Anaheim
  • Company Overview: The Knohl Collection
  • Successfully orchestrated multi-million-dollar strategic partnerships to support an 80,000-piece private collection, ensuring world-class standards in art handling, conservation, and curation.
  • Spearheaded fundraising efforts that expanded global museum influence, directly engaging with high-value sponsors and stakeholders to enhance donor relations.
  • Led the planning and execution of exclusive events, including themed fashion shows, galas, and exhibitions, showcasing exceptional event management and logistics coordination.
  • The Knohl Collection

Visual Learning designer for Department Chair of Art History

Columbia University
New York
  • Revamped curriculum design for international summits, driving student engagement and performance through innovative, tailored pedagogical strategies; transformed virtual classrooms into dynamic, high-impact learning environments by leveraging adaptability and problem-solving expertise, while managing complex projects that fostered leadership development and cross-departmental collaboration.

Education

Bachelor of Arts - International Relations, Art History

Columbia University in The City Of New York
New York, NY

Skills

  • Client engagement and management
  • Sales growth strategies
  • Marketing and public relations
  • Luxury sales expertise
  • Art logistics and handling
  • Operations leadership
  • High-profile relationship cultivation
  • Logistical coordination excellence
  • Ambassador, digital media content host
  • Product knowledge
  • Problem-solving
  • Business development

Accomplishments

  • Exceeding sales targets, driving revenue growth in Louis Vuitton's men's collections.
  • Boutique Manager within Bloomingdale's elevating their men's sales by 65%.
  • Successfully orchestrated partnerships to support an 80,000-piece art collection.
  • Facilitated DEI-focused sessions, advising on inclusivity for LGBTQ travelers at Booking.com.
  • Executive Assistant to Vice President: Summer internship.

Languages

  • English, Native
  • French, Advanced

Awards And Interests

Outstanding Leadership Award, Columbia and Rainbow Alliance Scholarship, CNN Hero, CBS Sunday Morning, Lead on Nickelodeon, Polyglot Introductionalist

Timeline

Business Development Representative

Masterworks
03.2025 - Current

Consultant and Content Strategist

HospitableMe

Gallery Manager

Guy Hepner

Boutique Manager

David Yurman / Bloomingdales

Men's World Sales

Louis Vuitton

Board Advisor and Associate Curator

Anaheim performing Arts Foundation

Visual Learning designer for Department Chair of Art History

Columbia University

Bachelor of Arts - International Relations, Art History

Columbia University in The City Of New York
JESSE P. CHEEVER