Summary
Overview
Work History
Education
Skills
Websites
Recognition
Timeline
Generic

Jamie Jump

Costa Mesa,CA

Summary

Dynamic Vice President of Sales with 20+ years of experience leading go-to-market strategy, scaling high-performing sales teams, and delivering multimillion-dollar revenue growth across insurtech, real estate, and digital media. Proven ability to penetrate new markets, build trusted client partnerships, and exceed sales targets. Known for combining data-driven strategy with relationship-first leadership to accelerate adoption, strengthen client trust, and drive sustained growth.

Overview

36
36
years of professional experience

Work History

Vice President of Sales, CA

TheGuarantors
New York, New York
07.2024 - Current
  • Architected and executed the GTM strategy that positioned California as the company’s flagship market, driving adoption of insurtech products across 400K+ multifamily units.
  • Generated $24.8M in California lease guarantee revenue from 2023 through Q3 2025, equating to nearly $300M in enterprise value at a 12× industry multiple.
  • Developed and executed strategic sales initiatives to increase market share and revenue growth.
  • Elevated California into the top-performing region by setting new benchmarks for enrollment, revenue per unit, and gross written premium (GWP)—establishing the blueprint for future state-level expansions.
  • Forged strategic partnerships with national and regional operators, tailoring coverage structures to California regulations while securing large-scale portfolio launches.

Regional Vice President, West

TheGuarantors
New York, New York
04.2022 - 07.2024
  • Designed and executed the company’s first GTM strategy on the West Coast, successfully launching operations in California, Oregon, and Washington.
  • Built and scaled a regional sales organization from the ground up, recruiting, training, and managing a team that delivered rapid portfolio adoption.
  • Secured adoption with major owner-operators including Equity, Greystar, Bozzuto, Sares-Regis, Western National, as well as key California mid-market portfolios.
  • Developed and implemented comprehensive performance metrics for evaluating regional team effectiveness.

Regional Vice President, Sales

CoStar Group
Los Angeles, California
10.2015 - 04.2022
  • Directed six directors and 45 sales executives across the Western U.S., driving strategy for CoStar & Apartments.com Network.
  • Led cross-functional teams to implement operational improvements, resulting in increased efficiency and reduced costs.
  • Cultivated strong relationships with stakeholders, enhancing collaboration and fostering a culture of accountability.
  • Partnered with executive leadership to integrate cross-channel offerings and launch bundled solutions.
  • Spearheaded initiatives that enhanced brand reputation and customer loyalty within assigned territories.

Regional Sales Manager (Network Communications / CoStar Group)

CoStar Group
Los Angeles, CA
10.2006 - 04.2022
  • Managed four managers and 15 sales executives across Southern California.
  • Increased product offerings and profitability by $20M through innovative strategies.
  • Played key role in CoStar’s acquisition of Apartment Finder, converting contracts from print to digital while driving bundled network sales.
  • Directed regional sales strategies to enhance market presence and drive revenue growth.
  • Mentored and trained sales teams, fostering collaboration and improving overall performance.

CEO / President

MediaNews Group / Original Apartment Magazine
Irvine, California
07.2004 - 10.2006
  • Turned around declining operation, restructuring contracts to save $5M annually.
  • Directed strategic initiatives that enhanced operational efficiency across multiple media platforms.
  • Increased top-line contribution by $2M year over year.
  • Spearheaded development of innovative content strategies, increasing audience engagement and brand visibility.

Publisher

Consumer Source, Inc.
Irvine, CA
09.1994 - 06.2004
  • Top National Sales Performer for 36 consecutive months.
  • Delivered 22% EBITA growth in 2004–2005.
  • Doubled market revenue within 24 months through aggressive new sales execution.

Property Management

Shea Properties
Irvine, California
01.1990 - 01.1994
  • On-site management of residential properties, building foundational expertise in multifamily operations.

Education

High School Diploma -

Lutheran High School of Orange County
Orange, CA
06.1985

Skills

  • Go-to-Market Strategy (GTM)
  • Sales Leadership & Team Development
  • Strategic Partnerships & Business Development
  • Multifamily & CRE Partnerships
  • Revenue Growth & P&L Management
  • Digital Marketing & Advertising Sales
  • Contract Negotiation & Executive Engagement
  • Sales pipeline management

Websites

Recognition

  • Multiple National Sales Awards (Consumer Source)
  • Consistently exceeded revenue and enrollment targets across multiple markets
  • Recognized leader in GTM execution and sales team development

Timeline

Vice President of Sales, CA

TheGuarantors
07.2024 - Current

Regional Vice President, West

TheGuarantors
04.2022 - 07.2024

Regional Vice President, Sales

CoStar Group
10.2015 - 04.2022

Regional Sales Manager (Network Communications / CoStar Group)

CoStar Group
10.2006 - 04.2022

CEO / President

MediaNews Group / Original Apartment Magazine
07.2004 - 10.2006

Publisher

Consumer Source, Inc.
09.1994 - 06.2004

Property Management

Shea Properties
01.1990 - 01.1994

High School Diploma -

Lutheran High School of Orange County

Similar Profiles

CREATE PROFILE