Jeremy Wakefield
@jeremywakefield
Revenue-driven sales executive specializing in high-ticket deals, team leadership, and scalable growth.
What I'm looking for
I am a dynamic, revenue-driven sales executive with over 15 years of experience leading high-ticket sales teams and building multi-million-dollar pipelines. I have a proven track record generating $70M+ in total revenue and driving aggressive growth in commission-heavy environments.
As a senior sales leader and co-founder, I have built revenue growth systems, scaled remote teams, and managed large partnerships — including driving $40M+ in funded deals and $30M+ in revenue within condensed timeframes. I excel at sales strategy, pipeline expansion, CRM-driven operations, and performance coaching.
I bring a pragmatic, results-focused approach to leadership and operations, prioritizing KPI execution, strategic forecasting, client acquisition, and retention to deliver measurable top-line impact.
Experience
Work history, roles, and key accomplishments
Chief Revenue Officer
Prosperity Capital Loans
Dec 2023 - Present (2 years)
Co-founded the company and built revenue growth systems, driving $40M+ in funded deals (2020–2024) and managing high-ticket sales partnerships and accounts.
Chief Revenue Officer
Wealth Accelerators Global
Aug 2020 - Dec 2023 (3 years 4 months)
Generated $30M+ in revenue in under 24 months, led and coached a remote team of 25 sales reps, and created a Trucking Automation model producing $20M in 2022.
Achieved top team ranking and was #15 company-wide for issuing $0 credits while supporting customer accounts and service inquiries.
Customer Care Representative
Caremark
Sep 2018 - Mar 2019 (6 months)
Maintained top performance metrics and near-perfect attendance while handling customer care duties and escalations.
Technology Consultant
Computers Plus
Aug 2013 - Aug 2018 (5 years)
Generated $875K+ in sales within one year and acquired 5–10 lifetime customers weekly through technology consultations and sales.
New Home Consultant
Jagoe Homes
Mar 2015 - Jan 2016 (10 months)
Sold $1.7M in new construction by consulting buyers and managing the sales process from lead to close.
Exceeded sales goals for loans, deposits, and fee income while advising customers on financial products and services.
Financial Advisor Trainee
Merrill Lynch
May 2011 - Aug 2011 (3 months)
Built a sales pipeline and recommended tailored investment products during a trainee program to support client investment goals.
Led business consultations and facilitated Apple workshops to drive device and service sales to business customers.
Direct Sales Field Manager
Sol Acquisitions Marketing Firm
May 2004 - Jan 2008 (3 years 8 months)
Promoted to Field Manager in the first week and consistently averaged 200% to goal leading direct sales teams and field operations.
Education
Degrees, certifications, and relevant coursework
Lee University
Bachelor of Science, Finance
2004 - 2008
Completed a Bachelor of Science in Finance at Lee University from 2004 to 2008, focusing on financial principles and investment fundamentals.
Tech stack
Software and tools used professionally
Availability
Location
Authorized to work in
Job categories
Skills
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