Summary
Overview
Work History
Education
Skills
Timeline
Key Qualifications
Accomplishments
References
Work Availability
Key Qualifications
Work Preference
Quote
Software
Languages
Interests
Certification
Generic
Derrick Gerstmann

Derrick Gerstmann

Chickasha,OK

Summary

Experienced high-ticket closer with a 30% closing ratio, consistently achieving sales of programs ranging from $3,500 to $80,000. Skilled in driving revenue through effective one-call close strategies, consultative selling, and building strong relationships with business owners and key decision-makers. Extensive experience in overcoming objections, delivering customized solutions, and aligning offerings with client growth objectives. Specializes in premium coaching programs, event enrollments, and strategic membership sales. Focuses on optimizing sales processes and maximizing client value. Excels in high-pressure environments, collaborating with leadership teams, and contributing to outbound and inbound sales strategies. Passionate about helping businesses scale efficiently through structured mentorship, actionable frameworks, and long-term partnerships.

Overview

8
8
years of professional experience

Work History

High Ticket Remote Closer

Home Service Freedom
08.2024 - Current
  • Generated revenue through the sale of high-ticket event packages and $30,000/year coaching memberships for business owners in the home service industry.
  • Engaged prospects in consultative conversations, identifying business needs, and guiding them toward premium solutions aligned with their growth goals.
  • Operated in a one-call close environment, consistently overcoming objections related to time, cost, and travel by demonstrating long-term value and ROI.
  • Collaborated closely with event organizers during Tommy Mello’s Freedom Event 2024, playing a pivotal role in ticket sales, VIP engagement, and on-site membership enrollment.
  • Supported other team members by refining messaging strategies and ensuring smooth transitions during upsell opportunities.
  • Qualified leads, matched them with the appropriate membership tier, and fostered trust to encourage retention within the Home Service Freedom community.
  • Demonstrated quick decision-making, high emotional intelligence, and a deep understanding of how structured coaching programs drive sustainable business growth.

High Ticket Remote Closer

Apex Growth Method
05.2024 - 08.2024
  • At Apex Growth Method, I specialized in selling high-ticket coaching programs designed to help marketing agencies land mid-market clients and grow rapidly. My primary focus was on identifying qualified prospects—agency owners, media buyers, and consultants—and guiding them into transformative coaching solutions such as the Apex Sales Accelerator and Growth Mastery programs. I conducted consultative sales calls (5 per day), emphasizing the long-term ROI of personalized mentorship from industry veterans with experience at companies like Amazon, Disney, and Experian.
  • I excelled in high-pressure, single-call sales environments by addressing objections around cost, timing, and implementation, positioning Apex’s offerings as essential tools for scaling businesses. My role also involved maintaining ongoing relationships with potential clients through follow-ups and personalized outreach, ensuring a smooth transition from lead engagement to enrollment.
  • In addition to direct sales, I collaborated with Apex’s leadership team during live events and group coaching sessions, contributing to strategy development and assisting clients in maximizing the value of their program investments. This role required deep expertise in outbound and inbound sales strategies, as well as the ability to convey complex growth frameworks in a clear, actionable manner to decision-makers within the digital marketing space.

Sales Consultant

Capitalism.com
02.2022 - 08.2023
  • Work in fast-paced, competitive environment where all compensation was based on commission only
  • Work in capacities as both a team member and as a sole worker in unsupervised work environments that required both team work with my colleagues as well as a strategic flow working on my own to maximize my efficiency and productivity
  • Identify, develop, or evaluate marketing strategy, based on knowledge of establishment objectives, market characteristics, and cost and markup factors
  • Help to build the team and recruit members of the team that I found to be valuable assets as well as help to train said team members to come up to par with what is expected of the role
  • Kept up to date with a CRM and managed over 200,000 leads (as a team)
  • Sold roughly $800,000 in cash collected in my first 9 months in the position.

Founder / CMO

FlossTech Services
06.2016 - 03.2020
  • Founded a tech business with a mission to be an affordable solution for on-site residential and small business tech support
  • Learned social media marketing, cost-effective boots-to-ground marketing, as well as other skills to help increase sales and productivity
  • Built websites, sales pages, web-based apps, and even small-sized CRMs for our company as well as the clients we served
  • Read, understood, and tailored contracts in B2B settings
  • Lead sales and a marketing team of about 5 contracted employees in a small-office setting
  • I was in charge of all client-facing solutions and did outbound calling, door-to-door marketing, and took all warm inbound leads.

Education

High School Diploma - General Studies, however I had an aptitude for English and Literature as well as the musical performing arts.

Spotswood High School
Penn Laird, VA
08-2011

Skills

  • High-Ticket Sales: Expertise in closing $30,000 coaching programs and premium event tickets through one-call close strategies
  • Consultative Selling: Proficient in identifying client needs, positioning solutions, and demonstrating long-term ROI
  • Objection Handling: Skilled at overcoming common objections related to cost, time, and value with confidence and finesse
  • Lead Qualification: Experience engaging with high-level prospects, ensuring alignment with program offerings and scaling objectives
  • Relationship Building: Strong ability to develop rapport with business owners, fostering trust for long-term success
  • Event Collaboration: Coordinated with organizers at live events to enhance ticket sales, VIP experiences, and membership enrollments
  • Sales Strategy Development: Assisted leadership teams in refining messaging, upsell opportunities, and outbound sales frameworks
  • Team Support & Training: Provided guidance to fellow sales team members to maintain consistency and improve closing rates
  • Industry Knowledge: In-depth understanding of high-ticket coaching, marketing agency growth, and scaling businesses through structured mentorship
  • CRM and Communication Tools: Proficient in managing leads, tracking progress, and engaging clients using CRM platforms and tools like Slack

Timeline

High Ticket Remote Closer

Home Service Freedom
08.2024 - Current

High Ticket Remote Closer

Apex Growth Method
05.2024 - 08.2024

Sales Consultant

Capitalism.com
02.2022 - 08.2023

Founder / CMO

FlossTech Services
06.2016 - 03.2020

High School Diploma - General Studies, however I had an aptitude for English and Literature as well as the musical performing arts.

Spotswood High School

Key Qualifications

  • Over 10 years of commission-based sales experience
  • Over 2 years of high ticket sales experience
  • 30% average close rate
  • Excellent communicator
  • Over 5 years of leadership and management experience
  • Over 10 years of customer service experience
  • Managing and maintaining a CRM (Active Campaign and Close.io) and becoming proficient in both

Accomplishments

  • Scaled Tech Company from $0 to $200K in Annual Revenue
    Founded and scaled a tech services company from the ground up, generating $200,000 in annual revenue within two years. Achieved this growth by securing commercial contracts, managing a team, and developing highly effective marketing strategies. Maintained an average ticket size of $60 per service, demonstrating operational efficiency in the home service industry.
  • $51,000 in Sales on Best Day
    Closed $51,000 in cash sales in a single day as a high-ticket closer by leveraging relationship-based selling, extensive product knowledge, and personalized client interaction. Prioritized client success over transactional sales, building lasting partnerships with clients.
  • Generated $160K in Revenue at the Home Service Freedom Event (2024)
    Played a key role in organizing and selling tickets for the Home Service Freedom 2024 event. At the event, drove $160,000 in revenue by creating compelling offers and fostering valuable connections with attendees, significantly contributing to the event’s financial success.
  • Broke Training Record at Remote Closer Academy
    Completed Cole Gordon’s Remote Closer Academy’s 90-day sales training program in just 17 days, securing placement as a closer on day 18—a record achievement that remains unbeaten. Earned recognition from the academy with an interview titled “The Man, The Myth, The Legend.”
  • Consistent 30% Closing Ratio
    Maintained a consistent 30% close rate throughout my sales career, demonstrating tenured excellence in sales conversion. This closing ratio reflects strong communication, product positioning, and relationship-building skills in competitive, high-pressure environments.
  • Contributed to Creating Dozens of Millionaires and Long-Lasting Relationships
    Through my consultative sales approach, I have helped dozens of clients in the coaching and training industries achieve financial success, with many becoming millionaires. Most of my Facebook connections consist of clients I’ve either closed or networked with, showcasing the lasting, powerful, and intimate relationships I build. By fostering trust and genuine connection, I create partnerships that go beyond business transactions, helping clients thrive long term.

References

  • Cory Utecht, +1 (317) 363 - 9122
  • John Hetterich, +1 (513) 438 - 0962
  • Sufijan Cunningham, +1 (614) 404 - 7501

Work Availability

monday
tuesday
wednesday
thursday
friday
saturday
sunday
morning
afternoon
evening
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Key Qualifications

  • Over 10 years of commission-based sales experience
  • Over 2 years of high ticket sales experience
  • 30% average close rate
  • Excellent communicator
  • Over 5 years of leadership and management experience
  • Over 10 years of customer service experience
  • Managing and maintaining a CRM (Active Campaign and Close.io) and becoming proficient in both

Work Preference

Work Type

Full Time

Work Location

Remote

Important To Me

Work-life balanceCompany CultureFlexible work hoursWork from home option

Quote

"...You can have more than you've got because you can become more than you are..."
Jim Rohn

Software

Hubspot

Go High Level

Closeio

Aircall

Microsoft Office

Google GSuite

OpenAI

MacOS/iOS

Android

Canva

Windows 10/11

Wix

Weebly

SquareSpace

Most Payment Processors

OnceHub

Calendly

Zoom

Slack

Discord

Adobe Creative Cloud

HP Office

Kajabi

Skool

Whatsapp

Facebook

Wise

AirTable

Languages

English
Native or Bilingual
Spanish
Limited Working

Interests

Music Composition

Film

Cooking

Sales

Marketing

Investing

Farming

Homesteading

Travel

Certification

  • Remote Closer Academy – Advanced Sales Training
    Successfully completed an intensive program with Cole Gordon, specializing in high-ticket sales mastery. Acquired cutting-edge techniques in one-call closing, advanced objection handling, and persuasive client engagement, empowering me to drive significant revenue growth and exceed sales targets consistently.
  • Sales Mastery Certification
    Achieved a comprehensive understanding of sales psychology and techniques, focusing on relationship building and strategic communication to effectively close high-value deals.
  • Negotiation and Persuasion Skills Training
    Completed a specialized course in negotiation tactics and persuasive communication, enhancing my ability to influence decision-makers and secure lucrative agreements.
  • Customer Relationship Management (CRM) Proficiency
    Gained expertise in using leading CRM systems to manage leads, track sales performance, and enhance customer engagement, streamlining the sales process for maximum efficiency.
Derrick Gerstmann