Summary
Overview
Work History
Education
Skills
Certification
Selected Achievements
Timeline
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JOHNNY JACKSON

JOHNNY JACKSON

San Antonio

Summary

Sales-focused former insurance agency owner with 10+ years in high-activity phone sales. Sold $5M+ in premium at Nationwide, ranked Top 10% and earned multiple Top Agent honors in a 500-agent department. Converts cold/warm leads into booked meetings through disciplined cadences, crisp follow-through, and clear value framing. San Antonio-based; willing to obtain SIE/Series 7/63 as needed.

Overview

18
18
years of professional experience
1
1
Certification

Work History

Owner & Operator

Big Brother Cuttings
02.2023 - Current
  • Built from zero to 70+ recurring clients in two months during spring rush; optimized weekly/biweekly routes for density and drive-time efficiency.
  • Expanded monthly revenue via bundled seasonal services (clean-ups, mulch, trimming) with consistent add-on upsells.
  • Drove rapid approvals with photo estimates & before/after documentation; reduced no-shows via SMS reminders and service calendar.
  • Trained and mentored staff, fostering a collaborative work environment.

Owner/Operator

Johnny Jackson Insurance Agency
03.2022 - 07.2023
  • Built multi-line pipeline across TX; converted inbound web leads and structured outbound follow-ups into same-day/next-day appointments.
  • Aligned carrier appetite, limits, and budget on GL, WC, commercial auto, umbrella/BOP; clean submissions & documentation.
  • Maintained clear CRM stages/tasks to increase show rates and compress cycle time from first contact to bind.
  • Managed daily operations, ensuring compliance with industry regulations and standards.

Insurance Sales Agent

Nationwide
11.2015 - 04.2022
  • Produced $5M+ in written premium; ranked Top 10% in a 500-agent department with multiple Top Agent awards.
  • Qualified and closed via high-volume inbound & outbound calling; increased premium per household through multi-line bundling.
  • Proactive renewal reviews and cross-sell plays drove retention; maintained immaculate CRM notes and activity tracking.
  • Conducted thorough risk assessments to identify potential coverage gaps for clients.
  • Developed customized insurance policies tailored to client needs and preferences.

Insurance Sales Agent

State Farm
05.2013 - 09.2015
  • Met/exceeded monthly production via referrals, networking, and targeted cold calling.
  • Educated clients to improve quote-to-bind ratios; practiced disciplined pipeline management and documentation.
  • Utilized CRM software to manage client relationships and track policy renewals efficiently.
  • Educated clients on insurance products, enabling them to make informed decisions regarding their coverage needs.

Concierge/Bellman/Lead Valet Attendant

MARRIOTT PLAZA
04.2008 - 09.2013
  • Managed guest inquiries and provided personalized recommendations to enhance visitor experiences.
  • Coordinated travel arrangements and reservations, ensuring seamless guest logistics.
  • Developed and maintained relationships with local vendors to secure exclusive offers for guests.
  • Oversaw front desk operations, streamlining check-in/check-out processes for efficiency.

Education

Diploma -

Lanier High School
San Antonio, TX
01.2007

Skills

  • High-volume inbound
  • High-volume outbound
  • Appointment setting
  • Objection handling
  • Discovery & qualification
  • Closing
  • CRM hygiene
  • Pipeline Management
  • Quote→bind follow-through
  • Client retention
  • Small business operations

Certification

  • TX P&C, inactive
  • Life & Health, inactive
  • SIE/Series 7/63, open to obtain

Selected Achievements

  • Sold $5M+ in premium at Nationwide; Top 10% sales ranking and multiple Top Agent awards in a 500-agent department.
  • Scaled Big Brother Cuttings to 70+ recurring clients within two months at start of spring - evidence of rapid execution and hustle.

Timeline

Owner & Operator

Big Brother Cuttings
02.2023 - Current

Owner/Operator

Johnny Jackson Insurance Agency
03.2022 - 07.2023

Insurance Sales Agent

Nationwide
11.2015 - 04.2022

Insurance Sales Agent

State Farm
05.2013 - 09.2015

Concierge/Bellman/Lead Valet Attendant

MARRIOTT PLAZA
04.2008 - 09.2013

Diploma -

Lanier High School