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# Kerry Sullivan

**Headline:** VP Sales | Head of Sales | Revenue & GTM Leader | Built Record-Breaking Sales Teams | Led Organizations to 180 | AI-Native Sales Systems
**Profession:** Sales Leader/ Sales Manager/ Owner/
**Location:** Miami Beach, Florida, United States

## About

Kerry Sullivan is the owner of Kerry Sullivan Sales, where he provides independent sales coaching and consulting to professionals and teams across industries. With more than 20 years in sales and virtual work, Kerry builds, scales, and turns around sales organizations through structured call flows, scripting, recruiting, coaching, accountability, pipeline discipline, and hands-on closing. He has led organizations of up to 180 salespeople, developed nationally ranked producers, and delivered company-record sales results. At SUPERAGENT AI, Kerry helped establish an early sales motion, personally closed the company’s first customers, and contributed to growth from $0 in customer revenue to $1.2 million ARR and 100 agency customers within six months. He has also helped increase sales approximately 4X at both Discipline & Grit and Empower Network, LLC, and has improved team performance by as much as 300% through coaching. Kerry is an AI builder as well as a sales operator, developing agentic workflows and VeloForge, an AI-driven endurance-coaching application for competitive cyclists. Based in Miami Beach and open to travel, Kerry is exploring remote VP of Sales, Head of Sales, and revenue/GTM leadership opportunities, particularly in AI, SaaS, InsurTech, and Construction Tech.

## Services

- Construction Management
- Residential Construction
- Project Management
- Construction Project Management
- Contractor Management
- building Permitting
- Sports Psychology
- Sponsorship Sales
- Consultative Selling
- High-Ticket Sales
- Sales Performance
- Sales Psychology
- Turn Around Management
- Performance Management
- Sales Trainings
- Talent Development
- Recruiting
- Go-to-Market Strategy
- Sales Strategy
- Revenue & Profit Growth
- B2B Sales
- Pipedrive
- GoHighLevel
- HubSpot
- Revenue Operations \(RevOps\)
- Business Development
- Cursor AI
- AI Product Development
- AI Agents
- Sales Leadership

## Highlights

- Helped take SUPERAGENT AI from $0 in customer revenue to $1.2 million ARR and 100 agency customers within six months.
- Personally closed SUPERAGENT AI’s first three customers, later described as its first five customers, while selling an AI platform to insurance agency owners and district-level decision-makers nationwide.
- Built SUPERAGENT AI’s end-to-end sales motion, including prospecting, outreach, qualification, demos, follow-up, objection handling, and closing.
- Built AI-assisted prospecting and follow-up workflows integrated with HubSpot, GoHighLevel, and Pipedrive at SUPERAGENT AI.
- Represented SUPERAGENT AI at insurance industry events through live product demonstrations and direct sales to agency owners.
- Led approximately 180 active salespeople at Empower Network, LLC during a business-critical turnaround.
- Helped increase Empower Network sales approximately 4X within two months when the company was approximately 30 days from going out of business.
- Built and led an elite high-ticket sales and closing team at Empower Network while personally selling and coaching the broader organization.
- Helped drive an approximately 4X sales increase in three months at Discipline & Grit by implementing a phone-based virtual sales model.
- Recruited, trained, coached, and managed up to 10 insurance producers at Discipline & Grit while becoming a top individual producer.
- Built Discipline & Grit’s sales operation from the ground up, including recruiting, onboarding, training, pipeline management, follow-up, closing, and retention.
- Ranked among FYM Financial LLC’s Top 3 producers across life insurance and Medicare sales and earned company incentive trips through top-tier individual production.
- Built an automated agent-recruiting system at FYM Financial that generated recruiting appointments for approximately $9 each.
- Developed cold-email acquisition campaigns at FYM Financial that generated response rates of approximately 10%.
- Built FYM Financial’s recruiting process end to end, from data sourcing and outbound messaging through automated follow-up, appointment generation, and agent onboarding.
- Coached a Tesla solar sales professional who became the #1 producer nationally.
- Recruited, trained, and developed multiple nationally ranked top-5% sales performers.
- Helped sales teams achieve company-record performance and improved team sales performance by as much as 300% through structured coaching, accountability, and performance systems.
- Built and led a four-person sales team at LeadEvo, grew sales 2X, and delivered back-to-back company sales records in June and July.
- Maintained an approximately 80% close rate selling Human Optimization Labs health and performance consulting services to coaches.
- Developed complex B2B opportunities for custom supplement and product solutions at Human Optization Labs, including manufacturing and fulfillment partner relationships and multi-stakeholder deal development.
- Broke company sales records selling high-ticket marketing and consulting programs at Overcome Everything, Inc.
- Co-founded Rock Star Triathlete and developed and sold online endurance-coaching programs for competitive triathletes.
- Built strategic partnerships, joint ventures, and promotional deals with businesses and influencers in the endurance-sports industry through Rock Star Triathlete.
- Raced professionally in triathlon for three years and secured sponsorship partnerships to support his racing career.
- Owned and coached at Trieuphoria, an online triathlon-training business that drove online and face-to-face activity.
- Owned Triathlon Summit, an online webinar series for triathletes, where he secured joint ventures and drove online sales.
- Developed agentic AI workflows and VeloForge, an AI-driven endurance-coaching application for competitive cyclists.
- Applies elite athletic-performance principles—deliberate practice, measurement, coaching, accountability, preparation, resilience, and continuous improvement—to sales leadership and coaching.
- Has more than 20 years of sales and virtual-work experience and has led sales organizations of up to 180 people.

## Experience

- **Sales Leader/ Sales Manager/ Owner/ at Kerry Sullivan Sales** (2005-08-01–present) — Independent sales coaching and consulting for sales professionals and teams across multiple industries, focused on improving individual production, closing performance, and sales-team execution. • Coached sales professionals across insurance, automotive, solar, high-ticket sales, and other industries • Coached and developed a Tesla solar sales professional who went on to become the #1 producer nationally • Recruited, trained, and developed multiple nationally ranked top-5% sales performers • Helped sales teams achieve company-record performance through structured coaching, accountability, and performance systems • Improved team sales performance by as much as 300% • Apply principles from elite athletic performance — deliberate practice, measurement, coaching, accountability, and continuous improvement — to sales performance
- **Sales Director at SUPERAGENT** (2025-09-01–2026-08-01) — Joined SUPERAGENT AI at an early stage and helped establish the company's initial sales motion, personally closing its first 3 customers and helping build the foundation for continued revenue growth. • Personally hunted and closed insurance agency owners and district-level decision-makers nationwide for an AI sales platform • Helped take SUPERAGENT AI from $0 in customer revenue to $1.2M ARR and 100 agency customers within 6 months, helping build the company's sales motion from the ground up. • Personally closed the company's first five customers and continued hunting and closing insurance agency owners and district-level decision-makers nationwide • Helped build the end-to-end sales motion — prospecting, outreach, qualification, demos, follow-up, objection handling, and closing • Built and operated AI-assisted prospecting and follow-up workflows integrated with HubSpot, GoHighLevel, and Pipedrive • Coached sales producers on consultative selling, objection handling, follow-up, and
- **Top Producer at FYM Financial LLC** (2024-03-01–2025-09-01) — Consistently ranked as a Top 3 producer while simultaneously building a sales team and developing a scalable agent-recruiting system. • Ranked among the company's Top 3 producers across life insurance and Medicare sales • Earned company incentive trips through top-tier individual production • Recruited, trained, and developed new insurance agents while maintaining top individual sales performance • Built an automated outbound recruiting system targeting newly licensed insurance agents, generating recruiting appointments for approximately $9 each • Developed cold-email acquisition campaigns that generated response rates of approximately 10% • Built the recruiting process end-to-end — data sourcing, outbound messaging, automated follow-up, appointment generation, and agent onboarding • Combined high-level individual production with team building and sales-system development
- **Life Insurance Agency Owner at Discipline & Grit** (2020-06-01–2025-08-01) — Helped drive an approximately 4X increase in sales over three months by teaching and implementing a phone-based virtual sales process for a team that had previously relied heavily on face-to-face selling • Became a top individual producer while simultaneously building and leading a sales team • Recruited, trained, coached, and managed a team of up to 10 insurance producers • Developed multiple top-performing producers through structured sales training, call coaching, objection handling, and performance accountability • Built the sales operation from the ground up — recruiting, onboarding, training, pipeline management, follow-up, closing, and retention • Created repeatable virtual sales systems that helped producers transition from traditional face-to-face selling to a disciplined phone-based sales model • Operated as both agency owner and player-coach, personally producing while developing the people and systems required to scale
- **Sales and Business Development Executive at Business Development Solutions** (2020-02-01–2022-11-01) — Leading sales teams and create new strategic business partnerships
- **Head Of Sales at LeadEvo** (2018-03-01–2018-12-01) — Built and led a team of 4 and grew sales 2X, with back to back company sales records in June and July.
- **President Of Sales at Empower Network, LLC** (2017-02-01–2018-05-01) — Took over sales leadership during a critical turnaround period when the company was approximately 30 days from going out of business. • Led a large sales organization and helped rapidly restore sales performance and revenue. • Led a sales organization of approximately 180 active salespeople during a high-pressure company turnaround • Helped increase sales approximately 4X within two months, contributing to the company's short-term financial stabilization • Built and led a smaller elite sales team focused on high-ticket opportunities and closing • Personally sold high-ticket offers while simultaneously leading and coaching the broader sales organization • Implemented stronger sales coaching, accountability, performance management, and closing processes across the organization • Developed top performers and worked directly with salespeople to improve conversion and individual production • Operated as a hands-on sales executive during a business-critical period requiring immediate re
- **President Of Sales at Human Optization Labs** (2016-11-01–2020-02-01) — Focused on originating complex B2B opportunities and building strategic partnerships between companies requiring specialized products and the organizations capable of delivering them. • Prospected and developed large B2B opportunities with companies seeking custom supplement and product solutions • Identified and developed relationships with manufacturing and fulfillment partners capable of delivering client requirements • Structured opportunities involving multiple stakeholders across sales, manufacturing, and fulfillment • Managed early-stage business development from prospecting and discovery through partner alignment and deal development
- **President of Sales at Human Optimization Labs** (2016-06-01–2019-06-01) — Led sales for a health and performance consulting business, operating as a player-coach responsible for both personal production and developing a small sales team. • Personally maintained an approximately 80% close rate selling health and performance consulting services to coaches • Led and coached a small sales team, training reps on discovery, consultative selling, objection handling, and closing • Developed and refined the sales process and messaging based on direct prospect conversations and sales performance • Operated as a hands-on sales leader — personally closing business while coaching the team to improve conversion and execution
- **Inside Sales Representative at Overcome Everything, Inc** (2012-03-01–2016-11-01) — Sold high-ticket marketing and business consulting while competing professionally as a triathlete. • Became a record-setting producer and began applying principles from elite sports psychology and performance coaching directly to sales. • Broke company sales records selling high-ticket marketing and consulting programs • Developed a high-performance approach to sales using principles from professional sport — preparation, deliberate practice, visualization, emotional control, resilience, and consistent execution • Applied structured preparation and post-call analysis to continuously improve sales performance • Developed the foundation of the performance-coaching methodology I later used to train and develop sales teams and top producers
- **Pro triathete at Self** (2010-04-01–2012-11-01) — Competed professionally in triathlon while managing the business and commercial side of my athletic career. • Raced professionally for three years in competitive triathlon • Secured and negotiated sponsorship partnerships to support my professional racing career • Built relationships with brands and industry partners • Applied elite-performance principles including disciplined preparation, goal setting, measurement, resilience, and continuous improvement — principles I later carried into sales leadership and coaching
- **Co Founder / coach at Rock Star Triahtlete** (2009-08-01–2015-11-01) — Co-founded and built an online coaching platform providing training programs and performance coaching for competitive triathletes. • Developed and sold online endurance coaching programs and services • Built strategic partnerships and joint ventures to expand audience reach, customer acquisition, and revenue • Negotiated partnership and promotional deals with businesses and influencers in the endurance sports industry • Coached competitive triathletes using structured training, performance measurement, and sports psychology principles • Helped drive sales, marketing, partnerships, and overall business development for the platform
- **Owner at Triathlon Summit** (2008-01-01–2009-01-01) — Online webinar series for triathletes Secured Joint ventures Drove online Sales
- **Owner / Coach at Trieuphoria** (2006-05-01–2011-05-01) — Online triathlon training Drove many online and face to face

## Education

- Middlesex School
- MA, Sports and Liesure Managment — University of Aberdeen

## FAQ

### What does Kerry do?

Kerry is a sales leader, sales manager, owner, revenue leader, and GTM operator. Through Kerry Sullivan Sales, he coaches and consults with sales professionals and teams on individual production, closing performance, sales-team execution, recruiting, process, accountability, and performance improvement.

### What are Kerry’s sales leadership strengths?

Kerry’s strongest areas include building sales teams and processes from the ground up sales turnarounds call structure, scripting, training, recruiting, coaching, performance management, prospecting, follow-up, closing, and revenue operations. He is experienced as a manager of managers and has overseen training and performance across sales organizations of up to 180 people.

### What did Kerry accomplish at SUPERAGENT AI?

At SUPERAGENT AI, Kerry joined at an early stage as Sales Director and helped establish the company’s initial sales motion for an AI platform sold to insurance agency owners and district-level decision-makers nationwide. He personally closed the company’s first three customers, later described as the first five customers, and helped take the business from $0 in customer revenue to $1.2 million ARR and 100 agency customers within six months. His most recent role ended when the company restructured after sales success overwhelmed operations.

### How did Kerry build sales systems at SUPERAGENT AI?

Kerry built SUPERAGENT AI’s sales motion across prospecting, outreach, qualification, demos, follow-up, objection handling, and closing. He built and operated AI-assisted prospecting and follow-up workflows integrated with HubSpot, GoHighLevel, and Pipedrive coached producers refined messaging and positioning from customer conversations and represented the company at insurance events through live demos and direct selling.

### What did Kerry accomplish at Empower Network, LLC?

At Empower Network, LLC, Kerry took over sales leadership during a critical turnaround when the company was approximately 30 days from going out of business. He led approximately 180 active salespeople, helped increase sales about 4X within two months, and contributed to short-term financial stabilization. He also built and led a smaller elite high-ticket closing team while personally selling and coaching the wider organization.

### What did Kerry accomplish at Discipline & Grit?

As Life Insurance Agency Owner at Discipline & Grit, Kerry helped drive an approximately 4X sales increase over three months by teaching and implementing a disciplined, phone-based virtual sales process for a team that had relied heavily on face-to-face selling. He recruited, trained, coached, and managed up to 10 insurance producers while becoming a top individual producer.

### What did Kerry accomplish at FYM Financial LLC?

At FYM Financial LLC, Kerry consistently ranked among the company’s Top 3 producers across life insurance and Medicare sales and earned company incentive trips through top-tier production. While maintaining individual performance, he recruited, trained, and developed new insurance agents and built a scalable agent-recruiting system.

### What recruiting systems did Kerry build at FYM Financial LLC?

Kerry built an automated outbound recruiting system focused on newly licensed insurance agents that generated recruiting appointments for approximately $9 each. He also developed cold-email acquisition campaigns with approximately 10% response rates and built the process end to end, including data sourcing, messaging, automated follow-up, appointment generation, and onboarding.

### What results has Kerry delivered through Kerry Sullivan Sales?

At Kerry Sullivan Sales, Kerry has coached professionals in insurance, automotive, solar, high-ticket sales, and other industries. He coached and developed a Tesla solar sales professional who became the #1 producer nationally, recruited and developed multiple nationally ranked top-5% performers, helped teams achieve company-record results, and improved team sales performance by as much as 300%.

### What did Kerry accomplish at LeadEvo?

At LeadEvo, Kerry built and led a team of four, grew sales 2X, and delivered back-to-back company sales records in June and July.

### What did Kerry do at Human Optimization Labs?

At Human Optimization Labs, Kerry held President of Sales roles involving both health and performance consulting and complex B2B opportunity development. In consulting sales, he maintained an approximately 80% close rate selling to coaches, personally closed business, coached a small team, and refined sales process and messaging. In B2B business development, he developed custom supplement and product opportunities, built manufacturing and fulfillment partnerships, and aligned stakeholders through deal development.

### What did Kerry do at Business Development Solutions?

At Business Development Solutions, Kerry led sales teams and created new strategic business partnerships.

### What did Kerry accomplish at Overcome Everything, Inc.?

At Overcome Everything, Inc., Kerry sold high-ticket marketing and business consulting programs, broke company sales records, and developed a high-performance sales approach informed by professional sport. His approach included preparation, deliberate practice, visualization, emotional control, resilience, consistent execution, and post-call analysis it became a foundation for his later sales coaching methodology.

### What did Kerry do at Rock Star Triathlete?

Kerry co-founded Rock Star Triathlete, an online coaching platform for competitive triathletes. He developed and sold endurance-coaching programs, coached athletes using training, measurement, and sports psychology principles, and supported sales, marketing, partnerships, and business development. He also built joint ventures and negotiated promotional arrangements with businesses and influencers in endurance sports.

### What is Kerry’s professional triathlon background?

Kerry raced professionally in triathlon for three years while managing the commercial side of his athletic career. He secured and negotiated sponsorships, built brand and industry relationships, and carried principles of disciplined preparation, goal setting, measurement, resilience, and continuous improvement into sales leadership and coaching.

### What did Kerry do at Trieuphoria and Triathlon Summit?

Kerry was Owner and Coach at Trieuphoria, providing online triathlon training and driving online and face-to-face activity. As Owner of Triathlon Summit, he ran an online webinar series for triathletes, secured joint ventures, and drove online sales.

### What AI product and workflow experience does Kerry have?

Kerry is a hands-on AI builder. He has developed agentic workflows and VeloForge, an AI-driven endurance-coaching application for competitive cyclists. His work on VeloForge has included product strategy, AI systems, software development, integrations, debugging, UX, and go-to-market, using AI as an operating layer rather than solely a productivity tool.

### What education and certifications does Kerry have?

Kerry holds an MA in Sports and Leisure Management from the University of Aberdeen, completed in 2005. He attended Middlesex School, with a listed completion year of 2001. He is also certified in Florida as an Insurance Agent for Accident, Health, Life, Variable Life, and Variable Annuities, and holds a RESULTS certification.

### What tools and additional domains does Kerry work in?

Kerry’s listed capabilities include consultative and high-ticket sales, sales psychology, sales performance, sales training, sales leadership, sales management, sales coaching, talent development, recruiting, turnaround management, GTM strategy, revenue and profit growth, B2B sales, RevOps, business development, strategic partnerships, AI agents, prompt engineering, AI workflow automation, AI product development, and tools including HubSpot, GoHighLevel, Pipedrive, and Cursor AI. He also lists construction management, residential construction, project management, construction project management, contractor management, and building permitting among his skills.

### What opportunities is Kerry seeking?

Kerry requires remote work and has 20 years of virtual-work experience. He is based in Miami Beach, open to travel, and is exploring VP of Sales, Head of Sales, and revenue/GTM leadership opportunities, especially with companies that need to build, scale, or transform a sales organization in AI, SaaS, InsurTech, or Construction Tech.

## Links

- LinkedIn: https://www.linkedin.com/in/kerrysullivan22

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