How To Become a High-Ticket Closer Without Changing Who You Are
You’re watching the surface. The real work happens off-camera.
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In this episode of Attractive Mindset, we sit down with Issacar Jean Simon, a high-ticket closer, head of onboarding for a funding company, sales coach, and entrepreneur with deep roots in Boston, Haitian culture, digital products, credit funding and high-ticket sales.
Issacar breaks down his journey from growing up in a strict Haitian household in Boston, moving between the inner city and suburbs, playing football, getting expelled from school, working early jobs, experimenting with clothing lines, sneaker flipping, taxes, funding, MLMs, and eventually becoming one of the key sales voices inside a growing online funding business.
This conversation goes deep into what it really means to become a closer. Issacar explains why sales is not only about scripts or pressure, but about understanding people, adapting to different personalities, matching energy, asking the right questions, and knowing how to communicate value. He describes his personal closing style as a “shape-shifter” approach, where he adjusts based on the person, the energy, the environment and the outcome he is trying to create.
Issacar also shares how he linked back up with Darius, watched the rise of digital products, saw the opportunity in credit funding, became a tax broker, blew through $70,000 through money mismanagement, learned from setbacks, rebuilt his identity, and stepped into his role as head of onboarding.
Topics include:
- High-ticket closing
- Sales psychology
- How to become a closer
- Hiring and paying closers
- Commission structures
- Credit funding businesses
- Digital products
- Sales coaching
- Haitian household discipline
- Boston upbringing
- Street smarts in business
- Sneaker flipping
- MLM lessons
- Tax broker money
- Losing $70K and rebuilding
- Relationship stress and money communication
- Inner circle programs
- Business mentorship
- Learning from controversial figures
- Authenticity in sales
- Building business brotherhood
If you are a closer, entrepreneur, funding company owner, coach, consultant, digital product seller, credit professional, or someone trying to learn how to sell at a higher level, this episode gives a real look at the mindset, communication and personal evolution behind high-ticket sales.
#HighTicketClosing #Sales #CreditFunding #Entrepreneurship #AttractiveMindset
Chapters & Timestamps
00:00 – Opening hook: losing $70K and learning closing styles
01:05 – Meet Issacar Jean Simon, high-ticket closer and sales coach
02:07 – Growing up in Boston with Haitian roots
02:47 – Strict Haitian household, church, school and discipline
03:46 – Inner city vs suburbs and seeing different environments
05:49 – High school, sports dreams and wanting to make money
08:22 – First jobs, getting expelled and early lessons
11:17 – College, football and realizing the financial pressure
14:15 – Early hustles, MLMs and learning sales foundations
18:04 – Clothing lines, hustling and setbacks
21:12 – Street smarts, business instincts and learning without OGs
24:48 – Building a relationship with Darius and networking together
27:40 – First mentorship investment and mindset training
29:31 – How Issacar started seeing sales as the path
32:15 – Sneaker flipping and creative product marketing
36:19 – Darius discovers credit funding and digital products
42:16 – Becoming a tax broker and learning money flow
44:18 – Blowing through $70K and learning money management
46:25 – Money stress, relationships and communication
48:48 – Identity, shadow work and always knowing who he is
55:43 – Becoming Darius’s main closer and head of onboarding
56:29 – How business owners should hire and pay closers
59:18 – What makes a closer valuable and coachable
1:04:28 – The shape-shifter closing style
1:10:45 – Running onboarding calls and qualifying prospects
1:19:27 – Ads, pipelines, Go High Level and sales flow
1:20:46 – Inner Circle qualifications and scaling entrepreneurs
1:23:37 – Future goals: acquisitions and M&A
1:25:20 – Business brotherhood with Darius
1:27:11 – Teaching kids sales in real time
1:31:05 – Attractive Mindset’s mission, free classes and community impact
1:32:32 – Authenticity, image and breaking sales stereotypes
1:34:08 – Where to find Issacar Jean Simon
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