smart investing for success

Work with Keisha Bailey & the Profit Jumpstarter team to  learn how to maximize your wealth potential



Keisha Bailey

CEO | financial expert

Keisha Bailey is the industry powerhouse behind the Profit Jumpstarter brand and its CEO. She spent 17 years making money for wealthy individuals and corporations before shifting her expertise towards coaching the up and coming generations of wealth builders.


Jermaine Bailey

cmo | digital strategist

Jermaine Bailey, CMO and Chief Digital Strategist is responsible for oversight of the company’s strategic operations and leads our digital transformation activities. He has over 15 years of experience as an International Marketing expert leading campaigns for some of the largest companies in the Caribbean and North America.


Ashalee Bingham

administrative assistant

Ashalee is responsible for all administrative tasks for the organization. She also is responsible for handling all client queries and ensures that our clients interests are a top priority.

From our CEO

Profit Jumpstarter is a boutique wealth coaching and financial education firm. Helmed by financial industry veteran Wealth Coach, Keisha Bailey (MBA, CFA, FRM), Profit Jumpstarter is a step-by-step, start-to-finish financial support system committed to making wealth-building understandable, accessible and actually easy to maintain.

I know that the financial world can be intimidating- and that can be true for any investor, from individuals to institutions or anything in between. That’s why I believe in starting exactly where you are, and helping you build your unique roadmap for your unique wealth destination. 

For me, freedom means total control of your knowledge, time and money.

Engage. Educate. Liberate.

That’s the Profit Jumpstarter way.

Keisha Bailey

- Certifications -


CFA®️ Charterholder

CFA Institute


MBA’15  at Ivey Business School, University of Western Ontario


FRM ®️ Charterholder

Global Association of Risk Professionals

financial areas covered

real estate

Buy your first, second or third property and build a global real estate portfolio.


Multiply your money with investing all across the world.


Strategies to ensure your live your best life during retirement

Estate planning

Safeguard your wealth, and have peace of mind in securing the financial future of generations to come.


Protect your income and assets during unforeseen events.

Tax Planning

Tax-efficient strategies to ensure the most effective and advantageous approach to building your financial legacy.

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The information provided on this website is for general entertainment and education purposes only. No information, materials, services and other content provided on this show constitute solicitation, recommendation, endorsement or any financial, investment, or other advice. Seek independent professional consultation in the form of legal, financial, and investment advice before making any investment decision.