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In today's digital age, the internet, AI, and various tools give us the impression that we can handle our financial journeys independently, eliminating the need for expert guidance. Why consult professionals when we can conduct our own research, avoid sales pitches, and gain confidence in our decision-making? This might explain why only 30% of Americans seek the services of financial advisors, which seems reasonable at first glance.


However, a fundamental challenge arises with this perspective. Financial decisions involve both quantitative, data-driven aspects that require time for research - a luxury many lack - and an emotional dimension. Many successful individuals turn to experts due to time constraints. The emotional aspect is equally important and valid, including factors like peace of mind, family welfare, and more. This emotional component often leads to conflicts among couples striving to align their financial goals.



financial roadmap planassist

Typically, in a relationship, one person takes on the role of the 'financial decision-maker,' while the other may not be as involved. This arrangement can work smoothly until crises such as death, disability, job loss, or financial disasters occur. These events are inevitable and emotionally charged. Having a neutral third party, trusted by all, offering input and recommendations free from emotional bias, becomes invaluable in such challenging times.


The goal of assembling a Team of Experts is not to dictate your financial choices but to provide a trusted advisor whose suggestions you can research and evaluate independently. The idea behind forming a team is simple: no single person can be an expert in all financial aspects, from taxes and legal matters to investments, insurance, and business affairs. With a collective of specialists at your disposal, you gain access to straightforward advice that you can choose to follow or ignore based on your circumstances and preferences.


In essence, a Team of Experts serves as your support network, providing a balanced and informed perspective that complements your financial journey, ensuring well-informed and emotionally grounded decisions. PlanAssist, a subscription-based financial planning service, offers you at least part of the team of experts you need to navigate your financial future.


Timothy Clifford Financial Advisor In Florida

From the day I started my career in the financial industry as a Runner, handling orders from the phone to the trading pits on the floor of the Chicago Mercantile Exchange in the 80s, I knew this was the industry where I wanted to build my career. Little did I anticipate the unexpected twists and turns defining my journey from a Runner to a Financial Advisor in Winter Garden, Florida.


My journey through the financial services industry has been remarkably diverse, spanning from Commodity Trading in the 80s to my role as a Stockbroker in the Discount Stock Business during the 90s. In the 2000s, I made a transition into the Tax and Advisory business, ultimately culminating in the establishment of my own Registered Investment Advisor (RIA) practice in the 2010s. While this trajectory might seem straightforward, it offers a glimpse into the rich and varied experiences that have shaped my career.

Throughout this journey, my unwavering passion has consistently revolved around working closely with clients. Regardless of their profession, managing income, expenses, investments, and more is a pivotal aspect of everyone's financial journey. It's this integral connection between financial decisions and all aspects of our lives that brings me satisfaction in guiding people on their financial odysseys.


While financial decisions are inherently unique to each individual, I've observed that many successful individuals adhere to a set of common principles. These principles include maintaining a long-term perspective, diversifying their investments, seeking expert advice, and crafting a well-structured plan.


This alignment with these principles empowers me to deliver value and support individuals on their journey from "Here" to "There." It's the reason why PlanAssist®, our financial planning subscription model, along with a team of experts, has seamlessly integrated into our comprehensive offering.


At the heart of my career is a commitment to your financial well-being, and I look forward to continuing to assist you in achieving your financial goals.


1. Managing Partner & Financial Consultant

Core Wealth Consultants LLC · Full-time

Aug 2012 - Present · 10 yrs 11 month

Orlando, Florida, United States · Hybrid

Helping clients with retirement planning and investing.

Timothy Clifford position at block finance

3. Vice President

H&R Block Financial Advisors

Feb 1999 - Dec 2008 · 9 yrs 11 month

Indianapolis, Indiana Area

02/1999 to 04/2006 Field Leadership and Sales Management
05/2006 to 12/2008 VP Enterprise Scale & Tax Partnering02.

core wealth logo
Timothy Clifford as vice president at ameriprise financial services

2. Vice President

Ameriprise Financial Services, Inc.

Jan 2009 - Jul 2012 · 3 yrs 7 month

Indianapolis, Indiana Area

01/2009 to 01/2011 - RVP Field Leadership and Sales Management
02/2011 to 07/2012 - VP Service Delivery and Integration

Timothy Clifford as branch manager at charles schwab

4. Branch Manager

Charles Schwab

Apr 1990 - Jan 1999 · 8 yrs 10 mos

Indianapolis, Indiana Area

Sales management and worked directly with clients

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