Robert Darrow, CFP® in

Robert Darrow, CFP®

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President, Co-Founder at Strive Retirement Group
📍 Lake Mary, Florida, United States

Robert is an acquisition entrepreneur and CERTIFIED FINANCIAL PLANNER™ specializing in the retirement industry. As Co-Founder of Strive Retirement Group, he focuses on corporate retirement plans, leveraging his experience from roles like CRO at Excel Wealth Management and National Sales Manager at Paychex.

He has a strong interest in how technology, particularly AI, is transforming productivity. Robert is also passionate about mentoring the next generation of financial advisors and has an appreciation for the sport of distance running and its pioneers.

Unique fact: He recently attended a university conference to connect finance majors with advisory firms for internships, showing his commitment to nurturing new talent.

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Experience
36 Years
Current Role
President, Co-Founder
Job Level
Leadership
Location
Lake Mary, Florida, United States
Personality Overview

How Robert shows up

Communication Style
Decision Approach
Work Preference

Behavioral traits and communication patterns that shape how this person evaluates opportunities, builds trust, and makes decisions in professional settings.

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Priorities

Topics Robert cares about

Corporate Retirement
As the co-founder of a firm that focuses on corporate retirement plans, this is his core professional expertise and business focus.
AI & Productivity
He has recently shared thoughts on how artificial intelligence is beginning to transform productivity and our perception of reality.
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Career

Work history

2-2025
President, Co-Founder
Strive Retirement Group
5-2022 - 2-2025
Chief Revenue Officer (CRO)
Excel Wealth Management, LLC
7-2021 - 5-2022
Retirement Plan Recordkeeping and HCM Consultant - Contract Work
Independent Contractor
3-2014 - 6-2021
National Sales Manager - 401(k) Wholesale Division
Paychex
7-2009 - 3-2014
Regional Sales Director - Major Markets Southeast
Paychex
In the press

Media appearances

Robert Darrow of Strive Retirement Group in Lake Mary, FL. Featured in Vimeo
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Education
1984 - 1988
Bachelors
University of South Carolina
Social presence
in
Behavioral profile

DISC profile (public)

DISC behavioral profile

Dominance, influence, steadiness, and calculativeness scores with guidance on how this person prefers to communicate and decide.

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