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Kyle Winder Email & Phone Number

President | Chief Executive Officer at Flight Plan Benefits
Location: Raleigh, North Carolina, United States 11 work roles 3 schools
1 phone found area 919 LinkedIn matched
✓ Verified May 2026 4 data sources Profile completeness 100%

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Direct phone (919) ***-****
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Current company
Role
President | Chief Executive Officer
Location
Raleigh, North Carolina, United States
Company size

Who is Kyle Winder? Overview

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Quick answer

Kyle Winder is listed as President | Chief Executive Officer at Flight Plan Benefits, a company with 1 employees, based in Raleigh, North Carolina, United States. AeroLeads shows phone signal with area code 919 and a matched LinkedIn profile for Kyle Winder.

Kyle Winder previously worked as President | Certified Exit Planning Advisor® | Certified Value Builder™ at Flight Plan Strategies and President | Investment Advisor Representative | Retirement Income Certified Professional® at Flight Plan Financial. Kyle Winder holds Bachelor Of Arts (B.A.), English Literature from Middlebury College.

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Flight Plan Benefits

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Profile bio

About Kyle Winder

Having worked with hundreds of small business owners over the past decade, I have found that there are some common themes that come up repeatedly in my research, planning, and coaching. They are: ⛔ For most owners, their business represents between 50-90% of their total net worth. ⛔ Two out of every three business owners admit that they are not familiar with their exit options; and most have no idea how to monetize the value of a lifetime of hard work and sacrifice. ⛔ 78% of owners indicated that they had no formal transition team; approximately 80% had no written transition plan; and roughly half admitted they had done no succession planning at all.And when it does come time for a business owner to transition, many are distraught to realize that: ⛔ 8 out of 10 businesses that are put on the open market will not sell. ⛔ Of those that do sell, many achieve a lower multiple, or sale price, due to factors that include poor, or nontransferable, intangible assets. ⛔ And 75% of business owners who have sold their business reported experiencing “profound regret” one year after selling.𝐃𝐞𝐬𝐭𝐢𝐧𝐚𝐭𝐢𝐨𝐧 𝐏𝐥𝐚𝐧𝐧𝐢𝐧𝐠 𝐟𝐨𝐫 𝐌𝐚𝐢𝐧 𝐒𝐭𝐫𝐞𝐞𝐭 𝐁𝐮𝐬𝐢𝐧𝐞𝐬𝐬 𝐎𝐰𝐧𝐞𝐫𝐬 Frustrated at seeing these results, I spent years repurposing a planning methodology that I had developed during a decade of service in the United States Air Force; during which time I served as a C-130 Pilot, and Combat Mission Commander. Today, I use this methodology to assist business owners in answering the following questions: ✈ Where is your business taking you? ✈ Who’s coming with you on the journey? ✈ What knowledge and resources are required to reach your destination? ✈ What are the threats that will prevent your successful arrival?This is accomplished through a 3-phase collaborative process: 📈 𝑨𝒔𝒔𝒆𝒔𝒔𝒎𝒆𝒏𝒕 of the owner’s current personal, financial, and business readiness using a PreScore, Freedom Score, and Value Builder Score. 📈 𝑨𝒍𝒊𝒈𝒏𝒎𝒆𝒏𝒕 of the owner’s business, financial, and personal needs while working to identify, protect, grow, harvest, and manage the value of their business. 📈 𝑨𝒄𝒄𝒆𝒍𝒆𝒓𝒂𝒕𝒊𝒐𝒏 of enterprise value by focusing on improvement of 8 Key Drivers to attain a best-in- class industry multiple, and maximum valuation.To learn more, feel free to DM me or visit our website at www.flightplanstrategies.com.* Statistics taken from the Exit Planning Institute's Annual State of Owner Readiness Reports.

Listed skills include Series 66 And 7 Registrations, Financial Needs Analysis, Informal Business Valuation, Pension Plans, and 32 others.

Current workplace

Kyle Winder's current company

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Flight Plan Benefits
Flight Plan Benefits
President | Chief Executive Officer
Raleigh, NC, US
Employees
1
AeroLeads page
11 roles

Kyle Winder work experience

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President | Certified Exit Planning Advisor® | Certified Value Builder™

Current

Flight Plan Strategies is an innovative coaching and consultancy firm that assists main street business owners ($500K - $10M in gross revenue) with developing transition and succession plans; allowing them to exit with maximum value, on their own terms, and on their own schedule. As a Certified Exit Planning Advisory firm adhering to the Exit Planning.

Jul 2022 - Present

President | Chief Executive Officer

Current

Raleigh, North Carolina, US

Flight Plan Employee Benefits Group is a highly experienced managed services provider focused on assisting companies in designing efficient, effective, and scalable employee benefits plans while reducing overall costs and HR requirements. Flight Plan’s consultative approach, cutting edge technology, and concierge level human resource support ensures that.

Jan 2019 - Present

President | Investment Advisor Representative | Retirement Income Certified Professional®

Current
Nov 2014 - Present

Investment Advisor Representative

Current

Fairfield, IA, US

Financial Services RepresentativeRegistered RepresentativeInvestment Advisor Representative

Mar 2024 - Present

Investment Advisor Representative

Des Moines, Iowa, US

Financial Services RepresentativePrincipal Securities Registered RepresentativeInvestment Advisor Representative

Feb 2014 - Feb 2024

Chairman Of The Board

Raleigh, North Carolina, US

Recognizing Veteran Service. Empowering Business Success.The mission of the NCVBA is "to support, educate, and connect all Veterans in commerce in North Carolina with resources to become successful in business."

Aug 2014 - Apr 2020

Managing Director (Trust & Investment Management)

Fuquay-Varina, NC, US

Feb 2012 - Sep 2013

Trust Operations Officer

Fuquay-Varina, NC, US

Sep 2011 - Feb 2012

Captain. C-130 Instructor Pilot. Training Officer. Executive Officer. Tactics Officer.

Randolph AFB, TX, US

A highly skilled and decorated aviator, instructor, and combat mission commander, with extensive crew resource management and planning experience. Lauded in evaluations as a “magnificent officer,” “brilliant improviser,” “expert tactician,” and a “multinational expert.” A proven leader with excellent communication skills, attention to detail, and executive.

Jan 1999 - Jun 2007
3 education records

Kyle Winder education

Bachelor Of Arts (B.A.), English Literature

Middlebury College

Master'S Degree, Trust And Wealth Management

Campbell University

English Literature (British And Commonwealth)

University Of Glasgow
FAQ

Frequently asked questions about Kyle Winder

Quick answers generated from the profile data available on this page.

What company does Kyle Winder work for?

Kyle Winder works for Flight Plan Benefits.

What is Kyle Winder's role at Flight Plan Benefits?

Kyle Winder is listed as President | Chief Executive Officer at Flight Plan Benefits.

What is Kyle Winder's phone number?

AeroLeads has found 1 phone signal(s) with area code 919 for Kyle Winder at Flight Plan Benefits.

Where is Kyle Winder based?

Kyle Winder is based in Raleigh, North Carolina, United States while working with Flight Plan Benefits.

What companies has Kyle Winder worked for?

Kyle Winder has worked for Flight Plan Benefits, Flight Plan Strategies, Flight Plan Financial, Cambridge Investment Research, Inc., and Principal Financial Group.

How can I contact Kyle Winder?

You can use AeroLeads to view verified contact signals for Kyle Winder at Flight Plan Benefits, including work email, phone, and LinkedIn data when available.

What schools did Kyle Winder attend?

Kyle Winder holds Bachelor Of Arts (B.A.), English Literature from Middlebury College.

What skills is Kyle Winder known for?

Kyle Winder is listed with skills including Series 66 And 7 Registrations, Financial Needs Analysis, Informal Business Valuation, Pension Plans, Retirement Planning, Deferred Compensation Plans, Estate Planning Strategies, and Life Insurance.

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