Contributed
By Jason
2026
Insurance Business Review
Americans Are Choosing Certainty, and We're Making It Easier to Find ↗
Article authored by Jason Caudill.
A career in annuities. A commitment to helping Americans understand their options.
Jason Caudill has worked in the annuity business since 2005, in roles at an insurance carrier, a brokerage general agency, and a Fortune 500 wealth management firm. He founded My Annuity Store in 2020 so consumers could research current rates and product details before anyone asks them to make a decision.
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Jason Caudill has spent his whole career in the annuity business. He started in 2005 as an intern at New York Life while earning his MBA in Entrepreneurship at Ball State University's Miller College of Business. It was his first look at how guaranteed income products work and how the people who buy them make decisions.
He moved to the carrier side as Vice President of Marketing at Standard Life Insurance Company of Indiana, where he learned how fixed annuities are designed, priced, and brought to market. He then spent nearly eight years as a Regional Vice President at Ash Brokerage, a brokerage general agency, working with independent agents on fixed annuities, fixed indexed annuities, MYGAs, and income riders. Later, as Regional Marketing Director for the Midwest at Raymond James, a Fortune 500 wealth management firm, he saw how retirement income decisions are made at scale.
"Clients shouldn't have to be a lead before they can learn. We prefer they learn everything before they call us, and the more they can learn, the easier it is for us."
Those roles showed him the industry from the carrier, the brokerage, and the wealth management firm. They also showed him a recurring problem: products that can provide dependable retirement income were often hard to compare, wrapped in jargon, and explained only at the end of a sales conversation.
My Annuity Store launched in 2020 to change that order. While Jason was still at Raymond James, his wife, Kiara Caudill, earned her insurance license and launched the business; she serves as the company's CEO. Today the platform publishes current annuity rates from 90+ top annuity companies, plain-English product reviews, carrier research, and free calculators.
Jason's view is that annuities are not right for everyone, but matched to the right goal they can help turn savings into retirement income. His work centers on making that information easier to find and easier to understand.
Each role looked at annuities from a different side of the industry. Employer names identify past roles only and do not imply endorsement of My Annuity Store.
His first role in the annuity business, while earning his MBA.
Completed alongside the New York Life internship.
Carrier side: how fixed annuities are designed, priced, and brought to market.
Regional annuity distribution with independent agents across fixed, fixed indexed, MYGA, and income-rider products.
Joined through Producers Choice Network's annuity division and stayed on after Raymond James, a Fortune 500 wealth management firm, acquired it.
An independent annuity platform built for consumer research. Launched by Kiara Caudill while Jason completed his time at Raymond James.
My Annuity Store company positioning
The line describes the order Jason wanted research to follow: information first, conversation second. These principles guide how the company publishes rates and education.
Rates, product reviews, and guides are published openly, so research can start before any conversation with an agent.
Surrender periods, caps, and rider fees are explained alongside the rates they affect.
Readers decide what to compare, how long to take, and whether to ask for help.
Current rates from 90+ top annuity companies, carrier research, calculators, and Andy Annuity, an AI research assistant for carrier brochures, educational resources, and rates.
An annuity is one retirement option among many. The starting question is whether it fits a person's goals, timeline, and need for income.
These principles describe the company's approach to research and education. They are not guarantees about any product or transaction. Annuities are not suitable for everyone, and guarantees are backed by the financial strength of the issuing insurance company. Andy Annuity is a research tool that can make mistakes; it is not a substitute for individualized professional advice.
Topics Jason works on and comments on. These are areas of professional focus, not certifications or licenses.
Making rates, terms, and fine print public and readable.
Guaranteed rates, terms, and surrender schedules, and how MYGAs compare with CDs and Treasuries.
How annuities can turn savings into dependable income, and when they are not the right fit.
How annuities reach consumers through carriers, brokerages, and wealth management firms.
Rate tools, calculators, and AI-assisted research such as Andy Annuity.
Jason lives in Indiana with his wife Kiara and their three children, Hudson, Prescott and Kennedy. He is an avid collector of vintage baseball cards, Chicago Cubs fan, and coaches his boys' baseball team. When there is time left over, he plays golf and travels with his family.
Whether he is coaching a youth baseball team or explaining how a retirement income product works, he tends to start the same way: with the fundamentals.
Articles by Jason, independent coverage, and company-issued announcements. Independent coverage does not imply endorsement.
Article authored by Jason Caudill.
Independent coverage citing My Annuity Store fixed annuity rate data.
Company-issued announcement.
Recognition, 2026: Notable Men Editorial Selection, a featured profile of Jason Caudill, Founder of My Annuity Store. Read the profile on NotableMen.com ↗
For commentary on annuities, retirement income, consumer education, or the changing insurance marketplace, contact My Annuity Store.
Looking for an annuity quote? Consumer requests go to our client team, not media relations.
Learn how different annuities work and compare options at your own pace.
Jason Caudill, MBA, is the founder of My Annuity Store and an annuity expert with more than 20 years in the annuity and retirement income industry. During his career he has placed over $1 billion in annuity premium.
Jason started his annuity career as an intern at New York Life in 2005 while earning his MBA. He has worked in the annuity industry for more than 20 years.
My Annuity Store is an independent annuity platform founded in 2020. It publishes current annuity rates from 90+ top annuity companies, product reviews, and free retirement income calculators.
Jason focuses on fixed annuities, MYGAs, fixed indexed annuities, and income riders. His work centers on safe retirement income and Social Security timing.
Yes. Jason has held roles at New York Life, Standard Life Insurance Company of Indiana, Ash Brokerage, Producers Choice Network, and Raymond James.
Andy Annuity is a free AI annuity research assistant built by My Annuity Store. It answers questions using carrier brochures and live MYGA rates.
Visit the annuity rates page to compare current fixed annuity and MYGA rates by term and carrier. You can also request a free annuity comparison at no cost.
Your rate is set by your application date, not the day rates change. Request a quote and we will confirm current rates for your state and premium, in writing, so you can decide before the market moves.
This page describes Jason Caudill's professional background and is for informational purposes only. It does not constitute financial, tax, or legal advice. Awards and media citations listed above refer to My Annuity Store unless noted otherwise.
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