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The Pilot’s Advisor Podcast
The Pilot’s Advisor Podcast
Author: Ryan Fleming
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© Copyright Ryan Fleming 2022
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Financial and retirement planning guidance from pilot and financial advisor Ryan Fleming. The show will help you figure out how to take your financial plan from takeoff to landing with smooth sailing along the journey. We’ll teach both pilots and non-pilots what it takes to have a successful financial future. The Pilot’s Advisor Podcast® will answer your questions about 401(k)s, IRAs, taxes in retirement, long term care needs and much more.
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✈️ Retire Pilots the Right Way!
🎁 Grab your FREE Retirement Toolkit now → https://d74164fb.pages.infusionsoft.net/
"When can I retire?" might be the question Ryan gets asked more than any other. Some people are chasing an age. Others are chasing a number. Today, Ryan is breaking down what actually determines the answer. The date on the calendar or the number in the account might feel like the finish line, but neither one tells the whole story. That's what the planning process is actually for.
Here’s what we cover in this episode:
📅 Retirement Date: Know what has to line up
✈️ Timing Factors: Weigh pension, savings, and healthcare
🧠 Retirement Mindset: Prepare for life after flying
📝 Income Planning: Build the retirement paycheck
🧾 Spending Needs: Know what retirement actually costs
Retire Pilots - https://retirepilots.com
Get your FREE Retirement Toolkit - https://d74164fb.pages.infusionsoft.net/
Pilot Tax - https://pilot-tax.com/
The Pilot's Advisor Podcast is also on video. Watch & Subscribe on YouTube: https://bit.ly/3EIEBW2
✈️ Retire Pilots the Right Way!
🎁 Grab your FREE Retirement Toolkit now → https://d74164fb.pages.infusionsoft.net/
A new bill in Congress would let some workers claim full Social Security benefits at 60, seven years earlier than today’s rules stipulate. That's a big headline. But it's just a proposal, and it lands in the middle of a much bigger debate about Social Security's future. Today, Ryan reacts to the news and talks about what it means for your planning. Social Security is going to keep making headlines, and the rules may change at some point. But planning around what's proposed isn't the same as planning around what's real. The best approach is a plan that can adjust either way.
Here’s what we cover in this episode:
👷 New Proposal: Consider earlier benefits for workers
🤔 Funding Concerns: Question long-term system sustainability
🧮 Social Security Math: Understand growing planning uncertainty
✈️ Pilot Health: Factor career wear into retirement
📅 Claiming Strategy: Reevaluate when benefits should begin
🧭 Flexibility: Plan around multiple possible outcomes
Retire Pilots - https://retirepilots.com
Get your FREE Retirement Toolkit - https://d74164fb.pages.infusionsoft.net/
Pilot Tax - https://pilot-tax.com/
The Pilot's Advisor Podcast is also on video. Watch & Subscribe on YouTube: https://bit.ly/3EIEBW2
What if the biggest step forward is letting go of what you can’t control? In this episode, Ryan reflects on personal growth, staying grounded amid uncertainty, and adapting to a changing world. The common thread is learning where to focus your energy and where to stop letting fear, noise, or other people’s opinions hold you back.
Here’s what we cover in this episode:
🧠 Personal Growth: Push past insecurity and self-doubt
🎙️ Putting Yourself Out: Stop fearing others’ opinions
📱 Market Noise: Avoid doom-and-gloom rabbit holes
📉 Investor Emotions: Don’t make reactive financial decisions
🤖 Artificial Intelligence: Learn where AI can help
⚠️ AI Limitations: Keep expertise and judgment involved
🔄 Adaptability: Embrace change instead of resisting it
AI Chatbots Give Wrong Financial Answers Most of the Time Study
https://www.investmentnews.com/fintech/ai-chatbots-give-wrong-financial-answers-most-of-the-time-study-finds/268267
The Let Them Theory: A Life-Changing Tool That Millions of People Can't Stop Talking About https://amzn.to/4rPhtwB
Retire Pilots - https://retirepilots.com
Get your FREE Retirement Toolkit - https://d74164fb.pages.infusionsoft.net/
Pilot Tax - https://pilot-tax.com/
The Pilot's Advisor Podcast is also on video. Watch & Subscribe on YouTube: https://bit.ly/3EIEBW2
Talking about money can be hard for some people, and sometimes it just takes the right question to get things rolling. Ryan goes over a few today that he thinks are worth asking. None of these questions are really about money. That's kind of the point. Sometimes the best way into a financial conversation is to start somewhere else entirely.
Here’s what we cover in this episode:
🎯 Purpose: Building meaningful routines after flying
🧞 Financial Genie: Identifying your biggest money stressors
💭 Money Lessons: Reflecting on past financial decisions
❤️ Emotions: Connecting feelings with financial choices
🧭 Personal Goals: Discovering what truly matters most
✈️ Pilot Toolkit: Resources for retirement preparation
Retire Pilots - https://retirepilots.com
Get your FREE Retirement Toolkit - https://d74164fb.pages.infusionsoft.net/
Pilot Tax - https://pilot-tax.com/
The Pilot's Advisor Podcast is also on video. Watch & Subscribe on YouTube: https://bit.ly/3EIEBW2
Inflation doesn't arrive as a bill in the mail, but over time it can quietly take a serious bite out of your purchasing power.
Ryan uses a humorous quote about the rising cost of a haircut to explain a much bigger retirement-planning problem: your money has to keep pace with what life will cost in the future.
For pilots planning decades into the future, the challenge is finding the right balance between protecting what you've accumulated and maintaining enough growth potential to preserve purchasing power throughout retirement.
Here’s what we cover in this episode:
📉 Inflation quietly erodes purchasing power.
💵 Too much cash can create its own risk.
📈 Retirement assets need long-term growth potential.
✈️ Inflation hits pilots and airlines especially hard.
⚖️ Being too conservative can backfire.
Retire Pilots - https://retirepilots.com
Get your FREE Retirement Toolkit - https://d74164fb.pages.infusionsoft.net/
Pilot Tax - https://pilot-tax.com/
The Pilot's Advisor Podcast is also on video. Watch & Subscribe on YouTube: https://bit.ly/3EIEBW2



