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Text Content

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 * Retirement Management
   * Pre and Early Retirement
   * Mid-Retirement Prime
   * Later Retirement & Legacy
 * Who We Help
 * About Us
   * About Milestone Money
   * Investment Philosophy
 * Insights
 * Contact

Menu
 * Retirement Management
   * Pre and Early Retirement
   * Mid-Retirement Prime
   * Later Retirement & Legacy
 * Who We Help
 * About Us
   * About Milestone Money
   * Investment Philosophy
 * Insights
 * Contact


Get Started

 * Retirement Management
   * Pre and Early Retirement
   * Mid-Retirement Prime
   * Later Retirement & Legacy
 * Who We Help
 * About Us
   * About Milestone Money
   * Investment Philosophy
 * Insights
 * Contact

Menu
 * Retirement Management
   * Pre and Early Retirement
   * Mid-Retirement Prime
   * Later Retirement & Legacy
 * Who We Help
 * About Us
   * About Milestone Money
   * Investment Philosophy
 * Insights
 * Contact


Get Started

A real financial plan


GO ENJOY LIFE & LIVE A WORRY-FREE RETIREMENT

Milestone Money helps you map success to and through retirement.

GET STARTED
Age 50
Eligible to make catch-up contributions.
Learn More
Age 59.5
Eligible to withdraw from IRAs without 10% early distribution penalty.
Learn More
Age 65
Eligible to claim Medicare benefits. Learn More
Age 70
Maximum Social Security benefit is reached. Learn More
Age 73
Required Minimum Distributions age. Learn More
Age 50
Eligible to make catch-up contributions.
Learn More
Age 59.5

Eligible to withdraw from IRAs without 10% early distribution penalty. Learn
More
Age 65
Eligible to claim Medicare benefits. Learn More
Age 70
Maximum Social Security benefit is reached. Learn More
Age 73
Required Minimum Distributions age. Learn More
AFFILIATIONS AND AWARDS

* View important disclosures on awards and affiliations

* View important disclosures on awards and affiliations
OUR CLIENTS


WHO WE HELP

Retirement today is no longer an ending point, but more of a launching point. We
help clients adopt a more modern perspective to retirement and to imagine a
lifecycle to retirement that includes three distinct phases, each with its own
set of concerns and considerations.

Learn More About Who We Help



NEARING AND EARLY RETIREMENT

Beginning around age 50, start assessing your financial readiness for
retirement. Identify long-term financial goals and define your ideal retirement
lifestyle. You have time on your side, in terms of both health span and assets
compounding. Get started now so that you can live out your dreams in retirement.




LIVING IN RETIREMENT

Traditionally between the ages of 60-70, many individuals will start retirement
and shift from accumulating wealth to drawing down their assets, preserving
wealth, and generating retirement income. Time to enjoy the fruits of your
labor, but be mindful of your health and invest a little more in relationships.


LEGACY YEARS OF RETIREMENT

During the penultimate years of our lives, we find ourselves slowing down as we
age. Maintaining health and independence become key priorities, while you
thoughtfully de-accumulate assets over the rest of your life. Start planning the
legacy you’ll be leaving behind and appreciate how you can maximize the
happiness of your family and the next generation.


Our Services


RETIREMENT MANAGEMENT

Retirement management is about more than money: It’s what those assets,
investments, or income can produce in terms of life outcomes. Paychecks and
play-checks, so to speak. It can mean the financial freedom to travel, give back
to valued causes, or start a second act of your career.

Because we only provide retirement management for our clients, we can evaluate
and deliver different financial solutions at every stage of your golden years.

EXPLORE OUR RETIREMENT SERVICES


RETIREMENT PLANNING -
50S & 60S

For pre-retirees or those in early retirement, the first step of launching a
plan is embracing a new way of living. That can mean rethinking careers,
housing, travel, education, or all of the above. Take some time to thoughtfully
consider what this impending, life-changing event will mean.

LEARN MORE



RETIREMENT IMPLEMENTATION - 60S & 70S

While living in retirement in your 60s and early 70s, retirees are focused on
maximization: maximizing bucket list travel and life experiences, health &
fitness, and — of course — wealth. Retirees will spend time getting their
financial house in order during this stage as major milestones arise.

LEARN MORE



RETIREMENT
LEGACY -
70S & 80S

After the mid-70s and beyond, retirees focus on protecting retirement income,
managing healthcare & long-term care expenses and updating their estates. A
spotlight on healthspan and longevity may mean less energy spent on the
financial aspects of life and more time on maintaining the lifestyle.

LEARN MORE
Prepared to Work With Us?


AM I A GOOD FIT?

 * I have between $1M - $5M in investable assets.
 * I'm 50+ and either retired or planning to retire in the near future.
 * I value financial independence and advanced financial strategies.

 * I'm ready to transition to a lifestyle with less work and more enjoyment.
 * I want guidance from a long-term partner who can help me navigate through
   life changes.
 * I seek to maximize generational wealth.

The Milestone Team


ABOUT US

Milestone Money is an independent, fee-only, wealth advisor specializing in
retirement management. We help clients across the US manage the financial
challenges of retirement, so that you can enjoy life without being concerned
about money.
MEET THE TEAM


AS FEATURED IN




RANDY DIPPELL

MANAGING MEMBER AND OWNER


AS FEATURED IN




WANT TO CHAT?

Meet with Randy Dippell, a Chartered Retirement Planning Counselor and an
Accredited Investment Fiduciary, about what retirement management may look like
for you.

I’m happy to answer your questions. Click below to start a conversation.

GET ACQUAINTED

What Makes Us Unique?


A ROADMAP FOR YOUR RETIREMENT

The key to a successful and stress-free retirement is based on the simple
concept of matching a reliable income stream to ongoing consumption needs.
Income is the outcome. Milestone Money utilizes a dynamic process that is
different than most wealth management firms:
 * We recommend utilizing your assets to match your liabilities (your spending
   in retirement).
 * We recommend asset allocations based on your total wealth, not just your
   financial assets.
 * We review your taxes and help you make tax smart decisions.
 * We recommend and help implement dynamic safe withdrawal strategies.
 * We review and recommend guaranteed income solutions when appropriate.
 * We help clients make tax-efficient decisions, to make the most of your
   assets.

Our goal is to help develop a ‘bullet-proof” plan to provide income that never
ends, and funds a legacy for your heirs and charities. The outcome of this
process is what we call a Retirement Policy Statement. It’s our roadmap for your
retirement. Press the play button on the right to watch a short video on how we
do this.

I WANT AN RPS

Our Process


REVIEW, MONITOR, REITERATE

Contrary to popular belief, retirement is not Easy Street. Trying to coordinate
all of your accumulated financial resources and making smart choices about when
and how to spend down your money can be a full-time job. A job you didn’t apply
for. 

Milestone Money crafts personalized retirement roadmaps to help guide your
financial planning, tax planning, and investment management in your 50s, 60s,
70s & beyond. Whether you’re just starting to plan for retirement, nearing
retirement age, or already in retirement, get the tools & expertise you need to
retire with confidence.


TAX PLANNING

Taxes will be the largest expense you will face in retirement. Proactive tax
minimization and tax-efficient distribution strategies will help you keep as
much of your hard-earned money as possible.


INVESTMENT MANAGEMENT

Investing in retirement should be centered around the idea of life success over
market performance. Review and adjust your investment portfolios to ensure they
are well-suited for your risk tolerance, time horizon, and financial goals.


FINANCIAL PLANNING

Four fundamental objectives anchor our approach to comprehensive planning:
Covering spending needs, providing a protective reserve of funds, addressing
financial risks, and mapping out any legacy aspirations.


OUR INVESTMENT PHILOSOPHY
Fee Structure


OUR PRICING

We offer a flexible pricing model for our services, based on the complexity of
each client’s financial situation.  We charge a minimum annual fee of $12,500,
which includes investment management, ongoing financial planning and tax
planning. Our preference is to provide services for a fixed annual fee, so that
there is complete transparency in what our clients are paying for. However, if a
client prefers being charged based upon assets-under-management (a traditional
approach used by many firms) we will charge 0.95% per year under this kind of
arrangement.


FLAT FEE
MINIMUM ANNUAL FEE PRICING


$12,500


WHAT WILL YOU GET

 * Personalized Retirement Policy Statement (RPS)
 * Investment Management
 * Tax Planning
 * Liability Driven Financial Strategies
 * Estate Planning Reviews
 * Social Security & Medicare Planning
 * Charitable Giving Strategies
 * A Simplified, Integrated, Efficient Financial Plan
   For All Of Your Retirement Needs

I'M INTERESTED

Blogs & Articles


OUR LATEST RETIREMENT PLANNING INSIGHTS

Explore our articles on better managing the retirement experience and maximizing
each stage of retirement. Find specialized Milestone flowcharts and checklists
that help you address everything from taxes to healthcare expenses to trusts &
estates and beyond.


RETIREMENT YOUR WAY: LOOKING AT OPTIONS

June 12, 2024

While it is true that the average life expectancy for American males is just
over 73 years and almost 80 for American females, what many don’t realize is
that additional life expectancy increases as we age.

Read More


WHAT ARE THE KEY ELEMENTS OF A SOLID FINANCIAL PLAN FOR RETIREMENT?

May 28, 2024

In a recent MoneyGeek feature, Randy Dippell, the Managing Member and Owner of
Milestone Money simplifies this crucial aspect of financial strategy. Drawing
from his extensive experience, Randy offers straightforward, practical advice to
help you secure a comfortable and financially stable retirement.

Read More


DIVORCE IN MIDLIFE: CONSIDERING THE IMPLICATIONS

May 9, 2024

Grieving the loss of a marriage is grueling, no matter at what stage of life it
occurs. But when the marriage has lasted twenty, thirty, or more years, this can
be an especially harrowing passage.

Read More
SEE ALL POSTS
RETIREMENT SORTED


DOWNLOAD OUR FREE CHECKLIST OF 32 IMPORTANT ISSUES YOU SHOULD REALLY THINK ABOUT
BEFORE YOU RETIRE.

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Last
Email

GET THE CHECKLIST
RETIREMENT SORTED


DOWNLOAD OUR FREE CHECKLIST OF 32 IMPORTANT ISSUES YOU SHOULD REALLY THINK ABOUT
BEFORE YOU RETIRE.

First
Last
Email

GET THE CHECKLIST
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MILESTONES

 * Pre and Early Retirement
 * Mid-Retirement Prime
 * Later-Retirement & Legacy


LEARN

 * Who We Help
 * About Us
 * Insights
 * Important Disclosures


GET IN TOUCH

 * Email Us
 * (312) 815-8335
 * 1165 N Clark St #700
   Chicago, IL 60610

GET STARTED
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 * Platform Privacy Policy

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