WE ARE HERE FOR YOU
WE ARE HERE TO HELP GUIDE YOU ON YOUR FINANCIAL JOURNEY TO SUCCESS.
We are here for you
It is our mission to help educate our clients on available solutions and to help them execute a plan to guide them on the trail to financial independence and freedom through comprehensive financial planning.

At Trailhead CMG, we believe that you will live a long and fulfilling life, and with consistent and meaningful conversations and planning you will be able to achieve your optimal financial outcome. Join us and let the Trailhead CMG financial advisors be your guide on your financial path ahead.
Our foremost core value is Every Client Matters, and to every client we make six foundational promises. We pledge to understand your situation, respect your assets, educate you on your options, provide clear recommendations, track your progress, and to stay in touch over time.
We are a team of goal-focused, planning-driven, asset location minded financial advisors. We are here to help every client reach their financial goals through 3 phases: pre-retirement, post retirement and transition of capital to their beneficiaries.
We believe that owning a piece of great companies with strong balance sheets, positive cashflow and have a history of paying and increasing their dividends can provide you with the appropriate mix of investments designed to reach your long-term goals and objectives regardless of short-term market fluctuations. Of course, our general investment philosophy is always accompanied by the risk tolerance, goals, and objectives of the individual client. We do understand that some of our clients do not want to experience negative account balances in the short term to reach their long-term goals and objectives, so we can provide protection strategies to add to their accounts in the form of market buffers, income guarantees and spousal protection.
Our Team
Each member of our firm makes it their top priority to serve our clients
Josh Menacher
Managing Partner
Prior to entering the financial industry in 2012, Josh attended Southern Illinois University- Edwardsville and earned a bachelor’s degree in business administration. In 2015, Josh joined Equitable Advisors. He quickly ascended...
Ryan A. Brown, CFP®
Managing Partner
Certified Financial Planner™ (CFP®) certificationFINRA Series 7 and 66 licensesLife, Health, and Variable insurance licenseRyan joined AXA Advisors in 2002 after graduating from the University of Missouri-Columbia with a...
Kyle Koprowitz
Financial Professional
Kyle earned his Bachelors Degree in Finance at Michigan’s Davenport University in 2017 and joined Equitable in 2018. He joined Trailhead Capital Management in July of 2024. His primary focus is working with school districts and local...
Kate Friedhoff
Operations Manager
Kate began supporting Connie in 2012 as an Administrative Assistant. She earned a Bachelor of Arts in Psychology in 2003 and a master’s degree in Gerontology in 2006. Prior to supporting Connie, Kate was a Benefits Specialist at...
6 Client Promises
UNDERSTAND YOUR SITUATION
RESPECT YOUR ASSETS
EDUCATE YOU ON YOUR OPTIONS
PROVIDE CLEAR RECOMMENDATIONS
TRACK YOUR PROGRESS
STAY IN TOUCH WITH YOU
We Work Hard For You
Whether you are a teacher planning for retirement or are planning for the unexpected, we specialize in helping you put each piece of your financial puzzle together..
Are you retirement ready?
Our goal is to help you feel confident about your future and pursue your vision of a comfortable retirement. Through our comprehensive approach, we develop your personalized retirement strategy that addresses your individual needs and goals, both short and long-term.
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Resources
VIDEOS
These engaging, short animations focus on a variety of financial topics and illustrate key financial concepts.
ASSET-MAP® JOSH'S CLIENTS:
Over 1 million people are using Asset-Map with their advisors to gain financial clarity.
ASSET-MAP® RYAN'S CLIENTS:
Over 1 million people are using Asset-Map with their advisors to gain financial clarity.
LEGACY LETTER CHALLENGE
Your family matters to you. You matter to your family. We'll help you write an impactful, lasting Legacy Letter.
Community Involvements
Supporting our communities is important to us.