Financial Planning | Investment Management | Wealth Advisory

Your financial life

deserves a trusted guide,

not just a plan

Most people know they should be doing more with their wealth. The challenge is knowing exactly what — and having the right partner to navigate every decision with confidence.

THE CHALLENGE

Wealth without a clear strategy can feel more overwhelming than freeing.

You’ve worked hard to build what you have. But navigating the complex intersection of taxes, investments, risk, and retirement planning — while living your life — is a challenge most people weren’t trained for.

Investment Uncertainty

Markets shift, headlines alarm, and it’s hard to know if your portfolio is truly aligned with your goals or just riding the wave.

Fragmented Advice

Too often, financial decisions are made in silos — your CPA doesn’t talk to your broker, and no one has the full picture of your financial life.

 

Planning Paralysis

Retirement, estate, taxes, insurance — the complexity of doing it right can lead to inaction, which itself can be a costly decision.

WHY 44 NORTH CAPITAL

We've helped guide families through every kind of financial terrain.

44 North Capital was built on one principle: every client deserves the kind of personalized, comprehensive financial guidance once reserved for the ultra-wealthy. We are a fiduciary firm — legally and ethically obligated to act in your interest, always.

 

Fee-Only, Fiduciary Advisors

We are compensated only by you — no commissions, helping minimize conflicts of interest.

Comprehensive, Integrated Planning

We coordinate every dimension of your financial life — investments, taxes, estate, and beyond.

Long-Term Partnership

Our clients stay because we grow alongside them. We measure success in decades, not quarters.

We believe wealth management is about more than investments, it means walking the path of life with our clients.

– 44 NORTH CAPITAL PHILOSOPHY

WHAT WE DO

Three disciplines. One integrated strategy

Each service is designed to work in concert — because your financial life doesn’t exist in categories.

01

Financial Planning

A living, dynamic roadmap that adapts as your life evolves — helping ensure every decision moves you toward the life you’ve envisioned.

02

Investment Management

Disciplined, evidence-based portfolio management built around your personal risk tolerance, time horizon, and goals — not market speculation.

03

Wealth Advisory

A trusted relationship that provides strategic guidance for every major financial decision, from liquidity events to generational wealth transfer.

GETTING STARTED

A clear path from where you are to where you want to be.

We’ve designed an onboarding experience that respects your time and gets to clarity quickly.

Discovery Meeting

A complimentary 30-minute conversation to understand your situation, answer your questions, and determine if we're the right fit.

Financial Review

We gather and analyze your complete financial picture — assets, liabilities, income, goals — and identify key opportunities and gaps.

Your Custom Plan

We present a clear, prioritized strategy tailored specifically to your life, with actionable recommendations across every area.

Ongoing Partnership

We implement, monitor, and evolve your plan together — adapting as markets, tax laws, and your life change over time.

OUR TEAM

Real People. Real Outcomes

Jonathan Landry, CFP®

Founder, Managing Partner

Lexie Forest, CFP®

Director of Financial Planning

Billie Crane

Director of Client Services

COMMON QUESTIONS

Everything you should know before working with us.

A fiduciary advisor is legally required to act in your best interest at all times — not the firm’s. Unlike broker-dealers, we cannot recommend products for commissions. At 44 North Capital, we are fee-only fiduciaries, which means our only compensation comes from you, helping reduce conflicts of interest.

We work with individuals and families who generally have investable assets over $1M, or those who are on a clear path to that level.  We also work with professionals and business owners undergoing significant financial transitions.  Contact us to discuss whether we’re the right fit for your situation.

We charge a transparent, asset-based advisory fee – a small percentage of the assets we manage on your behalf.  There are no commissions, no hidden fees, and no product markups.  We’ll clearly explain our fee structure before you commit to anything.

Financial planning is the comprehensive roadmap for your financial life – retirement income, taxes, insurance, estate planning, and more. Investment management is the ongoing implementation and oversight of your portfolio.  At 44 North Capital, these disciplines are integrated so your investments always serve your broader plan.

Most clients meet with their advisor at least twice per year for formal wealth strategy meetings, with additional check-ins triggered by major life events – a job change, inheritance, business sale or retirement.  We’re also available for questions as they arise throughout the year.

Yes.  Business owners have unique financial planning needs – from business exit and succession planning to qualified retirement plans, tax efficiency, and converting business equity into personal wealth.  We specialize in helping founders and entrepreneurs navigate these complex transitions.

BEGIN YOUR JOURNEY

The best time to build a stronger financial future is today.

Schedule a complimentary discovery call. No pressure, no commitment — just an honest conversation about your goals and how we might help.

We respect your privacy.  Your information is never shared or sold.

Jonathan Landry, CFP®

Founder, Manging Partner

Jonathan Landry is the Founder and Principal of 44 North Capital, which he launched following 11 years as a Portfolio Manager and Senior Vice President in the wealth management industry. Understanding the importance of what each client’s portfolio means to them is what makes Jonathan’s work so meaningful. He partners closely with clients while leading wealth advisory and portfolio strategy at 44 North. Jonathan earned his Certified Financial Planner® designation in 2017 and has been recognized on the Forbes “Best-in-State Wealth Advisors” list in 2023 and the Forbes “Top Next-Generation Wealth Advisors Best-in-State” list in both 2022 and 2023.

Originally from the Boston area, Jonathan earned a BA in Economics from the College of the Holy Cross. Following his senior year, he signed an NHL contract with the Columbus Blue Jackets, beginning a four-year career in professional hockey. After hanging up the skates, Jonathan relocated to Vermont and began his career in wealth management. He and his wife enjoy raising their three children while taking full advantage of everything Vermont has to offer.

Lexie Forest, CFP®

Director of Financial Planning

Lexie Forest has been a trusted voice in wealth management since 2012. A key member of the 44 North Capital team, she has partnered with Jonathan for over six years with a shared commitment to putting clients first. A CFP® professional since 2018, Lexie approaches every client relationship with integrity and a deep sense of fiduciary responsibility.

Originally from the Chicago area, Lexie attended the University of Vermont, earning a BA in Business Administration and competing on the varsity women’s soccer team for four years. Lexie, her husband, and two daughters split their time between South Florida and Vermont, spending summers in the mountains and on Lake Champlain.

Billie Crane

Director of Client Services

Billie Crane began her career in the financial services industry in 2001 and has been a crucial part of 44 North Capital since its launch. As Director of Client Services, her attention to detail and positive attitude are what drive the client service experience at 44 North. You can count on Billie to handle any operational needs with efficiency and care, making her an invaluable part of the team.

A Vermont native, Billie has a deep love for Lake Champlain and enjoys spending as much time on the water as possible. When she’s not in the office, you’ll find her boating on the lake, traveling, or enjoying quality time with family and friends.