Comprehensive retirement planning through independent investment advisory and insurance services — personalized strategies built around your goals and your life.
At Thrive Financial, we believe retirement planning is one of the most important journeys a person can take — and it deserves more than a generic roadmap.
We founded Thrive Financial to offer something different: an independent firm that brings together investment advisory and insurance expertise in one place, so our clients never have to wonder if their pieces fit together.
Our independence means we answer only to you. We're not beholden to any single product, company, or quota. Every recommendation we make is rooted in what's right for your goals, your family, and your future.
Integrity First
We do what's right, always — even when it's not the easiest path.
True Independence
No affiliations that compromise our advice.
Client-Centered
Your goals shape every strategy we build.
Long-Term Focus
We plan for decades, not just the next quarter.
100%
INDEPENDENT & FIDUCIARY-MINDED
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Investment Advisory Services
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Independent Insurance Agency
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Retirement Planning Focused
Our Approach
How We Work With You
01
Discovery
We start by listening — your goals, concerns, timeline, and vision for retirement.
02
Analysis
We assess your full financial picture — investments, insurance gaps, income needs, and risk.
03
Strategy
We build a coordinated, personalized plan covering both investments and insurance.
04
Ongoing Care
We review and adjust as markets shift and life evolves — staying with you for the long haul.
Life LicensedHealth LicensedVariable ContractsSeries 65Fiduciary
Greg Crupi grew up in Owls Head, Maine with a natural curiosity about investing and financial markets. That early passion evolved into a 15+ year career dedicated to helping Maine families protect their savings and build reliable income they can count on throughout retirement.
Greg founded Thrive Financial with a clear purpose — to combine fiduciary investment advisory services with a fully independent insurance agency under one roof. Most advisors do one or the other. Greg does both, which means every client gets a complete, coordinated strategy with no gaps and no conflicts of interest.
His approach is refreshingly relaxed and client-centered. Rather than arriving with a predetermined plan, Greg walks clients through all available options so they can actively participate in building their own financial strategy. No pressure. No jargon. Just honest, clear guidance tailored to your life.
What sets Greg apart is his forward-thinking mindset — constantly looking for ways to leverage changes in markets and technology to benefit his clients. He's not just planning for the retirement you have today, but the one you'll be living 20 years from now.
"When I'm not working with clients, you'll find me skiing or snowmobiling up at our camp in Rangeley, out on the golf course, or hosting a backyard BBQ with family and friends in Cumberland. Meg and our three kids keep life full — and remind me every day why planning for a secure retirement truly matters."
— Greg Crupi, Founder of Thrive Financial
Ready to Meet with Us?
We'd love to learn about your retirement goals and share how we can help.
From growing your wealth to protecting it — our two core service areas work together to give you a complete retirement strategy.
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Investment Advisory
As a registered investment advisory firm, we provide personalized, fee-based investment management focused on helping you grow and preserve wealth for retirement.
Portfolio management & asset allocation
Retirement income planning
IRA & 401(k) rollover guidance
Risk tolerance assessment
Tax-efficient investment strategies
Social Security optimization
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Independent Insurance Agency
As an independent insurance agency, we shop the market across top carriers to find the right coverage for your needs — with no pressure, no quotas, just the right fit.
Life insurance planning
Fixed & indexed annuities
Medicare supplement & Advantage plans
Long-term care insurance
Disability income protection
Final expense coverage
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Retirement Income Planning
We help you build a reliable income strategy for retirement — one that accounts for inflation, healthcare costs, and longevity so your money lasts as long as you do.
Income gap analysis
Withdrawal strategy planning
Pension & Social Security coordination
Required Minimum Distribution (RMD) planning
Legacy & estate income planning
Not Sure Where to Start?
Schedule a free, no-obligation consultation. We'll review your situation and explain exactly how we can help.
