Compass Asset Management Group, LLC is a private, concierge-style family office focused on serving physicians, C-Suite executives, small business owners, and their families.
We deliver highly personalized guidance in financial planning, investment management, estate design, and generational wealth strategies.
For physician clients, we add specialized support in employment contract negotiations, real estate transactions, and seamless relocation services as they move through training, practice building, and career milestones.
For executives, we bring clarity and focus to complex compensation structures, stock options and liquidity events – aligning personal wealth strategy with your professional goals.
What sets us apart is simple – We listen with purpose, align with your values, and focus on your long-term objectives.
As your trusted fiduciary, we provide transparent advice – no hidden costs, commissions or conflicts on advisory solutions.
You’ve worked hard to reach your level of success. Let us help you protect it, grow it, and plan for what comes next – with calm, clarity, and complete confidence.
Your life is demanding. Your financial strategy shouldn’t be.
“You Dream. We Guide.”
Planning With Purpose
- RETIREMENT INCOME – prepare for your future by determining the strategies required to achieve the lifestyle you desire.
- TAX PLANNING – use tax-efficient strategies such as capital gains harvesting, charitable giving, Roth conversions, and trust structures to reduce tax exposure.
- ESTATE DESIGN – Educate clients about wills, trusts, beneficiaries, gifting strategies and powers or attorney to preserve wealth and reduce estate tax.
- EDUCATION FUNDING – determine financial needs and develop strategies that best help you prepare for this essential and exciting phase.
- RISK CONTROL – protect your loved ones from risks associated with unforeseen interruption of financial plans and strategies.
- EXECUTIVE COMPENSATION – manage complex employee benefit plans, stock options and bonus programs to control taxes and maximize results.
- BUSINESS SUCCESSION – protect business interests through key person insurance, partnership buy/sell agreements, retirement plan implementation and eventually sell through business succession planning strategies.
Active Investment Management
- DETERMINE OBJECTIVES – understand your investment goals, priorities, and time horizon.
- DEVELOP INVESTMENT POLICY– create the rules and roadmap for portfolio construction, implementation and risk management.
- DESIGN AND IMPLEMENT PORTFOLIO – develop tactical and dynamic strategies to achieve your financial goals.
- MONITOR, REBALANCE, ADJUST AND REPEAT – regularly review and update portfolio based on current economic or market trends and movement, in addition to your own changing circumstances.
Trusts & Estate Design
- ELDER CARE & MEDICAID PLANNING – determine best approach and counsel clients on how to manage and protect assets or transfer wealth with a view to avoiding Medicaid concerns.
- POWER OF ATTORNEY – work with your legal advisor to protect your interests when you no longer can.
- WILLS & TRUSTS – review existing plans and make recommendations for necessary documents and directives that are designed to protect you, your family and your heirs.
- Living Trusts & Revocable Trusts – consider options to provide flexibility and control of your assets, avoiding probate.
- Irrevocable Trusts – determine need and strategy to protect assets from Medicaid, probate or litigation while preserving and transferring wealth.
Physician Assistance Program
We partner with the professionals at MDMatch.com to make physician relocations seamless, allowing you to focus on your career and family with confidence
Designed for moves related to hospital positions, private practice, or fellowships. Focus on your career and family—we handle the rest.
Expert support for a seamless, stress-free transition
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Home search and relocation logistics
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Contract review and negotiation
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Licensing and credentialing assistance
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Community and school integration
Whether you’re moving for a new hospital position, private practice, or fellowship, their expert team ensures a stress-free transition.
From housing and contract negotiations to licensing and community integration, they take care of every detail—so you don’t have to.
Executive Compensation Plan
We employ a highly tailored strategy that helps successful executives align their income, benefits, and long-term incentives with their personal and financial goals.
Executive Compensation Planning Services Include:
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Stock Option & Equity Grant Structuring
Optimize timing, taxation, and diversification of RSUs, ISOs, and NSOs. -
Deferred Compensation Planning
Align deferred income strategies with future cash flow and tax efficiency. -
Retirement Benefit Optimization
Maximize employer-sponsored plans, SERPs, and supplemental executive benefits. -
Tax-Advantaged Income Strategies
Minimize tax liability through smart use of deductions, credits, and investment vehicles. -
Integrated Wealth Alignment
Coordinate executive compensation with personal financial goals and legacy plans.
We help you to transform complexity into clarity—ensuring dollars earned work harder, grows smarter, and supports the lifestyle and legacy you’ve worked so hard to build.
Philanthropic & Charitable Interests
- CHARITABLE GIVING – consider best strategies to “give back” in accordance with your special interests in medical research, financial aid or the arts, to name a few.
- FOUNDATIONS – work with your legal team to establish a vehicle that allows you to support and make a difference for ongoing charitable, humanitarian or special interests.
- ENDOWMENTS – develop a vehicle to motivate and assist the next generation to pursue educational goals and dreams.
STRATEGY THAT LEADS TO CLARITY
Discovery – We take time to understand your personal goals, professional obligations, and family priorities.
Analysis – A comprehensive review of your total financial landscape – assets, liabilities, income, tax exposure, and more.
Approach – We craft a personalized plan to support growth and help to protect your wealth by collaborating with attorneys, CPAs and other trusted advisors.
Implementation – Once approved, we coordinate and oversee every step of execution – so you can focus on living your life while we help build your legacy.
“A Goal Without a Strategy…
Is Nothing but a Dream.”
Steven M. DiGregorio
President, Sr. Portfolio Manager
Steven M. DiGregorio, President, Sr. Portfolio Manager
Steven is a financial planner, estate planner and wealth strategist with 37 years of experience consulting and advising affluent clients. He has deep experience developing client-centric, consultative, financial planning & investment management solutions for physicians, medical executives, and affluent families across multiple generations. His specialties are retirement planning, income distribution planning, executive compensation, practice succession planning and employee benefits plans – 401(k), 403(b).
A supporter of the American Heart Association, Miles for Hope Breast Cancer Awareness and the Juvenile Diabetes Association, Steven also has a particular passion for personal health & wellness and participates in various triathlons throughout the region.
Steven holds a Bachelor of Science in Business and Economics from the State University of New York at Plattsburgh. He has studied the Financial Planning & Financial Analyst curriculum at both the American College for Financial Planning and Marist College.
Steven is an Investment Advisor Representative with Spire Wealth Management, LLC and a Registered Representative with Spire Securities with offices located at 100 Stony Brook Court, Newburgh, NY | Ormond Beach, FL | 128 Orange Avenue, Daytona Beach, FL
Ashley Squillace
Sr. Financial Advisor
Ashley Squillace, Sr. Financial Advisor
Ashley graduated from The State University of New York at New Paltz with a Bachelor’s degree in Accounting. She is licensed as a Registered Representative with Spire Securities, holding licenses for the Series 7, Series 66 and a NYS Life Insurance license.
Ashley is a client relationship driven associate and works extensively with individuals interested in education planning, retirement & estate planning. She advises clients on college funding matters manages retirement portfolios and develop strategies to protect and transfer wealth through generations.
Ashley is responsible for the firm’s social media & marketing campaigns, investment analysis, model portfolio design and client presentations.
Ashley is also an Investment Advisor Representative with Spire Wealth Management, LLC and Registered Representative with Spire Securities with offices at 100 Stony Brook Court Newburgh, NY.
David A. Speranza, AAMS
Private Wealth Manager
David A. Speranza, AAMS, Private Wealth Manager
David’s driving passion is to provide his clients with sound and prudent advice in the areas of financial planning, wealth accumulation and distribution (via the Lifetime Income Model), business owner exit strategies and multi-generational estate planning. With 20 years of experience, David has developed a committed and loyal clientele. These relationships have been forged over time as he has guided his clients through some of history’s most significant and turbulent market cycles.
David earned the Accredited Asset Management Specialist℠ designation through the College for Financial Planning in 2001. He holds his Series 7, 63 and 65 industry licenses along with his NY, CT and FL state insurance licenses.
“Financial planning is essential, and it is complex. Having a proper financial plan can help reduce the emotional roller coaster investors face during tough markets.”
Employing a unique strategy with his client’s approval, David coordinates virtual or physical meetings with all their trusted advisors, at one time. This allows for clearer communication, reduces coordination gaps in their planning, and often reveals missed planning opportunities. This focus ensures his client’s goals are fully addressed.
Giving back to the community is vital. David volunteers for many community-based causes including: the Poughkeepsie Babe Ruth/Cal Ripken Youth Baseball League, the United Way, the American Cancer Society, and the American Heart Association. He is also an NCAA Division I baseball umpire.
David is an Investment Advisor Representative with Spire Wealth Management, LLC and is a Registered Represenative with Spire Securities.
Maria Sciuto, CFP®, TPCP®
Director of Financial Planning
Maria Sciuto, CFP®, TPCP®, Director of Financial Planning
Maria is a CERTIFIED FINANCIAL PLANNER (CFP®), CERTIFIED TAX PLANNING PROFESSIONAL (TPCP®) and Private Client Manager with Compass Asset Management Group in Newburgh, NY. Maria brings over twenty-five years of experience in the financial services industry. Her expertise includes insightful tax planning, holistic financial planning, women’s financial concerns, investment portfolio design, retirement planning, cash flow analysis and distribution planning. As our Director of Financial Planning, Maria ensures clients have customized solutions for their unique financial situations.
Maria supports and volunteers for The Dutchess Chamber Foundation, Inc. and American Heart Association. She is an avid health and fitness enthusiast.
Maria holds a Master’s in Finance from Baruch College, Zicklin School of Business, City University of New York and holds a Bachelor’s of Arts in Economics from Hunter College, City University of New York. She has proudly held the Certified Financial Planner® License since 1997.
Certified Financial Planner Board of Standards, Inc. (CFP Board) owns the CFP® certification mark, the CERTIFIED FINANCIAL PLANNER™ certification mark, and the CFP® certification mark (with plaque design) logo in the United States, which it authorizes use of by individuals who successfully complete CFP Board’s initial and ongoing certification requirements.
Annette Hall
Private Client Manager
Annette Hall, Private Client Manager
Annette has over thirty years of experience in the wealth management industry. Utilizing a more holistic approach for her clients, she delivers the core elements of financial & estate planning combined with her strong experience in private banking. Ms. Hall has helped countless clients with the challenges of multi-generational planning, effective use of trusts, insurance protection and collateralized lending for art or yachts. Annette compliments our practice with a high touch approach to her clients’ needs.
Annette holds a Bachelor of Science in Fashion Merchandising/Design and Art History from the University of Utah. She is also a member of the Hellenic American Banker’s Association and Hellenic Professional Women.
Ashley Flatley
Private Client Concierge
Ashley Flatley, Private Client Concierge
Ashley Flatley brings a unique blend of real estate expertise and financial planning insight to Compass Asset Management Group as a Private Wealth Concierge. With a strong background in both industries, she specializes in supporting physicians and healthcare professionals, helping them navigate the complexities of wealth management, relocation, and long-term financial planning.
From 2010 to 2018, Ashley worked as a financial advisor, guiding high-income professionals through investment strategies, tax planning, and financial decision-making. This experience gave her a deep understanding of the unique challenges physicians face—balancing demanding careers with building financial security.
In recent years, Ashley has focused on luxury real estate and physician relocation, assisting countless healthcare providers in finding homes and establishing roots in the community.
Now, at Compass Asset Management Group, she is part of a team that offers a full suite of financial services to include tax strategies, retirement planning, and estate planning—ensuring clients receive well-rounded, strategic financial guidance.
Ashley is passionate about providing a full-service experience for physicians, supporting them beyond real estate by ensuring their financial future is secure. She is committed to helping healthcare professionals make informed decisions that align with their long-term goals.
For more information about how Compass Asset Management Group can support your financial journey, connect with Ashley today.
Sean J. Tabone
Associate Investment Advisor Representative
Sean J. Tabone, Associate Investment Advisor Representative
Sean possesses the characteristics of warmth, empathy & insight, exactly what clients appreciate most from their wealth advisor. He takes a personal interest in the goals, perspectives, and concerns of our clients, making him a true client advocate and confidant. Utilizing such a client-focused approach has enabled Sean to properly guide and educate his clients to realize their financial goals in a manner they understand and feel comfortable with. He believes that the client relationship is foremost in the advising process and delivers that approach through multi-generational wealth planning.
Sean graduated from Siena College in 2012 with a bachelor’s degree in philosophy. He has family in New York and travels between our NY and FL offices.
Sean volunteers with Haven Hospice and sits on their Community Advisory Board located in Deland, Florida.
Sean is an Investment Advisor Representative with Spire Wealth Management, LLC and a Registered Representative with Spire Securities in our 128 Orange Avenue, Daytona Beach, FL location.
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