<
Person in pinstripe suit and red polka dot tie holding a phone and notebook.
BUSINESS SUCCESSION

Planning the future of what you’ve built

Preparation for everything that comes next.

Succession comes into focus when the end of one chapter becomes visible — a buyer at the table, a child ready (or not ready) to take over, or an owner deciding how many more years they want to run it. The decision stops being about the business alone and starts being about everything the business supports.

Succession at Arrowroot Family Office is handled as a personal financial event as much as a corporate one. The deal structure, tax exposure, estate consequences, and income the family will live on afterward get planned together rather than in sequence. All of it runs through one team, so a choice made on the company side is weighed for what it does to the family side before it is final.

Black and white grid of icons featuring speech bubbles, thumbs up, and chat symbols.

What coordinated succession makes possible

A sale structured for the family, not just the deal
Right-pointing arrow icon with a tail on a transparent background.
A sale structured for the family, not just the deal
Right-pointing arrow icon with a tail on a transparent background.
Tax planned years ahead of the event
Right-pointing arrow icon with a tail on a transparent background.
A next generation prepared for what they inherit
Right-pointing arrow icon with a tail on a transparent background.
A life that works after the business
Right-pointing arrow icon with a tail on a transparent background.

How the work happens

01
The introduction
02
The full picture
03
Building the framework
04
The day-to-day
05
Through the generations

01

The introduction

A succession conversation often begins through an introduction, sometimes years before a decision is real. The first discussion is about where the business and the family stand and whether the timing warrants planning now. You leave with a clear view of what early coordination could change.

Person pointing at a laptop screen while another hand types on the keyboard indoors.

02

The full picture

The business and the family come into view together. Cap tables, entity structures, existing agreements, estate documents, and the family's plans for the company all get mapped. The result is a single picture of how a transition would touch every part of the family's wealth.

Person typing on a laptop at a wooden table with plants and glass in a cozy room.

03

Building the framework

A succession framework gets built around the family's goals and the realities of the business. Deal posture, tax strategy, estate structures, and the income plan for after the sale get designed together. You end with a coordinated approach rather than a set of separate professional opinions.

Two businessmen in suits reviewing a smartphone while a tablet with charts lies on the table.

04

The day-to-day

As a transaction takes shape, the work has to be managed. Advisors, attorneys, and accountants get coordinated, terms get tested against the family's position, and decisions get prepared as they arise. The family directs the process rather than managing the people involved.

Person typing on a laptop keyboard with a document open on the screen.

05

Through the generations

A sale or handoff is one moment in a longer arc. The business succession framework carries forward into the family's post-transaction life, the next generation's involvement, and the wealth the business created. The relationship continues well past the closing.

Businessman in a gray suit talking on the phone and holding a leather folder.

The advisor who plans the transition is the advisor you rely on for what follows.

Succession is not a plan you hand to a specialist. The senior advisor coordinating your next move is the one who built the plan for the life on the other side of it, and who stays in place long after the deal closes. That continuity is what keeps the plan connected to everything it was supposed to make possible.

Behind that advisor is the rest of the firm. Tax strategy, estate planning, investment management, and next generation planning all happen inside one team, so the company side and the family side never drift apart. Concentrated client books allows the advisor to be in the details of a transition that may define the family's finances for a generation.

Redondo Beach, CA
Rob Santos
CEO

Rob works with founders, executives, and families navigating concentrated wealth, business exits, and generational planning. He founded Arrowroot in 2013 and leads the firm from Southern California.

CONNECT WITH Rob Santos
El Dorado Hills, CA
Cassandra Barry
Managing Director

Cassandra works with clients on retirement planning and Medicare strategy, with deep expertise in healthcare cost planning and the tradeoffs that shape later-life decisions. She is a licensed insurance agent with more than 12 years in financial services.

CONNECT WITH Cassandra Barry
Gig Harbor, WA
Crystal McMahon, CFP®, EA
Managing Director

Crystal works with individuals, families, and business owners on financial planning, investment management, and tax strategy. She is a CFP® and IRS Enrolled Agent with over two decades of experience.

CONNECT WITH Crystal McMahon
Denver, CO
Irene Apergis
COO

Irene oversees operations and regulatory compliance across the firm. She brings more than 22 years of financial services experience across investments, capital markets, operations, management, and sales.

CONNECT WITH Irene Apergis
Charlottesville, VA
Mark McCarron, CFP®, EA
Partner, Managing Director

Mark works with families and business owners on financial planning, portfolio management, and tax strategy, with a particular focus on cash flow and long-range projections. He is a CFP® and IRS Enrolled Agent.

CONNECT WITH Mark McCarron
Rochester Hills, MI
Diane Young, AIF®
Partner, Managing Director

Diane works with individuals, families, executives, and retirees on retirement planning, investment strategy, and long-term wealth management. She is an Accredited Investment Fiduciary® with over 30 years of experience.

CONNECT WITH Diane Young

How it all connects

Family Retreats

Business Succession

CFO Services

Next Generation Planning

Black reload or refresh icon with an arrow curving clockwise over a square.

Concierge Services

Charitable Giving

Investment Management

Risk Management

Tax Strategy

Estate Planning

Woman sitting on sandy beach watching a child standing near the water's edge with waves in background.

Family Retreats

Works in concert with governance and next generation planning, giving the structure a place to come alive in person. A retreat turns the framework into a conversation the whole family takes part in, away from the day-to-day. What surfaces there feeds directly into the decisions the family makes in the year that follows.

Explore Family Retreats
Grid of white dots arranged in eight rows and five columns on a black background.

Business Succession

Connects the operating company to the personal financial life it eventually funds. Succession is rarely a single event, and the years around it carry tax, estate, and liquidity decisions that compound. The framework coordinates the company side and the family side so the handoff happens on the family's terms.

Explore Business Succession
Grid of white dots arranged in eight rows and five columns on a black background.

CFO Services

Touches the family's businesses, cash flow, and reporting at the operational level. Daily financial oversight is where small issues either get caught early or quietly compound. The framework keeps the operating numbers connected to the family's longer financial picture.

Explore CFO Services
Grid of white dots arranged in eight rows and five columns on a black background.

Concierge Services

Carries the administrative weight that complex financial lives generate. Bill payment, document management, and the logistics of multiple properties and entities take real time and attention. The framework absorbs that load so the family directs the operation rather than running it.

Explore Concierge Services
Grid of white dots arranged in eight rows and five columns on a black background.

Investment Management

Anchored to the obligations the portfolio has to meet across the family's lifetime. Holdings fund retirement income, gifting, philanthropy, and the unexpected on schedules that match real life. Risk gets calibrated to the work the money has to do, and tax runs through every position.

Explore Investment Managemen
Grid of white dots arranged in eight rows and five columns on a black background.

Estate Planning

Touches every other practice the moment something changes. Estate structures only work if the tax, investment, and ownership positions behind them stay aligned. The framework keeps documents and entities current as the family and the assets shift.

Explore Estate Planning
Grid of white dots arranged in eight rows and five columns on a black background.

Tax Strategy

Threads through every investment decision, every entity, and every estate document. Tax efficiency at this level depends on timing and coordination as much as the individual choice. The framework is built so the math holds up across decades rather than a single filing year.

Explore Tax Strategy
Grid of white dots arranged in eight rows and five columns on a black background.

Risk Management

Protects what the family has built when something goes wrong. Coverage and exposure get sized to the real picture across businesses, properties, dependents, and estate liquidity. The framework keeps protection matched to the situation as obligations change.

Explore Risk Management
Grid of white dots arranged in eight rows and five columns on a black background.

Charitable Giving

Connects the family's philanthropy to its tax position, its estate plan, and the next generation. The structures built around giving outlast the impulses that began it. The framework keeps the giving coordinated with everything else rather than left to the side.

Explore Charitable Giving
Grid of white dots arranged in eight rows and five columns on a black background.

Next Generation Planning

Pairs with family governance and estate planning to prepare the people who will inherit. Readiness is built over years, through gradual involvement rather than a single handoff. The framework brings the next generation in on a cadence that respects where they are.

Explore Next Generation Planning
Grid of white dots arranged in eight rows and five columns on a black background.

Start a conversation

Most of our relationships begin with an introduction. If you've been sent our way, or you've simply decided it's time, this is where to reach us.

Thank you! Your submission has been received!
Oops! Something went wrong while submitting the form.