The business and the life it makes possible.
Owners of established businesses spend decades building something real. We help structure the business around your life, protect personal wealth from business risk, and plan the eventual transition on your terms.
Business owners are two clients at once.
The business has its own economics, risks, and capital needs. The owner has a separate household balance sheet, tax picture, and long-term goals. When those two are left fully entangled, neither gets optimized well.
That shows up as too much capital trapped in the company, retirement contributions far below what the structure allows, liability boundaries that are too loose, and succession plans that exist only as conversations.
Our work with owners is to separate the business and the household cleanly enough that both can be planned intentionally while still informing each other where they should.
Most owners have personal and business finances intertwined enough that neither side gets planned properly.
Many owners are still using simple retirement structures when a layered design could allow dramatically larger annual funding.
Every business transitions by sale, succession, wind-down, or death. The real choice is whether that transition is designed or defaulted.
The six disciplines, through an owner's lens.
Each discipline changes when a large share of household wealth is concentrated in an operating business with its own risk profile and transition arc.
Tax planning for owners
Entity selection, compensation strategy, Section 199A, state nexus, and pre-sale architecture coordinated with the household plan.
Our approach to tax planning →Retirement planning for owners
Plan stacking across 401(k), cash balance, and defined benefit structures for profitable businesses and short planning runways.
Our approach to retirement planning →Estate planning for owners
Buy-sell architecture, trust-based transfers of business interests, and succession structures coordinated with operating documents.
Our approach to estate planning →Risk planning for owners
Key-person, buy-sell funding, owner disability, umbrella liability, and coordination between entity-level and household exposures.
Our approach to risk planning →Investment planning for owners
Portfolios built with the business treated as a concentrated balance-sheet position rather than ignored as 'outside' wealth.
Our approach to investment planning →Education planning for owners
Family funding strategies that coordinate with business cash flow, employment planning, and multi-generational transfer goals.
Our approach to education planning →Wealth Management for owners
Personal portfolio construction that clearly sees the business, the industry, and the cash-flow volatility, then builds liquid-market exposure around that reality.
The specialist work that defines owner planning.
From entity structure and owner compensation to succession and the year after the sale, coordinated planning determines how much business value actually becomes personal wealth.
Structural decisions that shape what the business keeps, what the owner receives, and how the two balance sheets interact.
Entity choice is often the most consequential tax decision in the life of a business and the one least likely to be revisited after formation.
We review the current structure against profitability, growth expectations, exit horizon, and state footprint, then lay out whether a change is worth its cost and complexity.
For S-corp owners, the salary-versus-distribution split influences payroll tax, retirement capacity, and audit risk at the same time.
We coordinate compensation methodology with the CPA so the structure remains defensible while also working with the owner's broader plan.
A profitable business can be one of the strongest retirement-planning vehicles available, but only when the plan design actually fits the owner, workforce, and time horizon.
We structure layered plans where appropriate so high-income years can fund retirement aggressively and tax-efficiently.
Owner risk is two risk profiles stacked on top of each other. The business carries its own exposures: operational liability, professional liability, employment practices, cyber, property, errors and omissions, and whatever industry-specific risks come with the sector. The owner personally carries an entirely different set: the concentrated equity position in an illiquid entity, the buy-sell funding obligation that would trigger on a partner's death or disability, the personal liability that may survive the corporate veil, and the key-person economic risk that the business itself would bear if the owner were suddenly out of the role.
We diagnose the exposure at both levels and coordinate the coverage architecture. Key-person insurance sized to the owner's actual economic contribution, held by the business, with proceeds earmarked either for continuity funding or for buy-sell execution. Buy-sell funding through layered life insurance is the most common gap we find, where agreements exist but the funding to execute them doesn't. Owner disability with business-continuation provisions covers both personal income replacement and the operational gap during disability. Personal umbrella liability should scale to the concentrated net worth the business represents, with careful coordination between personal and entity policies so gaps don't emerge at claim time. Cyber and professional liability should be reviewed at the entity level with awareness of how far the personal exposure extends. And for owners in regulated industries or with significant employment footprint, employment practices liability and D&O coverage should be reviewed with the same attention to policy language that we apply to the owner's personal balance sheet.
Chris has spent three decades on both sides of ownership transitions. Advising founders through IPOs, secondaries, and growth rounds at Alex. Brown & Sons and Credit Suisse First Boston, and operating businesses he built himself. The pattern recognition that shapes a sale, recap, or succession decision, offered inside the wealth engagement, with no transaction fee on the other side of the advice.
The final years before an exit, and the year after, often determine more personal wealth outcome than the decades before them.
Most buy-sell agreements are either out of date or unfunded. For single-owner businesses, the equivalent gap is a succession conversation that never became an actual plan.
We work with counsel to align the governing documents and the funding architecture so the transition can happen under stress, not just on paper.
The three to five years before a sale are when valuation, tax, trust, and charitable structures can still materially change the after-tax outcome.
We treat the transaction as a coordinated plan across the owner's legal, tax, and investment teams so the business value converts into personal capital efficiently.
The day after the sale closes is the beginning of a distinct capital-allocation problem. Too much cash can be as destabilizing as too little if it has no framework around it.
We structure the next chapter around reserves, long-term compounding, optional private-market exposure, and the owner's actual goals rather than leaving proceeds idle while decisions drift.
What coordinated planning actually does.
A second-generation professional services owner, early 50s, planning a sale in three to four years.
The owner came to us through a professional referral. The business was an LLC taxed as a partnership, with gross revenue in the low eight figures and strong cash flow. Retirement contributions consisted of a SEP-IRA at the statutory maximum. The owner was drawing income through partner distributions with no formal salary or benefit structure. Personal investing consisted of a broker-held account of mixed individual stocks and mutual funds, selected opportunistically over twenty years. There was no estate plan specifically addressing the business.
We led a three-track engagement: (i) converted the entity from partnership to S-corp with a documented reasonable-compensation split, and layered a cash balance plan on top of a solo 401(k); (ii) rebuilt the personal portfolio around the business as a concentrated position, increasing liquidity reserves and reducing overlapping industry exposure; (iii) began pre-sale planning three years ahead of the expected transaction, including an IDGT sale of partial business interests to a family trust and a charitable remainder trust funded with a pre-sale block.
Details have been altered to protect confidentiality. Outcomes vary by client facts and planning timing.
See what planning looks like for your businessReading for the owner's balance sheet.
Advanced tax planning for business owners
Entity selection, compensation strategy, retirement design, and pre-sale moves that determine how much of the business you actually keep.
Estate planning for business owners
Buy-sell structures, trust-based transfers, and succession work that helps the business outlive the founder intact.
Retirement plan stacking for owners
When solo 401(k), cash balance, and defined benefit structures fit, and how they can work together.
Build the business. And build the life around it.
Separating the business and the household with intention is the planning work that turns a successful company into durable personal wealth.