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Practice Succession

We’re Not Looking for Volume.
We’re Looking for the Right Fit.

Over the next decade, we intend to bring on two to four practices — total. The quality of care we deliver requires us to be selective. If you built your practice the same way, we are worth the conversation as you transition to your next chapter.

$450M+
Assets Under Management
2–4
Acquisitions Over 10 Years
La Jolla & Hampstead
Two-Office Independent RIA

Our Posture

A Firm That Chose Depth Over Scale — Deliberately

Castle Coast Wealth was built around a simple premise: that a small number of client families, served exceptionally well, will always outperform a large number of families served adequately. We’ve never wavered from that. It’s why we’re selective about the clients we take on and the practices we acquire.

If you’re considering succession, you’re evaluating a price as you determine who will carry on the relationships you’ve spent a career building. We take that seriously — maybe more seriously than anyone else you’ll talk to.

We aren’t the highest-volume acquirer in the market and don’t envy that business model. We’re the firm that will still know your clients’ grandchildren’s names decades after your transition. For the right advisor, that distinction matters.

“We’re the right fit for practices whose clients would feel genuinely well-served by us — not just transitioned to us. There’s a meaningful difference, and your clients will feel it.”

— Charlie Gillespie, Principal
2–4
Total acquisitions over 10 years
Select
Client families — not mass-market AUM
Fee-Only
No commissions, no conflicts
6 People
Boutique by design

How We Work

What Client Care Actually Looks Like in Our Practice

Below are specific ways we show up for clients and the standard your clients would experience from their first conversation with us.

01

They Always Know Who to Call

Every client has a named advisor who knows their complete financial picture. When something happens in their lives, they know exactly who will pick up the phone.

02

Plans Built Around Their Life

We don’t slot clients into a risk model and call it planning. Every strategy is built around their actual situation — income, family structure, timeline, goals, and the things that keep them up at night.

03

We Think in Decades

Many of our client relationships span generations. We’ve planned alongside parents and now work with their adult children. That kind of continuity shapes every conversation we have.

04

Present in the Hard Moments

When markets are volatile, we reach out personally — not with a mass email, but individually. We know who’s drawing income, who just sold a business, and who may be anxious. Proximity and scale make that possible.

05

Honesty Before Comfort

Our clients trust us to tell them what they need to hear, not what’s easiest to say. That standard of candor in planning, in markets, in life decisions is what they’ll continue to receive.

06

Guided by More Than Regulation

Castle Coast Wealth operates on Christian principles, meaning integrity and genuine care for clients aren’t just policies. They shape the small decisions that clients never see but always feel.

Why So Few

Two to Four Practices. A Decade. No More.

The reason we’re capping acquisitions is a commitment to quality.

Every practice we bring on requires us to invest deeply in understanding your clients, in building real relationships before the transition happens, and in absorbing that practice into our culture without diluting it.

We’ve seen what happens when firms grow faster than their ability to serve. We’ve built our reputation by being the alternative to that.

The Path Forward

A Process Built Around Mutual Confidence

Our process is deliberate and unhurried, designed to determine whether working together would genuinely serve your clients and whether it’s the right move for you personally. We’ll be honest if it’s not a fit.

1

A Private First Conversation

No pitch decks, no intake forms. Just us on the phone or over coffee getting to know your practice, your clients, and where you are in your thinking. This is a listening session. Nothing moves forward without your say-so.

Confidential & Low Pressure

2

Understanding Your Practice at Depth

If the conversation feels promising, we take time to understand your client base: the demographics, relationship styles, planning complexity, and the people behind the AUM. We want to know whether we can serve your clients at the standard they’re accustomed to. If we can’t, we’ll tell you plainly. If we have additional services you haven’t offered, we’ll be tactful in the approach to making clients aware of why you chose us for their needs moving forward.

Honest Assessment on Both Sides

3

Valuation & Structure — Transparently

We share our methodology, work through it together, and arrive at something that reflects what you built. Bring your attorney or CPA. We welcome scrutiny and have the financial backing to honor our commitments.

Open Book, Fair Terms

4

Building the Transition Plan Together

You know things about your clients that no document will capture. We want that knowledge to continue to drive a positive experience. The plan is built around your clients’ comfort, not our convenience. The transition letter goes out in your voice, on your timeline.

Your Voice, Your Clients, Your Pace

5

Warm Handoff, Not a Hard Stop

We encourage a meaningful overlap period — weeks or months where clients have had the chance to meet us alongside you. Trust transfers through relationships, not paperwork. When the time comes for you to step back, your clients won’t feel dropped. They’ll feel handed off — the way you’d want it done.

Relationship-Led Continuity

6

You Retire — With a Clear Conscience

You’ve helped dozens of families reach this moment. You know what it looks like when someone retires well. We want that for you — knowing your clients are being cared for the way you would have. That’s the standard we hold ourselves to, long after the paperwork is done.

The Exit You Earned

Your Clients’ Experience

What the Transition Feels Like for Them

They Hear It from You First

Your clients learn about the transition in a letter written in your words — crafted together, but unmistakably from the advisor they’ve trusted for years. No form letters. No corporate announcements.

They Meet Us Alongside You

For clients who’ve been with you for years, we make introductions in person — ideally with you present. Earned trust doesn’t transfer through paperwork. It transfers through presence and time.

The Relationship Continues

The attention, the planning depth, the straight talk, the personal care — it all continues. The only thing that changes is the name on the letterhead, and even that we handle thoughtfully.

A Note on Client Retention

We purchased $197M from our first acquisition. That book is now around $450M, with clients who find themselves better served and appreciative of their original advisor’s decision to select us. One client had a family member become a financial advisor — they are the only person to have left since the acquisition in 2019, outside of deaths.

Is There a Fit?

The Practices We’re Genuinely Looking For

We’d rather spend five minutes on honest alignment than five months on a deal that wasn’t right. Here’s a candid read on what tends to work well.

  • Relationship-driven advisors whose clients know them as a person — not just a service provider
  • Practices serving retirees, pre-retirees, business owners, or multi-generational families
  • Advisors who prize planning depth and believe fewer, better relationships beat volume
  • Those who’ve built their reputation on candor, even when it was uncomfortable
  • Advisors with a thoughtful succession horizon who want to plan deliberately
  • Practices in the $50M–$300M AUM range where boutique-level service remains genuinely possible

An Honest Note

We won’t be the right buyer for every practice and we’ll say so early if that’s the case. We’re not interested in high-volume transactional books, variable annuity heavy investments, practices requiring rapid 90-day closings, or situations where the primary objective is the highest possible multiple with less weight given to what happens to clients afterward.

If that’s not you, let’s talk. If it is, we’d rather you hear it from us now than six months into a process.

Who You’d Be Working With

An Independent Firm Built the Same Way You Built Yours

CG
Charlie Gillespie
Principal & Founder
Assets Under Management
$450M+
Team
6 People
Offices
La Jolla, CA + NC
Planned Acquisitions
2–4 over 10 years
Fee-Only
Independent RIA
Christian Principles
Multi-Generational

TS
Tyler Stearns
Partner

Castle Coast Wealth is an independent, fee-only RIA headquartered in La Jolla, San Diego, with a second office in Hampstead, North Carolina. We manage approximately $450M across a select number of client families — and we have no intention of growing beyond what we can serve well.

Our team of six operates without a home office dictating which products to recommend, which platforms to use, or how many accounts to process this quarter. We answer to our clients. That independence isn’t just a legal structure — it’s the reason we can have the kinds of conversations that actually help people.

We built this firm to be the place that clients are relieved to find. The boutique at the end of a long search, after they’ve dealt with large institutions that treated them like account numbers. That’s the experience your clients would have — not the commoditized version of planning, but the real thing.

We’re also backed by the capital structure to support a proper acquisition — a well-structured transaction with the financial resources to honor every commitment we make to you, your clients, and your legacy.

Selling Considerations

What Every Advisor Should Understand Before Signing Anything

Most advisors will sell their practice exactly once. That single transaction will be the largest financial event of their career — and they’ll negotiate it with no prior experience, against buyers who have done it dozens of times. The asymmetry is stark. Understanding the mechanics of how deals are structured, valued, and taxed isn’t just useful: it is the difference between a retirement you designed and one that was designed for you. The topics below draw on the principles in David Grau Sr.’s Buying, Selling, & Valuing Financial Practices (Wiley Finance, 2016) — widely considered the authoritative resource in this space — along with current market practice. Click any topic to read more.

01
How Your Practice Is Actually Valued
Foundation

 

The “two-times-revenue” rule of thumb has become shorthand for practice valuation — and it is, at best, a rough approximation. As Grau explains at length, value is not a formula. It is a conclusion reached after weighing the specific characteristics of a specific practice in a specific market at a specific point in time. Purpose drives value: the same practice can legitimately carry a different valuation depending on whether the analysis is for an external sale, an internal succession, a partnership dissolution, or an estate filing. There is no single correct number — only a number appropriate to the context.

The two primary methodologies used in advisory practice M&A are the market comparable approach — which references a database of actual completed transactions to estimate what buyers have paid for practices similar to yours — and the discounted cash flow (DCF) approach, which projects future earnings and discounts them back to a present value. For smaller practices (typically under $1M in revenue), the comparable approach tends to be more reliable because DCF depends on profit margins that most small practices don’t cleanly isolate. For larger, more complex firms, a blended approach is common.

What moves the multiple up or down isn’t the size of the AUM — it’s the quality of what transfers with it. Client demographics, average account size, revenue concentration risk (how dependent the practice is on a handful of large clients), service complexity, staff continuity, and the strength of the seller-client relationships all factor in. A practice with $150M in AUM concentrated in three clients who only work with the departing advisor carries meaningfully less transferable value than a $100M practice with fifty relationships distributed across a stable team.

Watch for this: Be cautious of any buyer who leads with a multiple without first conducting a substantive assessment of your practice’s specific characteristics. A multiple quoted in the first conversation is a negotiating anchor, not a valuation.

02
Deal Structure: Asset Sale vs. Equity Transfer
Critical

 

Nearly every independent advisory practice sale is structured as an asset sale rather than a stock or equity transfer. In an asset sale, you’re conveying the specific assets of the practice — primarily client relationships and the goodwill attached to them — rather than transferring the legal entity itself. This distinction carries enormous tax and liability consequences for both parties.

Asset Sale

  • Buyer selects what they’re acquiring and avoids assuming unknown liabilities
  • Buyer gets a stepped-up tax basis — enabling amortization of the purchase price over 15 years
  • Seller’s tax treatment depends on how price is allocated across asset classes
  • Goodwill typically taxed as long-term capital gain — favorable for the seller
  • Non-compete payments taxed as ordinary income — less favorable
  • Most common structure for independent RIA and broker-dealer practices

Equity / Stock Transfer

  • Entire entity transfers, including all known and unknown liabilities
  • Seller typically receives capital gains treatment on the full proceeds
  • Buyer inherits the entity’s tax basis — no step-up, which reduces their future deductions
  • Simpler execution: contracts, licenses, and agreements don’t need reassignment
  • Buyers are generally reluctant unless the price reflects the additional risk
  • More common when the seller operates a C-corp or when tax attributes make it worthwhile

The allocation of the purchase price across asset classes — client relationships, goodwill, non-compete agreement, tangible assets — is one of the most consequential and least-discussed parts of the transaction. Buyers and sellers must agree on this allocation and report it to the IRS on Form 8594. Every dollar allocated to a non-compete or consulting agreement is a dollar taxed at ordinary income rates instead of capital gains rates. Negotiating this allocation carefully is not a technicality — it can represent six figures in after-tax proceeds.

Watch for this: Buyers will often propose a purchase price allocation that favors their tax position (more to non-competes, less to goodwill). Many sellers accept this without realizing the tax cost. Always negotiate allocation as a substantive deal term, not an afterthought handled by accountants after signing.

03
Payment Terms, Earnouts, and Seller Financing
High Stakes

 

The headline purchase price is only part of what you’re agreeing to. How and when you get paid matters just as much as the number itself — and this is where many sellers make their most costly mistakes.

All-cash at closing is the cleanest outcome for the seller. You receive the full agreed price, bear no ongoing risk tied to client retention or practice performance, and can walk away. It is also the hardest to achieve, as it requires a buyer with significant capital or lender financing, and typically results in a somewhat lower headline price to compensate the buyer for taking all the risk upfront.

Earnouts tie a portion of the purchase price to future practice performance — typically client retention rates or retained revenue over one to three years post-close. They are extremely common in advisory practice transactions and serve a legitimate purpose: they align the seller’s incentives with a smooth transition and protect the buyer against client attrition. But earnouts introduce real complexity. The measurement period, the revenue baseline, what counts as “retained,” how market fluctuations are handled, and what happens if a client leaves for reasons unrelated to the transition are all negotiable — and all contentious if not spelled out precisely in advance. Grau is explicit on this point: vague earnout language is a source of post-closing disputes far more often than either party anticipates.

Seller financing — where you effectively loan the buyer part of the purchase price, receiving payments over time — is common when buyers lack access to third-party lending. It can work well, but it means your retirement depends in part on the buyer’s ongoing ability to run the practice and service the debt. Understand who you’re lending to and whether the business can support the payment schedule under realistic scenarios, not just optimistic ones.

Watch for this: An earnout structured on retained revenue sounds straightforward — until markets decline 20% and client balances drop through no fault of anyone’s transition. Ensure your earnout is measured on retained client count or retained accounts, not retained AUM or revenue, unless the agreement explicitly adjusts for market performance.

04
Personal Goodwill vs. Enterprise Goodwill
Valuation

 

This distinction is one of the most important — and most overlooked — in an advisory practice transaction. Enterprise goodwill is the value that lives in the business itself: the brand, the systems, the team, the processes, the client service model. It exists and continues regardless of who the founding advisor is.

Personal goodwill is the value tied to you personally — your relationships, your reputation, your presence in clients’ lives. In most independent advisory practices, especially smaller ones built around a single senior advisor, personal goodwill constitutes the majority of the practice’s value. And personal goodwill, by definition, does not automatically transfer when you hand over the keys.

This is precisely why transition quality matters so much. A buyer who acquires a practice heavy in personal goodwill and then immediately removes the selling advisor from client relationships has, in effect, purchased the practice and then destroyed a significant portion of what they paid for. The earnout structure in such deals is supposed to protect the buyer from this risk. But the selling advisor who participates genuinely in the transition — introducing clients personally, being present in meetings, endorsing the buyer with conviction — is doing real work that directly determines how much of the agreed purchase price they ultimately receive.

Watch for this: If your practice’s value is concentrated in your personal relationships and the buyer’s transition plan is thin — a form letter and a change of address — you are not transferring goodwill. You are watching it evaporate. This should affect how you negotiate the earnout baseline and the transition timeline.

05
Non-Compete Agreements & Consulting Arrangements
Tax Impact

 

Nearly every practice acquisition includes a non-compete agreement — a contractual restriction on the seller’s ability to solicit or serve former clients or operate in the same market for a defined period after closing. This is reasonable and expected. What many sellers don’t fully appreciate is the tax treatment of payments allocated to a non-compete: they are taxed as ordinary income, not capital gains. The difference can be 15 to 20 percentage points in federal tax rate alone.

Similarly, many deals include a consulting agreement — a formal arrangement for the seller to remain available during the transition, often for six to eighteen months. These agreements serve a genuine purpose: they provide continuity, reassure clients, and document the knowledge transfer from seller to buyer. But compensation received under a consulting agreement is also ordinary income, and it may be subject to self-employment tax as well. How these agreements are structured — their duration, the compensation, and what triggers payment — directly affects the after-tax economics of the deal.

A well-structured transaction minimizes the dollars flowing through these ordinary-income channels and maximizes the portion treated as capital gains on the sale of goodwill. The IRS requires that both buyer and seller agree on the allocation and report it consistently. Any allocation that doesn’t reflect reasonable fair market values will draw scrutiny.

Watch for this: Buyers benefit from allocating more of the purchase price to the non-compete and consulting arrangements (they can deduct these faster). Sellers benefit from keeping those allocations low and maximizing the goodwill allocation. This is a zero-sum negotiation — make sure your attorney and CPA understand the tax implications before you agree to any allocation split.

06
The Most Common Seller Mistakes
Avoid These

 

Grau identifies a consistent pattern of mistakes in practice transactions — not because advisors are unsophisticated, but because they are first-time sellers negotiating against experienced buyers. The errors tend to cluster around the same predictable areas:

Before the Deal

  • Starting too late — reactive succession driven by health, burnout, or external pressure rather than deliberate planning
  • Never obtaining an independent valuation, so the seller has no basis for evaluating the buyer’s offer
  • Approaching a single buyer rather than understanding the range of options available
  • Failing to separate the emotional value of the practice (what it means to you) from the transferable market value (what a buyer will actually pay)
  • Not having a CPA and M&A attorney involved before the Letter of Intent is signed

During and After

  • Accepting the buyer’s proposed purchase price allocation without independently analyzing the tax consequences
  • Agreeing to earnout terms without defining precisely how performance will be measured — and who measures it
  • Underestimating the work required during the transition period and burning out before the earnout is complete
  • Failing to tell clients about the change before they hear it from someone else — destroying trust at the worst possible moment
  • Conflating a high sale price with a successful outcome, without considering what happens to clients after closing

The last point deserves particular emphasis. A practice that fetches a premium multiple but sees 30% client attrition in the first eighteen months has not been sold well — for the clients, for the seller’s earnout, or for the reputation the advisor spent decades building. The quality of the buyer, and the quality of the transition, determines the real outcome more than the headline number does.

07
Why Timing Is More Important Than Price
Strategic

 

The advisors who negotiate the best succession outcomes — both financially and for their clients — share one thing in common: they started the process years before they needed to. Planning a succession from a position of choice, without urgency, is fundamentally different from navigating one under time pressure.

When you begin early, you can take the time to find the right buyer rather than the available buyer. You can structure the transition around your clients’ comfort rather than a closing date. You can negotiate from a position of genuine alternatives. And you can spend the final years of your career the way you want to spend them — gradually reducing your workload alongside a successor who is already earning your clients’ trust — rather than compressing everything into a stressful twelve-month sprint.

The financial difference is also meaningful. Practices sold with adequate planning time typically command better terms and experience higher client retention — which directly affects earnout payments. A practice sold reactively, under health or burnout pressure, often sells at a discount and with transition conditions that serve the buyer’s timeline, not the seller’s.

The ideal succession horizon, in our experience and consistent with Grau’s research, is three to seven years. Long enough to build the relationship with a buyer, transfer trust with clients gradually, and structure the economics thoughtfully. Short enough that both parties remain energized and the plan doesn’t drift.

A question worth sitting with: If you had to stop working tomorrow, what would happen to your clients? If the honest answer is “I’m not sure,” that’s the right moment to start this conversation — not because something is wrong, but because the best outcomes are built before they’re needed.

📖
The topics above draw on concepts from David Grau Sr., JD, Buying, Selling, & Valuing Financial Practices: The FP Transitions M&A Guide (Wiley Finance, 2016), the most comprehensive resource available on advisory practice M&A. We recommend it to every advisor in a succession conversation, regardless of timeline. The information on this page is educational and general in nature — consult a qualified M&A attorney and CPA before making any transaction decisions.


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    Castle Coast Wealth is a Registered Investment Adviser. This page is intended for financial professionals exploring practice succession. All inquiries are treated with complete confidentiality.