Prospero Advisory

Your CPA, your banker, and your attorney don't talk to each other. Ours do.

Prospero Advisory brings M&A and transaction advisory, fractional CFO leadership, and tax strategy under one roof — so that every growth decision, acquisition, and exit move is built from a fully coordinated plan, not a patchwork of siloed advisors catching up.

Schedule a 30-Minute Consultation What We Do
$42B+
Transactions Closed — across deals of all sizes, from founder exits to large-cap restructurings
25+
Years of Experience
11×
NY Super Lawyers Recognition
75+
Engagements Advised
Who We Are

Built for founders who are playing for keeps.

Prospero Advisory was founded on a simple observation: founder-led businesses at the most consequential moments of their growth — an acquisition, a capital raise, a planned exit — are almost always served by advisors who don't talk to each other. The CPA doesn't know what the banker is modeling. The attorney isn't in the room when deal terms are set. The result is gaps in strategy, structure, and outcome.

We built Prospero to be different. Our founding partners bring M&A and transaction advisory, restructuring, private equity CFO, and corporate tax expertise together in a single advisory relationship — so that financial strategy, tax structure, and operating performance are considered together from the first conversation, not retrofitted at closing when the most valuable planning windows have already passed.

Most of our clients come to us 2–5 years before a planned exit, or when they're ready to grow through acquisition. We take on a limited number of engagements at any time, by design.

"The founders who walk away with the most aren't necessarily the ones who built the best business. They're the ones who planned early enough that the tax structure, the deal terms, and the capital strategy all worked together."
Peter Baldwin, Founding Partner
What We Do

Advisory across the full founder journey.

We work with founders at the moments that matter most — structuring a growth strategy, executing acquisitions, raising capital, and positioning for a tax-efficient exit. Every service we offer is designed to work together, not in isolation.

01
M&A Advisory &
Transaction Execution
Acquisition strategy, target identification, transaction structuring, due diligence, and deal execution — from the first term sheet to close.
  • Buy-side and sell-side advisory
  • Deal structuring and negotiation
  • Due diligence management
  • Post-merger integration
  • Exit planning and preparation
02
Fractional & Strategic
CFO Advisory Services
CFO-level financial leadership for founder-led businesses that need the experience of a PE-backed CFO without the full-time overhead.
  • Financial planning & analysis
  • Capital structure & treasury
  • Investor & lender relations
  • Financial reporting & controls
  • Acquisition financing
03
Tax Strategy &
Business Structuring
Tax and structural planning built into your growth and exit strategy from the outset — not retrofitted at closing when the most valuable windows have already closed. QSBS qualification, installment sales, entity structure, and exit path modeling — done years before you need them.
  • Exit & liquidity tax planning
  • QSBS & Section 1202 structuring
  • Transaction tax structuring
  • Business formation & governance
  • Founder wealth structuring
04
Capital Raise Advisory
Financial preparation, deal structuring, and terms negotiation for your equity or debt raise — so you approach the market with a compelling story, the right structure, and full command of the terms.
  • Capital raise preparation & packaging
  • Deal structuring & terms negotiation
  • Debt financing & refinancing
  • Acquisition financing
  • Lender & investor negotiations
05
Restructuring &
Performance Improvement
When a business needs to be stabilized, reset, or rebuilt — we bring the operating experience and creditor-side credibility to do it right.
  • Operational restructuring
  • Creditor negotiations
  • Turnaround management
  • Cash management & forecasting
  • Overhead optimization
06
Accounting &
Finance Operations
The financial infrastructure that growing businesses need to scale, raise capital, and transact with confidence.
  • Core & technical accounting
  • FP&A and dashboarding
  • Audit readiness
  • Systems integration & optimization
How We Work

One relationship. The full picture.

Most founders navigate their most important decisions with a collection of advisors who don't talk to each other. Your CPA doesn't know what your investment banker is modeling. Your attorney isn't in the room when the deal terms are set. The result is gaps — in strategy, in structure, and often in outcome. Founders who plan 2–5 years ahead of their exit typically save 30–60% on their total tax liability compared to those who don't.

Prospero is designed around a different model. Every engagement draws on the full ecosystem — six interconnected capabilities that operate as a coordinated whole, not a referral network.

At the center of every engagement is Financial & M&A Advisory — the M&A advisory, CFO leadership, and transaction execution capability that Peter Baldwin has built over 25 years spanning UBS, AlixPartners, and operating CFO roles. Whether the work is modeling a growth strategy, structuring an acquisition, or preparing a business for sale, this is where strategy and execution come together.

Running in parallel, Tax Strategy & Business Advisory ensures that every financial decision carries the right structural foundation from the start. Joshua Brinen's approach is integrative by design — drawing on tax law, corporate structure, and estate planning together rather than as separate disciplines. The questions that matter most — asset versus stock sale, QSBS eligibility, installment sale treatment, entity structure — are answered before they become problems, not after.

Accounting & Finance Operations, also led by Peter, handles the financial backbone — the clean books, reliable reporting, and operational infrastructure that make growth, capital raising, and eventual exit possible. Buyers and lenders look hard at a company's financial history. We make sure it reflects the business accurately and presents it well.

Business & Individual Tax Preparation, led by Joshua, closes the loop between strategy and compliance. Returns are prepared in full coordination with the firm's strategic planning — so filings reflect where the client is going, not just where they've been. For founders whose personal and business finances are closely intertwined, this coordination is not a detail. It's often where significant value is preserved or lost.

For matters requiring Legal Representation, Prospero clients have direct access to Brinen & Associates, a boutique law firm specializing in corporate, tax, and securities matters for entrepreneurs. Because the legal work sits inside the same advisory relationship, there is no translation layer between strategy and documentation — the attorney already knows the plan.

Beyond the core team, an Extended Partner Network of specialists in valuation, insurance, banking, and other disciplines can be coordinated through Prospero when the engagement requires it — without the client having to manage those relationships independently.

The Prospero Ecosystem
Financial & M&A Advisory
M&A advisory, CFO services, capital raising, and transaction execution — led by Peter Baldwin
Tax Strategy & Business Advisory
Domestic and international tax planning, structuring, and exit strategy — led by Joshua Brinen
Legal Representation
Brinen & Associates — boutique law firm specializing in corporate, tax, and securities matters for entrepreneurs
Accounting & Finance Operations
The financial backbone of a founder-led business — clean books, reliable reporting, and the operational infrastructure that makes growth, capital raising, and eventual exit possible — led by Peter Baldwin
Business & Individual Tax Preparation
Federal and state tax preparation for closely held businesses and their owners, prepared in full coordination with the firm's strategic planning so that filings reflect where the client is going, not just where they've been — led by Joshua Brinen
Extended Partner Network
Specialists in valuation, insurance, banking, and other disciplines — coordinated through Prospero when needed
Who We Work With

You might be exactly who we're built for.

We work with a focused set of founder-led businesses at high-stakes inflection points. Here are the situations we hear most — and where we tend to create the most value.

"I want to sell in 3–5 years. Where do I start?"
The founders who exit on the best terms start planning years before they receive a term sheet. We reverse-engineer your exit — modeling tax paths, structuring the business for maximum value, and building the financial infrastructure that buyers expect to see.
"I want to grow through acquisitions but I've never done a deal."
From target identification through close, we are your M&A infrastructure. Buy-side strategy, due diligence, deal structuring, acquisition financing, and post-close integration — in a single coordinated engagement, not assembled piece by piece.
"My CPA, financial advisor, and attorney never talk to each other."
We sit at the intersection of your business and personal financial life. Financial strategy, tax structure, and operating decisions are made together — so the decisions in one area don't silently undermine the others.
"I need CFO-level thinking but can't justify a full-time hire."
Our fractional CFO practice gives founder-led businesses the financial leadership of a PE-backed CFO — FP&A, capital structure, lender relations, and acquisition financing — without the full-time overhead.
"I just received an unsolicited offer and I have no plan."
When acquisition interest arrives before a plan is in place, the pressure to respond quickly can cost founders millions. We help you evaluate the offer, model alternatives, and respond from a position of strategic strength — not urgency.
"I acquired a business and need help with the financial integration."
The 90–180 days after close are where deals succeed or fail. We provide fractional CFO support through the J-curve — integrating financials, building reporting for lenders and investors, and stabilizing the combined business.
Common Questions

Questions founders ask us before they call.

These are the questions we hear most often — answered the way we'd answer them in the first conversation.

When should I start working with an M&A advisor if I want to sell my business?
Ideally 2–5 years before your planned exit. The strategies that create the most value — tax structure optimization, QSBS eligibility, financial clean-up, building the systems buyers expect to see — require years of lead time. Founders who start planning early typically save 30–60% on total tax liability compared to those who engage an advisor at the point of sale. By the time a term sheet arrives, the planning windows that matter most have already closed.
What does a fractional CFO actually do for a founder-led business?
A fractional CFO provides the financial leadership of a full-time PE-backed CFO — financial planning and analysis, capital structure strategy, lender and investor relations, acquisition financing, and operational reporting — without the full-time overhead. For founder-led businesses that are growing, raising capital, or planning a transaction, a fractional CFO is often the difference between being deal-ready and being caught unprepared.
What is QSBS and how does it reduce taxes when I sell?
QSBS stands for Qualified Small Business Stock under IRC Section 1202. Depending on when your stock was issued, you may be able to exclude up to $15 million — or 10x your cost basis — in capital gains from federal taxes when you sell. If your stock was issued after July 4, 2025, the exclusion cap rose from $10M to $15M, the qualifying asset threshold increased from $50M to $75M, and partial exclusions are now available for stock held three or four years — not just the full five-year hold. Either way, the requirements must be met years in advance, including entity type, how and when stock was issued, and the holding period. This is the kind of planning that only pays off when it starts early.
I received an unsolicited offer to buy my business. What should I do?
Don't respond until you understand what it's worth — and what it would cost you in taxes. Unsolicited offers often arrive before a founder has done the planning that maximizes outcome. The pressure to respond quickly can result in leaving millions on the table. Engage an advisor immediately to evaluate the offer, model the tax implications, identify alternatives, and respond from a position of strategic strength rather than urgency.
What's the difference between an investment banker, a fractional CFO, and a financial advisor?
A personal financial advisor manages your wealth and investments. An investment banker advises on transactions — buying or selling a business, raising capital — and typically earns a success fee at close. A fractional CFO provides ongoing financial leadership inside the business: FP&A, reporting, capital structure, and operational finance. Prospero Advisory integrates all three in a coordinated relationship, so the strategic, tax, and transactional decisions work together rather than in silos.
How does Prospero Advisory charge for its services?
Fee structures vary by engagement type. Fractional CFO and tax advisory typically involves a monthly retainer. M&A and transaction advisory is typically structured with a retainer plus a success fee tied to close. We discuss structure openly in the initial conversation. Reach out to start that discussion.
Our Partners

People who have sat at every seat at the table.

PB
Peter Baldwin
Founding Partner

Peter brings 25 years of investment banking, restructuring advisory, and operating CFO experience to Prospero's clients. His career spans six years at UBS across London, New York, and Los Angeles in leveraged finance and restructuring; five years at AlixPartners as a turnaround and restructuring advisor; and operating CFO roles at Cayman Chemical and Safeguard Medical. In 2022 he founded Baldwin Advisory Group, which became the foundation of Prospero Advisory.

He has closed more than $42 billion in M&A and financing transactions across his career — as the banker structuring the deal, the advisor navigating the distress, and the CFO sitting across the table from the lenders. Today he applies that full range of experience to helping founder-led businesses grow by acquisition and exit on their terms.

MBA — Ross School of Business BA — University of Michigan UBS · AlixPartners · GLC Advisors Prev. held: CIRA; FINRA Series 7, 63, 79; UK FSA Corporate Finance
JB
Joshua Brinen
Founding Partner

Joshua is a corporate, securities, and tax attorney with more than two decades of experience at the intersection of tax strategy, business structuring, and transactions. His approach is integrative by design: he draws on tax law, corporate structure, securities, and estate planning together — rather than as separate disciplines — to help founders make decisions that are both legally sound and financially optimal.

At Prospero, Joshua ensures that tax and structural considerations are built into every engagement from the outset — not retrofitted at closing when the most valuable planning windows have already passed. He has been recognized as a New York Super Lawyer every year from 2014 through 2024.

LL.M. Taxation — NYU School of Law J.D. — New York Law School B.S.B.A. Accounting — Bucknell NY Super Lawyers 2014–2024 Licensed: NY · NJ · FL · CA · TX · NV U.S. Tax Court
About the Name

Why Prospero?

In Shakespeare's The Tempest, Prospero is the exiled Duke of Milan — a master of craft and strategy who transforms chaos into order through intelligence, preparation, and an almost uncanny command of complex forces. He doesn't merely react to circumstance. He shapes it.

That is precisely what great advisory looks like.

Before founding Prospero Advisory, Joshua spent years studying Shakespeare and trained as a Shakespearean actor — drawn to the discipline of language, the architecture of argument, and the way a well-constructed scene can shift everything. That background never left him. It informs how he reads a statute, structures a transaction, and tells the story of a client's position. The name Prospero, then, is both personal and purposeful: a nod to the text that shaped him, and a promise about what this firm does for its clients — turning complexity into clarity, and uncertainty into strategy.

"We are such stuff as dreams are made on — and our little life is rounded with a sleep."
— Prospero, The Tempest, Act IV
The name Prospero carries the same quality that defines our best work: a command over complexity that looks, from the outside, almost like magic — but is really just preparation, integrated expertise, and years of practice.
Get in Touch

The best time to have this conversation is before you need it.

Whether you've been referred to us or found us on your own — if you're thinking about a transaction, an exit, or building the financial foundation to get there, we'd like to hear about it.

Contact Details
Location
New York, NY · Charlotte, NC
"The founders who get the best outcomes aren't always the ones who built the best businesses. They're the ones who gave themselves enough runway to do it right. Most of the strategies that make a real difference — QSBS structuring, installment sales, financial clean-up — require years of lead time. We're most valuable to founders who understand that."
Prefer to schedule directly? Book a 30-minute introductory call with Peter or Joshua — no obligation, no pitch deck.
Schedule a Call