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Financial Infrastructure Founder-Led Businesses Need Before a Sale

Financial Infrastructure Founder-Led Businesses Need Before a Sale

October 20, 2026/in Insights/by Billy Cruse

A founder preparing to sell usually finds out how much financial infrastructure that process requires at the worst possible time: after a buyer has already shown interest. And then a scramble happens to make sure everything is consistent, reliable and can stand under scrutiny.

Financial infrastructure to sell a business isn’t a single document or system. It’s the combination of clean historical numbers, a credible forecast, and reporting a buyer can trust without a lengthy walkthrough from the founder.

Why this gets overlooked until it’s urgent

Founder-led businesses are usually run on whatever financial setup got the business to its current size, not the setup a sale requires. That’s a reasonable choice day to day. It becomes a problem the moment a buyer starts asking questions the existing numbers weren’t built to answer.

Most founders don’t know what that can look like until someone points it out, usually a banker, a buyer, or an advisor midway through a process that’s already moving.

What a sale actually requires

A sale process asks for more than a founder typically keeps on hand day to day: a multi-year forecast tied to real business drivers, monthly or quarterly reporting with consistent definitions across periods, and documentation clean enough for someone outside the business to understand without a founder walking them through it line by line.

A sale adds a layer most founders underestimate: a clean historical P&L normalized for one-time or owner-related expenses, a clear picture of customer concentration and contract terms, and documentation that can survive a buyer’s diligence team digging into specifics. A buyer is paying for what the business has already proven, not just where it’s headed, so the historical numbers get scrutinized harder than they would in almost any other context.

What a sale infrastructure includes

  • A forecast model built around the business’s actual drivers, not a generic growth curve
  • Monthly financial reporting with consistent definitions, so numbers from different periods are comparable
  • A normalized historical P&L that separates one-time and owner-related expenses from ongoing operations
  • Documentation of revenue recognition, customer contracts, and any unusual transactions
  • A clear picture of customer concentration, since a buyer will want to know how much revenue sits with the top few accounts

Common mistakes founders make

  • Waiting until a buyer conversation is already underway to start building real financial infrastructure
  • Treating historical numbers as good enough because they worked for tax purposes, without checking whether they hold up to diligence
  • Mixing personal and business expenses in a way that takes weeks to untangle once a buyer asks for clean numbers
  • Underestimating how closely a buyer’s team will dig into customer concentration and contract terms

None of this needs enterprise-grade systems to exist. It needs consistency, applied across enough time that the numbers hold up without a founder vouching for every line personally.

A realistic scenario

Consider a multi-million services business, built and run by a single founder with a part-time bookkeeper. A buyer expresses interest, and the first diligence request lands: three years of normalized financials, a customer concentration breakdown, and a two-year forecast.

None of that existed in a form a buyer could use. Building it from scratch, while also running the business and negotiating the deal, took months of concentrated work that could have happened calmly over the prior time period, if only they had started earlier.

While the deal still closed, the founder spent the most pressured time of the negotiation reconstructing financial history instead of being focused on deal terms.

When to start building this

A reasonable rule of thumb: start building this infrastructure 6 to 12 months before an anticipated sale process beigns, even if the exact timing isn’t certain yet. That window gives enough time to normalize historical numbers, build a credible forecast, and fix any gaps before a buyer finds them.

Founders who wait until a process is already moving usually end up building this infrastructure under the worst conditions: compressed timelines, active negotiations, and less room to get it right.

The role of an investment banker in setting the bar

For founders working with an investment banker to run a sale process, the banker is often the first person to flag exactly how far the current financial reporting is from what the process will require. Part of a banker’s job is anticipating the questions a buyer will ask, which means the financial package a banker wants to take to market is usually built to a higher standard than what the founder has been using internally.

Founders who engage a banker early, and listen closely to that early feedback on financial readiness, tend to use the lead time before a process launches to close the gaps the banker has already identified. Those who skip that step find out the same gaps exist, just later, and in front of buyers instead of in a private conversation.

How buyers actually test the numbers

It helps to understand what happens on the other side of the table once a process starts. A buyer’s diligence team doesn’t take a P&L at face value. They ask for the detail behind it: a customer-level revenue breakdown, a vendor list, bank statements that reconcile to what’s been reported.

A founder who has already reconciled the reported numbers against the underlying detail walks into that scrutiny with confidence. A founder who hasn’t is discovering the gaps in real time, in front of the people deciding whether to close the deal.

This is also where a normalized P&L earns its value. Buyers expect to see owner-related expenses, a personal vehicle, a family member on payroll, one-time legal costs, called out and adjusted for, rather than left buried in the numbers for a buyer’s team to find and question on their own. An unexplained adjustment slows a process down even when it turns out to be nothing, since the buyer’s team has to stop and chase an answer before moving forward.

Building this without slowing the business down

Founders sometimes avoid starting this work because it sounds like a separate project competing with everything else already on their plate. In practice, the heaviest lift is usually a few concentrated weeks of normalizing historical data and building the first version of a forecast model, followed by lighter, ongoing maintenance: updating the forecast monthly, keeping definitions consistent as the business evolves.

Businesses that treat this as a one-time sprint before a transaction tend to let it lapse again once the deal closes or stalls. Businesses that build it into a regular monthly habit end up ready for the next conversation whenever it comes, instead of starting from scratch again.

Who typically owns this work inside the business

In a founder-led company, this work usually falls to whoever is closest to the numbers already, a controller, an operations lead doubling as the finance function, or the founder personally. None of those are the wrong starting point, but each has a limit. A controller focused on monthly close may not have built sale-ready reporting before. An operations lead has the business context but not always the financial modeling background. A founder has both, but rarely the hours.

Businesses that bring in outside support specifically for this work tend to do so not because the internal team lacks the ability, but because building clean financial infrastructure alongside running the business day to day is genuinely two jobs, and most founder-led teams are already running at capacity with one.

The bottom line

Financial infrastructure to sell a business determines how much negotiating power a founder holds once a buyer is at the table, not just how smoothly the process goes. A founder who walks in with clean numbers controls the conversation. A founder scrambling to produce them is negotiating from behind.

Building this well ahead of the first serious buyer conversation means the process tests the business itself, not how quickly a founder can produce numbers nobody has checked before.

FAQs

How far in advance should we start preparing to sell?

6 to 12 months before an anticipated process gives enough time to normalize historical numbers, build a credible forecast, and fix any gaps before a buyer finds them.

What’s the single biggest gap founders have going into a sale?

A historical P&L that hasn’t been normalized, personal and business expenses mixed together, one-time items not separated out. It’s one of the more time-consuming things to fix under pressure, and one of the easiest to fix in advance.

Can a founder build this without outside help?

Some can, particularly founders with a finance background. The more common constraint is time: building this properly while also running the business and negotiating an active deal is difficult to do alone.

How long does it typically take to get this infrastructure in place?

For a business with reasonably organized records, 6 to 10 weeks for the core pieces. Messier historical records or multiple disconnected systems stretch that timeline further.

Does working with an investment banker change what we need to prepare?

It usually raises the bar rather than lowering it. A banker is building a package meant to hold up to a buyer’s scrutiny from the first conversation, so the financial reporting behind it needs to be in better shape than what most founders maintain internally.

What happens if we go to market without this in place?

The process usually still moves, but slower, and on worse footing. Every gap a buyer finds becomes a question the founder has to answer under pressure, instead of one that was already closed before the conversation started.

https://www.chelseastreet.com/wp-content/uploads/2026/11/Blog_-Financial-Infrastructure-Founder-Led-Businesses-Need-Before-a-Sale.png 630 1200 Billy Cruse https://www.chelseastreet.com/wp-content/uploads/2026/09/CSA_Long-Logo_White.svg Billy Cruse2026-10-20 09:25:582026-11-01 10:01:35Financial Infrastructure Founder-Led Businesses Need Before a Sale
Why PE Firms Are Outsourcing FP&A for Portfolio Companies

Why PE Firms Are Outsourcing FP&A for Portfolio Companies

October 6, 2026/in Insights/by Phil DiBuono

Most portfolio companies have an FP&A timing problem: the function is built for the business as it existed at close, not the business the PE firm is trying to build over the next 3 to 5 years.

This is why more PE firms are turning to fractional FP&A services for private equity portfolio companies instead of waiting for a full-time hire to get up to speed, or worse, discovering mid-hold that reporting can’t keep pace with the deal thesis. What used to be a stopgap measure, bring in outside help until the “real” hire is in place, has become a deliberate strategy for firms that want a value-creation plan backed by real infrastructure from day one.

The problem with the traditional hiring path

A newly acquired portfolio company typically has one of two setups. Either a controller who is stretched too thin to build forward-looking models on top of day-to-day close activities, or no dedicated finance function at all, just an owner who kept the books close to the vest and a bookkeeper who handled AP and payroll.

Either way, the operating partner is left waiting. Waiting for a job description to get written. Waiting for a search firm to source candidates. Waiting through a ramp period once someone is hired, because even a strong CFO needs months to understand a new business before they can build models anyone trusts.

Meanwhile, the business needs real-time visibility now. The first board meeting is coming. LPs want an update. The operating partner is trying to run the value-creation plan on numbers they don’t fully trust yet.

That timing mismatch is the core argument for fractional FP&A support. Full-time finance leadership is valuable. The traditional hiring timeline just doesn’t match the pace at which a PE-backed business needs financial infrastructure in place.

What fractional FP&A actually solves

Fractional FP&A closes that gap immediately. An experienced finance leader steps in from day one, builds the reporting infrastructure the deal thesis actually requires, and works alongside existing staff rather than replacing them. The goal isn’t to displace a controller or bookkeeper who knows the business. It’s to layer forward-looking financial planning and analysis on top of the transactional work that’s often already functioning fine.

In practice, that means a fractional FP&A team typically handles:

  • Forecasting and budgeting tied to the actual deal thesis, not a generic annual budget process inherited from the prior owner
  • Board and investor reporting that answers the questions a PE firm actually asks, unit economics, cohort performance, margin bridges, not just a P&L and balance sheet
  • Cash flow modeling with enough granularity to flag working capital issues before they become liquidity problems
  • KPI dashboards that translate operational data into the metrics that matter for the hold period
  • Scenario planning for add-on acquisitions, pricing changes, or cost initiatives under consideration

None of that requires a full-time headcount from day one. It requires expertise, applied consistently, at the moments the business needs it most.

What PE firms should expect from a fractional FP&A engagement

Not every fractional engagement is built the same way, and the difference matters. The right engagement isn’t just an extra set of hands doing whatever the portfolio company asks for in a given week. It should deliver:

  • A standardized reporting package that rolls up cleanly across the portfolio, not just for this one company
  • Forward-looking models tied to the actual value-creation plan, add-on acquisitions, margin expansion, working capital improvement, not generic budget-to-actual tracking
  • A finance function built to scale, so it doesn’t need to be rebuilt again at the next milestone
  • Clear handoff points if and when the company is ready for a full-time CFO or FP&A lead

Firms that treat fractional FP&A as a checkbox tend to get exactly that and nothing more. Firms that treat it as the foundation for the next several years of reporting tend to get a function that holds up under scrutiny.

A realistic scenario

Consider a smaller manufacturing company acquired for its regional footprint and stable customer base. At close, the finance function consisted of a controller focused entirely on monthly close and a QuickBooks file that had never been asked to support anything more sophisticated than tax filings.

Three months later, the operating partner wants to evaluate a bolt-on acquisition. That requires pro forma modeling, a combined cash flow view, and an understanding of how the acquisition would affect existing debt covenants, none of which the existing finance setup was built to produce.

This is where fractional FP&A support earns its keep. Rather than pausing the acquisition timeline to search for and onboard a full-time CFO, the firm brings in fractional support that can build the pro forma model, stress-test the combined entity’s cash position, and produce the board materials needed to move the deal forward, within weeks instead of the months a full-time search would typically take.

Why timing matters more than most firms realize

The most expensive version of this problem doesn’t show up in the first 90 days. It shows up 18 months into a hold period, when a firm realizes the numbers it’s been reporting to LPs don’t hold together the way they need to for an add-on acquisition or a refinancing conversation.

By that point, the cost of fixing the problem is no longer just the price of hiring the right finance support. It’s the cost of restating numbers already shared with investors. It’s the delay to a deal that was ready to move. It’s the credibility hit of telling an LP that the reporting they’ve relied on needs to be revised.

Rebuilding finance infrastructure under pressure, mid-hold, costs far more in time, credibility, and deal risk than building it correctly from day one.

How to evaluate a fractional FP&A partner

PE firms evaluating options should look past a generic pitch about flexible finance leadership. A few questions worth asking:

  • Does this partner have direct experience with PE-backed businesses, or only with independent small businesses?
  • Can they show a standardized reporting framework they’ve used across multiple portfolio companies, or would this be a custom build from scratch?
  • What’s their approach to knowledge transfer if the company eventually hires a full-time CFO or FP&A lead?
  • How quickly can they stand up initial reporting, weeks, or months?

The answers tend to separate partners who can genuinely support a value-creation plan from those who can only keep the lights on.

Fractional doesn’t mean temporary

A well-run fractional FP&A engagement often means more structured, more consistent attention than a stretched-thin internal hire can provide, since the fractional partner isn’t also fielding AP questions, payroll issues, and every other fire that lands on a controller’s desk in a lean organization.

For PE firms managing several portfolio companies at once, that consistency compounds. A fractional partner who understands how the firm likes to see reporting, what covenants matter across the portfolio, and how the value-creation plan is structured can apply that same discipline to each new acquisition, without every company reinventing its reporting approach from scratch.

The bottom line

PE firms outsource FP&A because the traditional hiring timeline doesn’t match how quickly a newly acquired business needs financial infrastructure that can support real decisions, board reporting, add-on evaluation, covenant compliance, and everything else that starts on day one of ownership.

Fractional FP&A services for private equity portfolio companies fill that gap without asking the business to choose between speed and quality. Built correctly, they build the system that answers every financial question the hold period is going to ask, starting well before the first board meeting, and holding up long after.

FAQs

How is fractional FP&A different from a fractional controller or bookkeeper?

A controller or bookkeeper handles transactional accuracy, the books are correct and up to date. Fractional FP&A sits a layer above that: forecasting, board reporting, and scenario planning tied to the deal thesis, not just the historical numbers.

How long does a typical fractional FP&A engagement last?

It varies by firm and hold period, but many engagements run 12 to 24 months, often bridging the period between close and a full-time hire, or lasting the length of the hold if the portfolio company stays lean by design.

Can fractional FP&A support multiple portfolio companies under one firm at once?

Yes, and that’s often where the model adds the most value, since the same partner can apply consistent reporting standards across several companies instead of each one building its own from scratch.

What’s the biggest risk of delaying this kind of support?

Reporting gaps compound quietly. A firm usually doesn’t notice the cost until it needs clean, consolidated numbers fast, for a board meeting, an add-on, or a refinancing, and discovers the infrastructure isn’t there.

Does this replace the need for a full-time CFO eventually?

Not necessarily. For many portfolio companies, fractional support is a deliberate bridge to a full-time hire once the business reaches a size or complexity that justifies it. A good engagement documents its work well enough that the transition is smooth.

https://www.chelseastreet.com/wp-content/uploads/2026/11/Blog_-Why-PE-Firms-Are-Outsourcing-FPA-for-Portfolio-Companies.png 630 1200 Phil DiBuono https://www.chelseastreet.com/wp-content/uploads/2026/09/CSA_Long-Logo_White.svg Phil DiBuono2026-10-06 09:01:142026-11-01 09:15:39Why PE Firms Are Outsourcing FP&A for Portfolio Companies

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Let’s talk about how we can build you a clean, reliable, decision-ready finance infrastructure that supports growth and stands up under scrutiny.

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Maheen Zubair Khan
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Maheen Zubair Khan

Associate

Maheen works across cash flow forecasting, financial reporting, and dashboard development at Chelsea Street, turning complex financial data into clear, actionable insights that support strategic decision-making for clients. Her unique combination of accounting expertise and technical skill gives her the ability to not just analyze the numbers, but build the tools that make them accessible.

Prior to Chelsea Street, Maheen served as a Financial Analyst in FP&A at Nexamp, where she supported forecasting, budget variance analysis, and built dynamic Power BI reports for executive leadership. She also brings experience from Indus Motors Company, where she automated reporting processes that reduced manual effort by 80% and replaced legacy systems with interactive dashboards.

Maheen is an ACCA Global Prizewinner in Taxation and is passionate about using automation and data visualization to eliminate manual processes — giving finance teams more time to focus on the analysis that actually moves the business forward.

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Charles Davis

Senior Associate

Charles works across audit, financial reporting, and client engagement initiatives at Chelsea Street, bringing a detail-oriented, process-driven approach to every engagement. His background in public accounting gives him a deep understanding of the financial infrastructure that PE-backed companies need to scale with confidence.

Prior to Chelsea Street, Charles spent five years at BerryDunn, where he led audit engagements across healthcare, financial services, and nonprofit clients — managing everything from planning through financial statement delivery. He served as the primary point of contact for clients and internal leadership alike, building the kind of cross-functional relationships that make complex engagements run smoothly.

Charles holds a Master of Science in Accounting and a Bachelor of Science in Accounting and Finance from the University of New Hampshire, with a CPA currently in progress.

He is passionate about improving processes and finding efficiencies that let teams spend less time in the weeds and more time delivering meaningful financial insight.

Phil DiBuono
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Phil DiBuono

Managing Partner

Phil co-founded Chelsea Street Advisors to deliver a hands-on, execution-focused model that supports private equity portfolio companies beyond diligence and into meaningful finance and accounting transformation. A finance leader with deep expertise in private equity-backed companies, SaaS businesses, and M&A transactions, he advises B2B SaaS companies through periods of growth, integration, and value creation.

Prior to Chelsea Street, Phil served as CFO for Intentsify, a PE-backed B2B company in the marketing technology space, where he led complex financial operations, revenue recognition strategy, and integration across multiple acquisitions. Before Intentsify, he was a Partner at RSM, where he built one of the firm’s largest M&A books, and spent the decade before that at Deloitte working in the Boston, New York and London Offices.

Phil holds a BS in Accounting from Providence College and an MBA from the University of Connecticut. He is a Certified Public Accountant.

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Hannah Robinson

Director, M&A

Hannah Robinson, CPA, is a transaction advisory professional with over 10 years of experience in financial due diligence, assurance, and deal support for private equity sponsors, lenders, and corporate clients. As a Director at Chelsea Street, she leads quality of earnings and financial due diligence engagements as well as supporting purchase agreement negotiations and post-close disputes and reporting. Her experience spans buy-side and sell-side mandates across a range of industries, giving her broad perspective on deal risk, EBITDA quality, and working capital.

Prior to Chelsea Street, Hannah most recently served as a Vice President at Houlihan Lokey, where she led financial due diligence on 25+ middle-market transactions across software/SaaS, business services, fintech, insurance, and technology. She also has extensive cross-border experience from her time at PwC spanning the U.S., UK, Europe, and Australia on large-cap and middle-market transactions in retail, consumer, leisure, and technology.

Hannah is known for translating complex financial findings into clear, decision-relevant reporting for boards and investors, and for building tools and AI-enabled workflows that improve consistency and efficiency across engagements. She is a Certified Public Accountant licensed in Massachusetts and earned her Master of Accounting and Bachelor of Science in Management (Finance) from Tulane University’s A.B. Freeman School of Business.

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Emmanuel Gonzalez

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Emmanuel is an FP&A and controllership professional with experience spanning global enterprises including Hitachi Vantara, Pierre Fabre, Dr. Reddy’s Laboratories, and Nissan Motor. He specializes in financial modeling, budgeting, and forecasting, with a sharp focus on keeping execution aligned to Annual Operating Plans.

Across these roles, he’s built a track record of scaling financial operations through automation — standardizing reporting workflows and leading system implementations across SAP, Oracle, Anaplan, and tools like SQL and VBA to cut manual reporting cycles and strengthen data integrity across global sites.

Emmanuel has also served as a cross-functional business partner to operating departments and executive teams, managing high-volume O2C and P2P cycles and translating complex variance analysis into actionable OpEx and CapEx insights. He rounds out his finance toolkit with advanced proficiency in modern data environments like BigQuery, Snowflake, and Looker Studio, alongside hands-on ERP implementation experience.

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Kenna Rooney

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Kenna leads marketing at Chelsea Street Advisors.

She brings a finance and operations mindset to everything she does, understanding that the functions Chelsea Street supports are the backbone of every business. That perspective also shapes how she thinks about partnerships. Not as transactions, but as long-term investments in people and companies that want to build something together.

Prior to Chelsea Street, Kenna built her career in B2B demand generation with a focus on all things digital. She learned firsthand that the best results come from teams that are aligned, willing to work hard, and thinking about what comes next, not just what’s in front of them.

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Amy Chamberlain

Co-Founder and Managing Partner

Amy co-founded the firm to deliver a hands-on, execution-focused model that supports private equity portfolio companies beyond diligence and into meaningful finance and accounting transformation. She partners with investors and management teams to strengthen financial visibility, build scalable finance operations, and maximize enterprise value from acquisition through exit.

A finance leader with experience across corporate finance, M&A, and audit, Amy advises middle-market businesses through complex transactions and transition periods — helping them move from deal close to operational clarity with confidence.

Prior to launching Chelsea Street, Amy served as VP of FP&A at a private equity-backed, high-growth company, where she oversaw forecasting, financial reporting, and strategic finance initiatives. Previously, she spent over a decade at RSM, where she rose to Director of Transaction Advisory Services, developing deep expertise in financial due diligence across middle-market M&A. 

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Billy works primarily on forecasting, budgeting, and board reporting initiatives, partnering closely with leadership teams to deliver clear financial insights that drive strategic decisions. His experience spans both corporate finance and transaction advisory, giving him a well-rounded perspective on growth, performance, and operational scalability.

Prior to Chelsea Street, Billy most recently served as Manager of FP&A at Nexamp, where he supported executive leadership, owned company-wide forecasting, and built FP&A infrastructure from the ground up.

He also has extensive experience in M&A transaction advisory from his time spent at RSM and KPMG, performing buy- and sell-side diligence, including quality of earnings analyses for mid-sized and large service and commercial businesses.

Billy is passionate about leveraging innovation and automation to make finance functions more efficient—freeing teams to focus less on manual processes and more on meaningful analysis.

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Renee works primarily on reporting, revenue accounting, and operational finance initiatives, partnering closely with leadership teams to deliver accurate, timely insights to directly support decision-making. With experience spanning both public and private industries, she provides a well-rounded perspective on technical compliance, process improvement, and scalable finance operations.

Prior to Chelsea Street, Renee most recently served as Accounting Manager at Living Proof Inc, where she oversaw the full revenue-to-cash cycle, supported a two-day month-end close, and partnered with the Controller, CFO, FP&A, and marketing leadership on budget-to-actual analysis and spend management.

In addition, she holds extensive experience from her time at RSM US LLP, where she advanced to Assurance Supervisor, led multiple audit engagements for mid-market consumer and industrial goods companies, and supported considerations for M&A transactions.

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Emily Carroll

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Emily Carroll, CPA, is a seasoned accounting leader with extensive experience in controllership, financial operations, and scalable infrastructure design. As a Director at Chelsea Street Advisors, she delivers strategic controllership solutions to growing organizations and partners with executive leadership to build scalable finance organizations.

Throughout her career, Emily has built and led high-performing accounting organizations, including as a controller in industry. Her leadership philosophy centers on establishing clear accounting frameworks to build finance functions that support long-term, sustainable growth

Emily’s earlier Big 4 experience sharpened her expertise in transaction advisory, financial reporting, audit compliance, and technical accounting implementation, positioning her as an experienced advisor during periods of transformation and scale.

A Certified Public Accountant licensed in Massachusetts, Emily holds a B.S. in Accounting and Operations Management from Boston College’s Carroll School of Management