Specialist accounting, tax, and CFO support for the people who actually buy businesses. Quality of Earnings and tax structuring before the deal closes, operating support from day one after.
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Clay TirrellTrustindex verifies that the original source of the review is Google.
Five stars for Ashford Sky! Sharp, talented, hard-working team that cares understands what small business owners want. Great communicators on every level. I would recommend for small business owners looking to grow!Posted on Google![]()
Jay GrijalvaTrustindex verifies that the original source of the review is Google.
Darin and his team at Ashford Sky have truly been the most phenomenal group that I've worked with for any aspect of my business. Before I was a paying client, he talked through many different tax strategies, entity structure implications, and much more. Once I started having him do my books and my taxes, he went above and beyond to make sure that things were done right. Things that I was hopelessly lost on, he just took care of without question and explained it to me afterward. I recommend him and his team for any and every business that you have, for booking, taxes, and everything in between.Posted on Google![]()
Sam WrightTrustindex verifies that the original source of the review is Google.
I've used Darin for some incredibly complex accounting and tax issues. He's been the smartest guy in the room each time and helped find solutions related to compensation tax consulting, asset transfer, loss allocation, K-1s, bookkeeping, and much more! I strongly recommend him and I'm already recommending him to others!Posted on Google![]()
Nick WhitingTrustindex verifies that the original source of the review is Google.
Darin and his team have been phenomenal partners. As a new small business owner, I needed guidance on multiple fronts - how to structure my company, our tax strategy, and overall financial statement management. Darin and his team delivered on all three fronts!Posted on Google![]()
Rick CastilloTrustindex verifies that the original source of the review is Google.
Darin Pierson and the Ashford Sky CPA team are experienced, extremely competent, detailed, thorough, and efficient in their work. I recommend them for accounting, finance, and tax work.Posted on Google![]()
Gabriela BialoszewskiTrustindex verifies that the original source of the review is Google.
We have been working with Darin at Ashford Sky CPA, and it has truly been a fantastic experience! He is highly knowledgeable, always quick to respond, and has been incredibly helpful with last year’s taxes and filings. We are excited to continue working with him on more projects in the future. We are genuinely grateful for all his support and highly recommend Darin and Ashford Sky CPA! 😊Posted on Google![]()
Ryan CondieTrustindex verifies that the original source of the review is Google.
I've worked with Darin on a variety of complex projects over the past several years. He is fantastic. Darin has always been extremely thorough and fast in replies. Highly recommend Ashford Sky.Posted on Google![]()
Ben BurnapTrustindex verifies that the original source of the review is Google.
As a new small business owner who's tax life was in disarray.. finding Darin through a referral was a life saver. He made it as easy as taxes possibly can be a got me a great return. Will be using him from here on out.Posted on Google![]()
Complete CleanersTrustindex verifies that the original source of the review is Google.
It's been a pleasure working with Darin and Ashford Sky over the last few years. Always willing to go the extra mile to answer our questions. If you have a business or even if you just need someone reliable to do your own taxes, don't hesitate to call them.Posted on Google![]()
Steven FineTrustindex verifies that the original source of the review is Google.
Very professional. Very punctual. Very much attention to detail. Very pleasant to work with. Very refreshing. Very affordable and worth every penny. My refund multiplied 7X after Darin took a look as a second set of eyes on a very complex return. I highly recommend Darin Pierson for your tax needs. I only wish I would've found Darin sooner.
Most CPAs come in for a piece of the deal and then disappear. We don’t work that way. We’ve been the buyer ourselves, so we know how much falls apart in the gap between closing and your first month of operations. Our job is to make sure nothing falls into that gap.
Here’s what working with us looks like at every stage.
We pressure-test the numbers and help you build an LOI that protects you on price, structure, and contingencies.
Every deal is different. We give you options for the right-sized diligence your deal needs, so you walk into the next negotiation knowing exactly what you’re buying.
Asset deal or stock deal, LLC or S-Corp, F-reorg or rollover equity. How the deal is structured can swing your tax bill significantly, and these decisions can get locked in at signing.
Most sellers hand you a chart of accounts that hasn’t been touched in a decade and a payroll system you can’t log into. We help rebuild it from the ground up so you have a real operating system instead of a hand-me-down.
Many buyers overlook this. An appropriate PPA and OBS is key to saving tax and also keeping things clean for when you operate and (eventually) sell.
Clean bookkeeping every month, AP and AR moving on schedule, and reports that tell you what’s actually happening.
We build a forward-looking cash flow forecast so you can see what’s coming 13 weeks out, plus a CFO in your corner for the bigger calls on pricing, hiring, and growth bets.
Tax planning isn’t something you do in April. We do it throughout the year, looking at entity moves, depreciation strategy, retirement contributions, owner comp, and credits you might not know exist so you keep more of what the business earns.
We pressure-test the numbers and help you build an LOI that protects you on price, structure, and contingencies.
Every deal is different. We give you options for the right-sized diligence your deal needs, so you walk into the next negotiation knowing exactly what you’re buying.
Asset deal or stock deal, LLC or S-Corp, F-reorg or rollover equity. How the deal is structured can swing your tax bill significantly, and these decisions can get locked in at signing.
Most sellers hand you a chart of accounts that hasn’t been touched in a decade and a payroll system you can’t log into. We help rebuild it from the ground up so you have a real operating system instead of a hand-me-down.
Many buyers overlook this. An appropriate PPA and OBS is key to saving tax and also keeping things clean for when you operate and (eventually) sell.
We build a forward-looking cash flow forecast so you can see what’s coming 13 weeks out, plus a CFO in your corner for the bigger calls on pricing, hiring, and growth bets.
Clean bookkeeping every month, AP and AR moving on schedule, and reports that tell you what’s actually happening.
Tax planning isn’t something you do in April. We do it throughout the year, looking at entity moves, depreciation strategy, retirement contributions, owner comp, and credits you might not know exist so you keep more of what the business earns.
Whether you’re making your first acquisition or your tenth, we’ve been there. Let’s talk.
Posted on Google![]()
Clay TirrellTrustindex verifies that the original source of the review is Google.
Five stars for Ashford Sky! Sharp, talented, hard-working team that cares understands what small business owners want. Great communicators on every level. I would recommend for small business owners looking to grow!Posted on Google![]()
Jay GrijalvaTrustindex verifies that the original source of the review is Google.
Darin and his team at Ashford Sky have truly been the most phenomenal group that I've worked with for any aspect of my business. Before I was a paying client, he talked through many different tax strategies, entity structure implications, and much more. Once I started having him do my books and my taxes, he went above and beyond to make sure that things were done right. Things that I was hopelessly lost on, he just took care of without question and explained it to me afterward. I recommend him and his team for any and every business that you have, for booking, taxes, and everything in between.Posted on Google![]()
Sam WrightTrustindex verifies that the original source of the review is Google.
I've used Darin for some incredibly complex accounting and tax issues. He's been the smartest guy in the room each time and helped find solutions related to compensation tax consulting, asset transfer, loss allocation, K-1s, bookkeeping, and much more! I strongly recommend him and I'm already recommending him to others!Posted on Google![]()
Nick WhitingTrustindex verifies that the original source of the review is Google.
Darin and his team have been phenomenal partners. As a new small business owner, I needed guidance on multiple fronts - how to structure my company, our tax strategy, and overall financial statement management. Darin and his team delivered on all three fronts!Posted on Google![]()
Rick CastilloTrustindex verifies that the original source of the review is Google.
Darin Pierson and the Ashford Sky CPA team are experienced, extremely competent, detailed, thorough, and efficient in their work. I recommend them for accounting, finance, and tax work.Posted on Google![]()
Gabriela BialoszewskiTrustindex verifies that the original source of the review is Google.
We have been working with Darin at Ashford Sky CPA, and it has truly been a fantastic experience! He is highly knowledgeable, always quick to respond, and has been incredibly helpful with last year’s taxes and filings. We are excited to continue working with him on more projects in the future. We are genuinely grateful for all his support and highly recommend Darin and Ashford Sky CPA! 😊Posted on Google![]()
Ryan CondieTrustindex verifies that the original source of the review is Google.
I've worked with Darin on a variety of complex projects over the past several years. He is fantastic. Darin has always been extremely thorough and fast in replies. Highly recommend Ashford Sky.Posted on Google![]()
Ben BurnapTrustindex verifies that the original source of the review is Google.
As a new small business owner who's tax life was in disarray.. finding Darin through a referral was a life saver. He made it as easy as taxes possibly can be a got me a great return. Will be using him from here on out.Posted on Google![]()
Complete CleanersTrustindex verifies that the original source of the review is Google.
It's been a pleasure working with Darin and Ashford Sky over the last few years. Always willing to go the extra mile to answer our questions. If you have a business or even if you just need someone reliable to do your own taxes, don't hesitate to call them.Posted on Google![]()
Steven FineTrustindex verifies that the original source of the review is Google.
Very professional. Very punctual. Very much attention to detail. Very pleasant to work with. Very refreshing. Very affordable and worth every penny. My refund multiplied 7X after Darin took a look as a second set of eyes on a very complex return. I highly recommend Darin Pierson for your tax needs. I only wish I would've found Darin sooner.
Darin has sat on both sides of the closing table, as the CPA structuring the deal and as the buyer who had to operate the business the morning after.
He started at Ernst & Young, then spent a decade at Big 4 and boutique firms working with clients in a range of industries before founding Ashford Sky. Along the way, he bought an e-commerce business, ran it for three years, and sold it. So he knows the full arc firsthand: messy diligence, the post-close scramble to clean up books and stand up a tech stack, and what it actually takes to exit cleanly.
That’s the experience he built Ashford Sky around. At every step of a deal, the firm has the same job: save you money, take headaches off your plate, and free you up to operate. During diligence, that’s catching QofE adjustments. At close, it’s structuring the deal so tax doesn’t eat what you negotiated. After close, it’s keeping the books clean, the tax planning continuous, the tech stack working, and a CFO in your corner so you can run on data, not gut feel.
Whether you’re leaving a W2 to buy your first business, or you’re three deals deep and need a CPA team that actually speaks the language, that’s the seat Ashford Sky fills.
We’ve seen what works and what doesn’t. Book a free consultation and we’ll help you understand exactly what you’re getting into before you sign, and exactly what to do after you do.
A full quality of earnings report for $7,500 on deals up to $5 million. Our regular fee is $15,000, and this price holds for engagements booked by December 31.
Don't see your question? Ask us directly and we'll give you a straight answer.
The financial diligence a smaller deal actually needs, with CPA Darin Pierson.