Skyline Bookkeeping, LLC

Welcome to Skyline Bookkeeping — your remote partner for bookkeeping, payroll, and tax services. We specialize in helping small businesses and entrepreneurs across the United States stay organized and financially confident. Our focus is on accuracy, compliance, and clarity—so you can stop worrying about the numbers and put your energy into growing your business.

Meet the Team

Taylor Wheatley
Administrative Coordinator

 John C. Vieira, MBA, MSA
 Founder & Lead Accountant


Bookkeeping and Financial Guidance That Actually Moves the Needle

Running a small business is hard. Keeping the books shouldn't be. We handle the financial work so you can focus on what you actually do — growing your business.

With Skyline Bookkeeping, you can stop worrying about:

  • Falling behind on bookkeeping or scrambling at tax time
  • Missing tax filings, deadlines, or compliance requirements
  • Wondering whether your business is actually profitable
  • Making big decisions based on outdated or inaccurate numbers
  • Spending evenings and weekends sorting receipts

We work remotely with clients across the country, in industries ranging from retail and restaurants to professional services, real estate, and licensed cannabis operators. Our team brings hands-on experience with the financial complexity that small businesses actually face — not generic checklist bookkeeping.

Every engagement is built around your business. We don't believe in one-size-fits-all packages, and we don't disappear after onboarding. You'll always know who's working on your books and how to reach them.

Frequently Asked Questions


  • What Services Does Skyline Bookkeeping Offer?

    We provide a full range of remote bookkeeping and accounting services, including:

    Bookkeeping (weekly, monthly, or quarterly)

    Payroll management (as an ADP partner with discounted rates)

    Individual and business tax preparation and filing

    Catch-up and cleanup bookkeeping

    Financial reporting and KPI tracking

    Accounts payable and receivable support

    State and local tax filings (sales tax, gross receipts, excise)

    QuickBooks setup, training, and ongoing support

    Fractional CFO and financial advisory services

    Most clients fit into one of our three plans (Foundation, Growth, or Fractional CFO), with additional services available as add-ons.

  • How Can Skyline Bookkeeping Help My Business?

    Most of our clients come to us because their books are behind, their financials don't make sense, or they're spending too much time on accounting and not enough time running their business. We solve that.

    You'll get accurate monthly financials that actually tell you something useful, on-time tax filings without the last-minute panic, and a real partner who understands your numbers as well as you do. For clients on our Growth and Fractional CFO plans, we go further — building dashboards, forecasting cash flow, and helping you make smarter decisions about pricing, hiring, and growth.

  • What Sets Skyline Bookkeeping Apart from Other Firms?

    Three things:

    Hands-on ownership. Every engagement is led by John Vieira, MBA, MSA. You'll never get bounced between junior staff or offshore teams. The same person you meet at your consultation will be the one working on your books.

    Industry awareness. We bring real experience with the financial complexity small businesses actually face — including specialty areas like cannabis dispensaries, where the compliance requirements demand a higher level of expertise.

    Strategic value, not just data entry. Many bookkeepers just categorize transactions. We focus on what those numbers mean — building KPIs, tracking margins, forecasting cash flow, and giving you the financial visibility you need to grow with confidence.

  • How Does Skyline Bookkeeping Ensure Accuracy and Compliance?

    Accuracy starts with the right setup — a clean chart of accounts, properly configured software, and reliable data feeds from your bank, credit cards, and POS systems. From there, we follow a defined monthly close process that includes bank reconciliation, transaction review, and financial statement preparation, all completed by the 15th of the following month.

    For compliance, we track every filing deadline that applies to your business — federal, state, and local — and file on time, every time. We stay current on regulatory changes that affect our clients, particularly in highly regulated industries..

  • What is the Cost of Your Services?

    Our service plans start at $500/month for Foundation, $1,500/month for Growth, and custom pricing for Fractional CFO engagements. Final pricing depends on your business size, transaction volume, industry complexity, and the scope of services you need.

    We don't believe in one-size-fits-all pricing, and we don't lock clients into long-term contracts. Every engagement starts with a free 30-minute consultation where we'll learn about your business and give you an honest, transparent quote.