Oakline Bookkeeping is a specialized bookkeeping service for contractors, tradespeople, and small business owners. Founded by Tyler, who spent years working in concrete, irrigation, and property management before transitioning to bookkeeping, the business combines real-world trade experience with financial expertise.
Services include monthly bookkeeping in QuickBooks Online, bank reconciliations, cash flow tracking, job costing, and year-end tax packages. The approach emphasizes systems, structure, and clarity to help business owners stop guessing and start making decisions with confidence.
Founder has hands-on trade experience (concrete, irrigation, property management)
Specialized focus on contractors and trades businesses
Systems-thinking approach to bookkeeping
QuickBooks Online certified and accredited digital bookkeeper
Flat-rate monthly pricing with transparent tiers
Services
Foundation Monthly Bookkeeping
For solo owners, contractors, and low-volume service businesses needing clean, reliable books and clear monthly visibility.
QuickBooks Online bookkeepingBank and credit card reconciliations (up to 2 accounts)Accurate transaction categorizationMonthly Profit & Loss and Balance Sheet15-minute monthly financial overview (video call)Email supportYear-End Close and CPA-Ready Tax Package – $200 (billed separately)
Classic Monthly Bookkeeping
For growing service businesses and contractors wanting deeper financial insight and stronger cash flow control.
Everything in Foundation, plusBank and credit card reconciliations (up to 5 accounts)30-minute monthly financial review (video or phone)Cash flow summary with clear inflow/outflow breakdownBasic A/R and A/P trackingSales tax tracking (if applicable)Year-End Close and CPA-Ready Tax Package – $300 (billed separately)Basic job costing or materials tracking (if applicable)
Premium Monthly Bookkeeping
For established owners wanting strategic oversight, performance tracking, and zero surprises.
Everything in Classic, plusBudget vs. actual performance trackingJob costing or project profitability trackingPriority supportQuarterly 45-minute strategy and performance reviewQuarterly CPA-ready financial reviewYear-End Close and CPA-Ready Tax Package – $400 (billed separately)
Custom & One-Off Support
Flexible solutions for unique situations including setup help, cleanup work, and occasional bookkeeping.
Setup helpCleanup workOccasional bookkeepingCustom pricing based on needs
Credentials & Certifications
Accredited Associate Digital Bookkeeper
QuickBooks Online Certified
Backflow Prevention Certification
Reviews
Rating
5
★★★★★
Reviews
1
"Very professional, makes my business finances easy to understand."
Frequently Asked Questions
Who is Oakline Bookkeeping best for? +
Contractors, tradespeople, and owner-operators who are serious about understanding their numbers and want ongoing monthly bookkeeping.
What industries do you work with? +
Contractors, trades, restaurants, salons, ecommerce, and small business owners.
What software do you use? +
QuickBooks Online.
Do you offer one-off or cleanup work? +
Yes, custom and one-off support is available for setup help, cleanup work, and occasional bookkeeping.
What is included in the Year-End Close package? +
A CPA-ready tax package is included with each tier, priced at $200 (Foundation), $300 (Classic), or $400 (Premium) billed separately.
How do you get started? +
Fill out the contact form on the website and you'll be contacted within one business day.
What is your approach to bookkeeping? +
Bookkeeping is about systems, structure, and clarity — not just data entry. Focus is on efficiency, simplification, and clean organization for real decision-making.
Are startups seeking venture-backed growth a good fit? +
No, Oakline Bookkeeping is not a fit for startups seeking fundraising or venture-backed growth, or large multi-entity corporations.