Built For Real Estate Owners
Increase Cash Flow Tax Savings

We continuously optimize taxes, insurance, and ownership structure to protect downside and unlock incremental cash flow and real estate returns.

Continuous Tax Savings?Insurance Optimization?Structure & Protection?

Most real estate cash flow is lost quietly — through insurance drift, structural mistakes, and missed tax optimization. We help you uncover and optimize these hidden opportunities.

What's Costing You Money Right Now

Are You Making These Mistakes?

Most real estate owners lose money without realizing it. Here's where it's probably happening to you.

Overpaying the IRS
Overpaying the IRS

You're probably missing tax deductions worth $50K-$300K+ per property. Most investors only claim them once — if at all.

  • Missing years of tax write-offs
  • No deductions when you renovate
  • Filing taxes, not saving on them
Insurance Eating Your Profits
Insurance Eating Your Profits

Premiums go up every year while gaps in coverage put you at risk. Most landlords overpay and don't even know it.

  • Paying too much without realizing
  • Gaps you'll find out about at claim time
  • Policies that never get reviewed
One Lawsuit Away from Losing It All
One Lawsuit Away from Losing It All

Without the right legal setup, one bad tenant or accident could take your home, savings, and everything you've built.

  • Properties in your personal name
  • One problem can affect all your properties
  • Easy target for lawsuits
How We Optimize & Protect

Your Strategic Financial Partner

We apply modern fintech and AI to the biggest financial blind spots in real estate — taxes, insurance, and ownership structure.

Trusted By

Pro & First-Time Investors Alike

Helping real estate owners keep more of what they earn through smarter tax, insurance, and asset protection

Y Combinator
Stanford
Meta
OpenAI
Blackstone
Goldman Sachs
Harvard Business School
Amazon
Google
Cooley
Deloitte
E&Y
Mayo Clinic
Penn Medicine
PWC
Stanford Medicine
Wharton
Samba Nova
Y Combinator
Stanford
Meta
OpenAI
Blackstone
Goldman Sachs
Harvard Business School
Amazon
Google
Cooley
Deloitte
E&Y
Mayo Clinic
Penn Medicine
PWC
Stanford Medicine
Wharton
Samba Nova
Overline Guarantee

Maximize Cash Flow, Stay Compliant

A platform guarantee to optimize tax benefits, maximize returns, and maintain IRS compliance.

01
Institutional Expertise, Scaled

We use technology to bring the same CPAs, attorneys, and strategies used by billion-dollar portfolios — now accessible to every investor.

  • Top-tier professionals, tech-enabled
  • Strategies from institutional investors
  • Best practices scaled for everyone
02
Upfront Tax Estimates

We show your expected tax savings before you act — no guesswork. Precise, conservative estimates you can rely on.

  • Expected savings shown upfront
  • Conservative, defensible estimates
  • Verified through detailed analysis
03
Lifetime IRS Defense

We meticulously document everything and maintain comprehensive records. We provide lifetime audit defense support.

  • Comprehensive documentation & records
  • Full real estate compliance
  • Lifetime audit defense support

Ready to maximize your cash flow? Join now to get started

Investment Growth

Compare Your 5-Year Returns: Standard vs With Overline

See how tax optimization, insurance savings, and asset protection boost your cash flow and total returns

StandardWith Overline
Initial Investment$100k
Upfront Tax Benefit+$35k
Ongoing Tax Benefits+$3k
Insurance+$0
+$38kAdditional 5-year value
+11.3% RETURN BOOST
Personal Liability Exposed$0
5-Year Value
$445k
Total value (cash + equity + tax benefits)
Tax Savings
$38k
Cost seg + ongoing deductions
5-Year IRR
18.4%
With tax & insurance optimization
Money-on-Money
3.98x
Total cash back / invested
Hypothetical $100,000 return over 5 years (Real Estate)
Cumulative Cash Flow
Home equity/Loan Pay Down
Property Appreciation
Net Tax Benefit
Adjust assumptions
Defaults: Rent (6% cap rate), Property tax 1.1%, Insurance 0.4% (with Overline) / 0.5% (standard), Maintenance 1%. Transaction fees (1.5% closing, 3.5% disposition) financed for illustration. Tax savings assume 37% marginal rate.
$100,000
Testimonials

Real Estate Owners Love Our Tax Savings

See how customers use cost segregation and bonus depreciation to offset high incomes and maximize cash flow

"Overline's cost segregation study unlocked $140K in bonus depreciation on my $600K rental property. As a W-2 earner making $350K, I offset nearly 40% of my tax burden in year one. The property cash flows beautifully on top of that."

David Chen

Software Engineer, Google

"I bought a 4-unit building and Overline's cost segregation analysis found $85K in accelerated depreciation I could take immediately. That's $31K in tax savings year one while building long-term wealth. Game changer."

Sarah Miller

Product Manager, Stripe

"The short-term rental loophole combined with cost segregation is incredible. My Airbnb generates $7K/month and I got $95K in bonus depreciation write-offs. All my W-2 income from Microsoft is now essentially tax-free."

Michael Torres

Principal Engineer, Microsoft

"Cost segregation on my rental property gave me $120K in first-year deductions. Combined with the property's cash flow, my after-tax returns are 22%. Overline's analysis was thorough and IRS-defensible."

Jennifer Park

Director of Finance, Meta

"Between my Amazon salary and RSU vesting, I needed serious tax relief. Bought a rental property and Overline's cost seg study found $160K in accelerated depreciation. Saved $59K in taxes immediately."

Robert Kim

Engineering Manager, Amazon

"Overline showed me how to use bonus depreciation on rental properties to offset my high W-2 income. My duplex investment gave me $75K in write-offs year one. Now my $250K salary is barely taxed."

Amanda Watson

VP of Product, Tech Startup

"The cost segregation study paid for itself 10x over. Found $200K in accelerated depreciation on my commercial property. That's $74K in immediate tax savings while the property generates consistent income."

James Rodriguez

Real Estate Developer

"As a high-income physician, I never knew rental properties could offset my taxes so aggressively. Overline's cost seg analysis found $110K in bonus depreciation. Best investment decision I've made."

Dr. Emily Martinez

Surgeon, Private Practice

"Bought my first rental property through Overline. The cost segregation study accelerated $90K in depreciation, saving me $33K in taxes year one. The property also cash flows $1,200/month. Perfect combination."

Thomas Lee

Investment Banker, Goldman Sachs

"My Netflix salary puts me in the highest tax bracket. Cost segregation on two rental properties gave me $240K in write-offs. Now I'm building wealth while dramatically reducing my tax bill. Incredible."

Lisa Anderson

Senior Engineer, Netflix

Latest New

From Our Blog

FAQ

How Overline Works

Common questions about tax savings, insurance optimization, and asset protection for rental property investors

  • What is Overline and how does it help rental property owners?

    Overline is a financial optimization platform for rental property investors. We help you maximize tax deductions, reduce insurance costs, and protect your personal assets through proper legal structuring — all in one place. Instead of piecing together CPAs, insurance brokers, and attorneys, Overline applies modern fintech and AI to handle the biggest financial blind spots in real estate automatically.

  • Most investors only claim depreciation when they buy a property. We find deductions upfront through cost segregation, plus ongoing savings every time you renovate, replace appliances, or improve the property. Our platform connects to QuickBooks to automatically identify deductible expenses you might overlook — turning your bookkeeping into a tax-saving engine.

  • Cost segregation is an IRS-approved strategy that accelerates depreciation by reclassifying parts of your property (flooring, fixtures, landscaping, etc.) into shorter depreciation schedules — 5, 7, or 15 years instead of 27.5 years. This front-loads your tax deductions, often generating $15,000–$50,000+ in year-one savings on a typical rental. Overline estimates your potential benefit for free, so you know if it's worth it before paying for a full study. See <a href='/blog/how-much-does-cost-segregation-save' style='color: #004643; font-weight: 600;'>actual savings by property type</a> or use our <a href='/blog/is-cost-segregation-worth-it' style='color: #004643; font-weight: 600;'>decision framework</a> to evaluate your ROI.

  • Insurance premiums creep up every year while coverage gaps put you at risk. Overline benchmarks your rates against our carrier network to catch overcharges, and we use your cost segregation asset inventory to document property values — which speeds up claims and helps maximize payouts if something goes wrong. Your tax analysis doubles as insurance protection.

  • Without proper legal structure, one tenant lawsuit could threaten your home, savings, and personal assets. An LLC creates a liability shield — if something happens at your rental property, creditors can only pursue the LLC's assets, not your personal wealth. Overline helps you set up LLCs and trusts the right way, keeping each property's risk separate from you and from each other.

  • Your CPA files your taxes based on what you give them. Overline proactively finds savings they might miss — like ongoing depreciation from renovations, insurance optimizations, and partial asset dispositions. We don't replace your CPA; we make their job easier by surfacing opportunities and providing documentation they can use directly. Think of us as your always-on financial co-pilot.

  • Overline is designed for working professionals (W-2 employees, business owners, high-earners) who invest in rental properties on the side. Whether it's your first rental or your tenth, we bring institutional-grade financial optimization to individual investors — the same strategies private equity and family offices use, but accessible and automated.

  • Start by joining our waitlist — we'll invite you to connect your properties and run a free analysis to show your potential savings. From there, you can access our tax optimization tools, insurance benchmarking, and LLC setup services. Most users see their first actionable insights within minutes of signing up.