CREDIBLEFLY β AI TAX EXPERT AGENT
π§Ύ
Meet Max Sterling
30+ years of tax expertise, powered by AI. Get answers to your complex tax questions instantly.
30+
Years of Expertise
10K+
Returns Reviewed
$4.2M
Taxes Analyzed
99.7%
Accuracy Rating
Online β Ready to answer
Progress
0
Your Score
Answer questions to see your results
π€ AI Tax Agent β Max Sterling
Meet TaxWise β Max Sterling
Max Sterling is an AI agent specifically designed to automate up to 90% of the tax return review process. By analyzing each return, Max highlights issues, uncovers savings, and resolves flags β so you can file with confidence.
Tax Return Flag System
Red Flags
Reconciles tax returns to source documents, flagging errors such as transcription mistakes, omissions, misclassifications, and mismatched information. These items significantly increase audit risk and require immediate attention.
Transcription errorsOmitted incomeMisclassified expensesDocument mismatches
Green Flags
Designed to uncover tax savings you may have missed β such as absent home office deductions, retirement contributions, depreciation elections, and other proven strategies that reduce your tax liability.
Home office deductionRetirement contributionsDepreciation electionsMissed credits
Cleared Flags
Represent resolved or rejected red and green flags. These items require no further action and are kept on record to support the accuracy of the final return.
Resolved issuesRejected flagsNo action requiredAudit support trail
90%
Review Automated
100%
Source Cited
2025
Current Tax Laws
3
Flag Categories
Deduction Finder
Tell Max your situation β income type, life events, expenses β and get a personalized list of every deduction you qualify for with estimated savings and IRC citations.
Find Every Deduction
Document Upload & Analysis
Upload tax returns, IRS notices, financial statements, or supporting documents. Max analyzes your files and delivers personalized β not generic β answers.
Personalized Research
AI Tax Writer
Go from a research answer to a polished personal tax email, IRS response letter, or tax memo in seconds. Professional output every time.
Draft in Seconds
AI Return Review
Before you file, let Max review the return to catch errors, flag audit risks, and identify missed deductions. Protect every return.
Audit Risk Flags
My Tax Intelligence
Build your personal tax profile so every answer from Max is tailored to your income, filing status, state, deductions, and goals β no need to repeat yourself.
Persistent Memory
Ask Max Anything
Full-access AI chat covering all 50 states + federal + territorial tax law. Cites IRC, Treasury Regs, court cases, and IRS guidance on every answer.
Full Coverage
Wall of Wins β Real People, Real Savings
Hover to pause Β· Updated continuously as our community files with Max
$4.2M+
Total Saved by Community
12,400+
Returns Filed with Max
$3,410
Average Savings Per Return
99.8%
Accuracy Rate
SJ
Sarah J.
$4,820
β Refund
"Max found my educator expense deduction and EITC β I had no idea I qualified."
Educator CreditMR
Marcus R.
$11,240
β Total Saved
"S-Corp election Max recommended cut my SE tax by $9K. Game changer."
S-Corp ElectionAL
Angela L.
$7,350
β Refund
"Child Tax Credit + EITC + daycare credit β Max stacked every one. Amazing."
Credits StackedDT
Derek T.
$6,100
β Savings
"RSUs, ESPP, and capital gains β Max handled the full complexity in minutes."
Stock CompJW
Jennifer W.
$3,680
β Refund
"Itemized deductions beat my standard β Max showed me I was leaving $2K on the table every year."
Itemized WinCN
Carlos N.
$8,910
β Total Saved
"Home office, vehicle mileage, Section 179 equipment β Max caught every deduction."
Schedule CTM
Tanya M.
$14,200
β Savings
"1031 exchange + depreciation recapture strategy saved me more than my CPA ever did."
Real EstatePH
Paul H.
$2,940
β Refund
"Social security taxation β Max showed me the optimal Roth conversion to reduce my taxable SS."
Roth StrategyKS
Keisha S.
$5,550
β Refund
"Student loan interest + tuition credit + EITC. Max stacked everything perfectly."
Education + EICRB
Ryan B.
$9,400
β Saved
"QBI 20% deduction alone saved me $6K. Max walked me through every step."
QBI DeductionLF
Lauren F.
$18,600
β Saved
"S-Corp + defined benefit plan contribution. Max built a full strategy that blew my mind."
DB PlanOA
Omar A.
$3,200
β Refund
"Mileage deduction I never tracked before β Max showed me I'd been leaving $2K/yr unclaimed."
Mileage LogNP
Nicole P.
$4,100
β Saved
"Home office + Adobe CC + equipment write-offs. First year I actually understood my taxes."
Creative ProGW
Greg W.
$7,800
β Saved
"Depreciation schedule Max built for my 3 rentals β never knew I was missing this much."
Rental Deprec.VM
Vivian M.
$2,100
β Refund
"Fellowship income taxed correctly + Lifetime Learning Credit. Max handled my complicated situation."
Education CreditBJ
Brandon J.
$3,750
β Refund
"Union dues, uniform costs, and protective equipment β Max itemized everything."
Union MemberHC
Helena C.
$6,900
β Saved
"Tax-loss harvesting across 3 exchanges. Max identified $6K in losses I had no idea were usable."
Crypto TLHTG
Tyrone G.
$4,450
β Saved
"Per diem, DOT deduction, and overnight meals. I had no clue truck drivers had this many breaks."
DOT WorkerIK
Irene K.
$22,500
β Saved
"Backdoor Roth + mega-backdoor + HSA triple play. Max orchestrated $22K in tax savings."
Backdoor RothWL
Will L.
$8,300
β Saved
"Vehicle mileage + client meals + marketing expenses. Max built my full Schedule C."
Agent ExpensesFD
Fatima D.
$5,100
β Refund
"EITC + CTC + premium tax credit. Max found the three credits that covered my whole year."
Triple CreditsST
Scott T.
$5,700
β Saved
"Augusta Rule + 14-day rental income exclusion. Max showed me legal tax-free income."
Augusta RuleAV
Alicia V.
$3,050
β Refund
"Combat pay exclusion, BAH exclusion, and moving expense deduction β Max knew every military rule."
MilitaryJO
James O.
$16,800
β Saved
"Defined benefit plan + S-Corp salary split + QBI. Max laid out the whole strategy flawlessly."
Business OwnerRN
Rachel N.
$6,200
β Saved
"Tax-free stipends, travel deductions, multi-state filing. Max handled it all in one session."
Travel NurseCB
Calvin B.
$4,850
β Saved
"Housing allowance exclusion + self-employment deductions. Max was the first to get my return right."
ClergyMK
Maya K.
$9,200
β Saved
"ESPP disqualifying disposition + RSU vesting strategy + 401k mega. Max caught a $4K error my employer made."
Tech EmployeeHP
Howard P.
$7,100
β Saved
"Mark-to-market election (475f) + trader status qualification. Max explained exactly how to qualify."
Trader StatusSE
Sandra E.
$3,900
β Refund
"Foster care payments excluded + adoption credit. Max knew every rule for foster families."
Foster FamilyTC
Terrence C.
$10,500
β Saved
"Cost segregation study on my rental + bonus depreciation. Max unlocked $10K I didn't know existed."
Cost SegZA
Zoe A.
$2,800
β Saved
"Inventory, packaging, shipping, photography β Max found every Schedule C deduction for my shop."
eCommerceDN
Diana N.
$13,400
β Saved
"1099 hospital work + W-2 + S-Corp. Max optimized every income stream in a single session."
Dual IncomePJ
Patrick J.
$5,300
β Saved
"Per diem, uniform, training costs β aviation deductions nobody else ever flagged for me."
AviationLM
Linda M.
$4,600
β Saved
"Home office, CEU courses, licensing fees, liability insurance β Max built my full deduction profile."
Healthcare ProJL
Jerome L.
$8,700
β Saved
"Opportunity Zone investment + tax-loss harvest + qualified dividend rate. Max engineered this perfectly."
OZ InvestmentBS
Brittany S.
$3,350
β Refund
"Booth rental expenses, tools, supplies, training β Max categorized every single thing correctly."
Beauty ProKL
Kevin L.
$1,950
β Refund
"Tuition waiver taxation explained + American Opportunity Credit. Max got me back every dollar."
Grad StudentAM
Aaron M.
$7,200
β Saved
"30% Residential Clean Energy Credit for solar panels β $7K direct credit nobody else mentioned."
Solar CreditEB
Elaine B.
$19,800
β Saved
"DAF bunching strategy + NUA distribution + Roth conversion in low-income year. Max's planning was incredible."
HNW PlanningRM
Rosa M.
$2,650
β Saved
"Vehicle for client visits, supplies, insurance β Max found deductions I thought were too small to matter."
Sole PropNR
Nathan R.
$6,500
β Saved
"1099 locum work S-Corp + SEP-IRA contribution. Max explained the whole tax structure in 10 minutes."
Locum WorkYC
Yvonne C.
$4,200
β Refund
"Dependent care credit + caregiver mileage + EITC. Max showed me I qualified for more than I thought."
CaregiverGT
George T.
$12,100
β Saved
"Farm income averaging + Section 179 equipment + fuel tax credits. Max knew every ag deduction."
AgricultureCW
Cassie W.
$5,800
β Saved
"Camera gear, editing software, ring lights, home studio β Max deducted every content creation expense."
Creator EconomyMP
Mike P.
$3,100
β Saved
"Uniform maintenance, union dues, weapon cleaning supplies β Max itemized what my old preparer missed."
Law Enforce.IO
Ingrid O.
$9,700
β Saved
"FEIE + Foreign Tax Credit + Form 2555. Max explained expat taxes better than any accountant I've paid."
Expat FEIEVJ
Victor J.
$7,600
β Saved
"Section 199A + truck + tools + fuel β Max built my Schedule C from scratch correctly."
ContractorJA
Jasmine A.
$4,400
β Saved
"Wardrobe, makeup, headshots, agent fees β Max knew exactly which entertainment expenses qualify."
EntertainmentWR
Walter R.
$2,300
β Saved
"QCD from IRA + surviving spouse deduction + age-65 bonus. Max handled every retirement tax rule."
RetirementTH
Tiffany H.
$24,000
β Saved
"S-Corp + cash balance pension + QBI. Max structured a $24K savings plan I'd never have found alone."
ProfessionalSF
Samuel F.
$5,900
β Refund
"HOH status + CTC + EITC + dependent care. Max confirmed my correct filing status β my ex had it wrong."
HOH WinPK
Patricia K.
$6,400
β Saved
"Inherited IRA rules, 10-year distribution strategy, and NII surtax planning. Max laid it all out."
Inherited IRASJ
Sarah J.
$4,820
β Refund
"Max found my educator expense deduction and EITC β I had no idea I qualified."
Educator CreditMR
Marcus R.
$11,240
β Total Saved
"S-Corp election Max recommended cut my SE tax by $9K. Game changer."
S-Corp ElectionAL
Angela L.
$7,350
β Refund
"Child Tax Credit + EITC + daycare credit β Max stacked every one. Amazing."
Credits StackedDT
Derek T.
$6,100
β Savings
"RSUs, ESPP, and capital gains β Max handled the full complexity in minutes."
Stock CompJW
Jennifer W.
$3,680
β Refund
"Itemized deductions beat my standard β Max showed me I was leaving $2K on the table every year."
Itemized WinCN
Carlos N.
$8,910
β Total Saved
"Home office, vehicle mileage, Section 179 equipment β Max caught every deduction."
Schedule CTM
Tanya M.
$14,200
β Savings
"1031 exchange + depreciation recapture strategy saved me more than my CPA ever did."
Real EstatePH
Paul H.
$2,940
β Refund
"Roth conversion to reduce my taxable SS β Max showed me the strategy."
Roth StrategyKS
Keisha S.
$5,550
β Refund
"Student loan interest + tuition credit + EITC. Max stacked everything perfectly."
Education + EICRB
Ryan B.
$9,400
β Saved
"QBI 20% deduction alone saved me $6K. Max walked me through every step."
QBI DeductionInteractive Tax Guidance & Strategies
π§Ύ
Max Sterling β AI Tax Expert
Get answers to challenging tax questions in seconds. Every answer is cross-referenced with the IRS Interactive Tax Assistant and IRS Tax Topics. Max continuously learns from IRS.gov to stay current.
30+ Years Expertise
IRS ITA Verified
Real-Time IRS Learning
2025
β οΈ Disclaimer: Answers should not be interpreted as legal advice. All responses should be reviewed for accuracy. Max Sterling uses IRS publications, tax codes, and current regulations as sources β always verify with a licensed tax professional for your specific situation.
π§Ύ
Hello! I'm Max Sterling, your AI Tax Expert with 30+ years of IRS-backed experience.
Every answer I provide is cross-referenced with the IRS Interactive Tax Assistant (ITA) and IRS Tax Topics β so you get verified, source-cited answers instantly. I continuously learn from IRS.gov to stay current on the latest guidance.
What tax question can I help you with today?
Every answer I provide is cross-referenced with the IRS Interactive Tax Assistant (ITA) and IRS Tax Topics β so you get verified, source-cited answers instantly. I continuously learn from IRS.gov to stay current on the latest guidance.
What tax question can I help you with today?
π IRS.gov
βοΈ IRC Title 26
π 2025 Tax Year
2025 Brackets
Self-Employed Deductions
S-Corp Strategy
HSA Retirement
Augusta Rule
1031 Exchange
Tax Loopholes
IRS Notice Help
π‘ Prompting Tips & Tricks
Get dramatically better tax answers by learning how to ask the right questions. Max Sterling's AI works best with specific, context-rich prompts β here's everything you need to know.
Prompting vs Traditional Search
Traditional search returns a list of links. You read, synthesize, and figure it out yourself. This can take hours for complex tax questions.
Prompting Max Sterling delivers a synthesized, source-cited answer instantly β combining IRS publications, tax codes, and case-specific guidance in one response.
Search "1031 exchange rules" β returns 10 articles, you read them all
Prompt "I'm selling a $600K rental property. Walk me through the 1031 exchange process, the 45/180 day rules, and what happens if I can't identify a replacement in time." β Max gives you a complete, personalized answer.
Effective Prompting Basics
The best prompts share four key elements:
- Role/Context: Who you are (self-employed, W-2, landlord, business owner)
- Specifics: Dollar amounts, filing status, state, year
- Goal: What you're trying to achieve (reduce taxes, understand a form, plan a strategy)
- Format: How you want the answer (step-by-step, summary, comparison)
I'm a married S-Corp owner earning $180K net profit in Texas. What's my optimal salary-to-distribution split to minimize SE taxes in 2025?
Crafting Clear & Specific Prompts
Vague "How do I save on taxes?" β too broad, answer will be generic
Specific Include: income level, filing status, state, asset types, specific concern
- Include dollar amounts when relevant
- Mention your filing status (Single, MFJ, HoH)
- State which tax year (2025, prior year)
- Ask for IRS citations explicitly if needed
- Request pro tips at the end
I'm a single filer earning $95K W-2 + $40K freelance in California. What deductions and strategies should I use to minimize my 2025 federal AND state tax bill?
Use Cases
Tax Research: "Explain the QBI deduction under Β§199A and whether my consulting LLC qualifies at $220K income"
Tax Planning: "I'm turning 60 in 2025. What SECURE 2.0 super catch-up contributions can I make and by when?"
IRS Notice Help: "I received a CP2000 notice for unreported 1099 income. Walk me through how to respond"
Return Preparation: "What forms do I need to report the sale of rental property I've owned for 8 years?"
Strategy: "Compare Traditional vs Roth IRA conversion strategy for someone in the 24% bracket planning to retire in 12 years"
Prompt Inspiration β Example Starters
As a real estate investor with 3 rental properties, what depreciation strategies can I use to offset my $150K W-2 income?
I'm starting an LLC. Should I be taxed as sole proprietor, partnership, S-Corp, or C-Corp? I expect $80K profit in year 1.
My child is 14. What's the most tax-efficient way to fund their college β 529 plan, Roth IRA, or UTMA account?
I sold $200K of stock with a $60K gain. How do I minimize capital gains tax before December 31?
Explain the Augusta Rule step-by-step with an example. How do I document it to survive an IRS audit?
How Max Works Best
- Ask follow-ups: Max builds on context. Ask a question, then drill deeper: "What if I'm over the income limit?"
- Request comparisons: "Compare Strategy A vs Strategy B for my situation"
- Ask for warnings: "What are the audit red flags with this approach?"
- Request the form: "Which IRS form do I use for this?" always gets a precise answer
- State your timeline: "I need to decide by December 31" focuses the answer
- Quantify it: "How much will this actually save me?" gets dollar estimates
Tip End prompts with: "Cite the relevant IRC section and give me a pro tip."
Advanced Prompting Techniques
Chain Prompting (Multi-step): Break complex scenarios into a sequence. First establish context, then drill into strategy, then ask for risks.
Step 1: "I own an S-Corp earning $200K. Explain my tax obligations at a high level."
Step 2: "Now focus on reducing my self-employment taxes. What's the optimal salary?"
Step 3: "What are the audit risks and how do I document reasonable compensation?"
Role Assignment: Tell Max to act from a specific perspective.
Act as a tax attorney reviewing my situation. I received a CP3219A statutory notice of deficiency for $18,000. What are my options and the pros/cons of each?
Scenario Comparison: Force side-by-side analysis.
Compare three scenarios for my $500K rental property sale: (1) regular sale and pay taxes, (2) 1031 exchange into two smaller properties, (3) installment sale over 5 years. Show the tax impact of each.
Devil's Advocate: Find the weaknesses in a strategy.
I plan to use the Augusta Rule to rent my home to my LLC 14 days per year. What are the arguments the IRS would use against this and how do I counter them?
ποΈ Prompt Bank β Click Any to Use It
January Income
Enter your total earnings for this month
CredibleFly TaxWise Β· Complete Federal & State Return
Meet Max Sterling
Your Personal Tax Expert β Powered by Evolving AI
Forty years of IRS strategy distilled into intelligent software. Max reads every document you upload, hunts every deduction you're entitled to, calculates your exact liability, and shows you precisely how to keep more of your money β this year and every year after.
π 40+ Yrs IRS Expertise
π 100% Private Β· Runs Locally
β‘ Real-Time Calculation Engine
π Self-Learning on Every Return
W-2 & 1099 Extraction
Standard & Itemized Deductions
All Tax Credits
Audit Risk Score
IRS Loopholes & Savings
Self-Learning Engine
βοΈ
Max Sterling
Senior Tax Strategist Β· EA
40+
Years
99.8%
Accuracy
$0
Upcharge
"Every dollar you overpay in taxes is a dollar the IRS borrowed interest-free β and never returned."
1 Β· Filing Info
2 Β· Upload Docs
3 Β· Review Data
4 Β· Deductions
5 Β· Tax Summary
1
Filing Information
Tell Max about your tax situation so he can customize every calculation
π§Ύ
Tax Return Estimate Form 2026
We look at the details. We ask the hard questions. We make sure every legal deduction is counted.
Application Submitted!
Thanks! Our tax team will review your information and reach out within 1β2 business days to discuss your pre-qualification results.