Oglesby Tax Solutions

Faith, Finances, and Fresh Starts with Tim Oglesby

Tim Oglesby, founder of Oglesby Tax Solutions, shares a faith-centered message for anyone feeling overwhelmed by debt, tax notices, job loss, or financial setbacks. This episode focuses on what a fresh start really looks like  Tim speaks from personal experience, including debt, tax liens, and rebuilding after hardship, and he ties that to biblical principles of stewardship and hope.

Key topics

• In this episode: why a fresh start is available even after financial mistakes
  • Tim opens with the core idea that a difficult financial chapter does not have to define the rest of your story.
  • He frames the episode for people behind on bills, in debt, facing tax notices, or recovering from job loss.
• Tim shares his own experience with financial pressure
  • He talks candidly about carrying debt, receiving tax notices, and having a lien placed on his home.
  • He says those experiences taught him how fear, shame, conflict, and isolation can show up around money.
• Hope is grounded in truth, not denial
  • He points to Lamentations 3:22 to 23 and explains that God’s mercies are new every morning.
  • The point, he says, is not that bills vanish overnight, but that mercy meets people exactly where they are.
• Courage starts with facing the numbers
  • Tim stresses that avoidance makes problems bigger.
  • He encourages listeners to open the letters, review credit card balances, total what is owed, and stop running from the numbers.
• Stewardship means knowing your financial condition
  • He references Proverbs 27:23 and applies it to money by urging people to know bills, debts, tax obligations, income, and required expenses.
  • He defines stewardship as faithfully managing what has been entrusted to you.
• Dave Ramsey’s story is used as a picture of rebuilding
  • Tim recounts Ramsey’s collapse after lenders called loans, followed by bankruptcy in his twenties.
  • The takeaway: financial recovery begins when behavior changes and momentum is built through consistent action.
• Hardship is not always caused by poor choices
  • He notes that divorce, illness, layoffs, business struggles, inflation, and caregiving can also create financial problems.
  • He shares examples from working with people in Phoenix, including someone hit by medical bills and a former Seattle Seahawks employee who lost work after an accident.
• Prayer comes before practical action
  • Tim’s first step is to ask God for wisdom, peace, discipline, and courage.
  • Then he recommends writing down the full financial reality and treating deadlines seriously, especially with IRS or state tax notices.
• One next step matters more than doing everything at once
  • He suggests practical actions like gathering tax documents, calling a creditor, cancelling an unused subscription, starting a small emergency fund, or booking a consultation with a qualified tax professional.
  • The emphasis is on progress, not perfection.
• Wise counsel is part of the solution
  • Tim cites Proverbs 15:22 and encourages listeners to talk to a pastor, mentor, credit counselor, accountant, CPA, enrolled agent, or trusted friend.
  • He says there is no shame in getting help.
• Small habits create stability over time
  • He closes by encouraging people to track spending, live below their means when possible, pay what they can, avoid new debt, and communicate honestly with a spouse.
  • The message is that tomorrow can be different, even if the past cannot be changed immediately.

Timestamps

(00:00) Why this episode is for anyone facing financial pressure
 (00:58) Tim’s personal experience with debt, tax notices, and a home lien
 (01:27) New mercies every morning, even in a hard financial season
 (02:26) Why avoidance makes money problems grow
 (03:25) Know the condition of your flocks: practical stewardship
 (04:20) Dave Ramsey’s collapse and rebuilding after bankruptcy
 (05:48) Financial hardship can come from divorce, illness, layoffs, or inflation
 (06:42) Start with prayer, then take practical action
 (07:12) Writing down income, debts, deadlines, and tax obligations
 (07:42) Choosing one next step and getting organized
 (08:03) Why wise counsel matters
 (08:32) Small habits that build stability over time
 (09:20) The invitation to take the next faithful step

Action Items

• Open every unopened financial letter
• List income, required expenses, debts, and deadlines
• Respond quickly to IRS or state tax notices
• Pick one practical step to complete today
• Ask a trusted advisor for help instead of trying to solve everything alone
• Track spending and avoid adding new debt

Three Signs Your IRS Offer in Compromise Has a Real Shot

In this episode, we break down the three biggest indicators that an IRS offer in compromise may actually be accepted. A client example showing how the IRS evaluates financial hardship, compliance, and reasonable collection potential is included.  In this episode, Tim Oglesby explains what the IRS really looks for, why lowball offers usually fail, and how a well-documented case can lead to a fresh start.

Key topics

• In this episode: the IRS cares less about what you want to pay and more about what you can actually pay.
• Sign one: your financials support the offer, including income, necessary living expenses, bank statements, pay stubs, bills, and asset values.
• Sign two: you are in compliance, which means filed returns, current estimated payments or withholding, and no new tax debt.
• Sign three: your offer is reasonable compared with your reasonable collection potential, or what the IRS could collect through other means.
• Lowball offers that ignore equity, assets, or disposable income are usually rejected quickly.
• The main takeaway: if your numbers, compliance, and offer amount all line up, acceptance is genuinely possible.

Avoiding Tax Scams: How to Recognize and Protect Yourself from IRS Phone and Email Frauds

Discover how scammers exploit fear to target individuals during tax season. Learn practical tips to identify fake IRS communications and protect your personal information from fraudulent schemes.

Key Topics

• Common tactics used by IRS fraudsters, including spoofed phone numbers and fake emails
• Key signs that a call or message is a scam, such as demands for immediate payment or threat of arrest
• Real-life scam story illustrating the importance of verifying IRS notices before acting
• Best practices for handling suspicious IRS contacts: hang up, verify through official channels, and avoid sharing personal info
• Why urgent pressure and emotional manipulation are red flags in tax scams
• How to stay calm and verify messages to prevent financial loss

In this episode, Tim Oglesby shares a compelling story of helping a small business owner, Dave, overcome mounting tax debt through strategic compliance and negotiation. Learn practical insights on handling IRS disputes, trust fund recovery penalties, and ways to stabilize your business finances.

What to Do When You Receive a Letter from the IRS — Step-by-Step Guidance:  In this episode, Timothy Oglesby from Oglesby Tax Solutions shares practical advice on how to handle IRS notices effectively. Whether it’s routine or urgent, understanding your next steps can save you stress and financial trouble.

Key Topics:

• How to identify the type of IRS notice using the notice code (e.g., CP2000, CP14)
• The importance of reading every word carefully and noting response deadlines
• Gathering and organizing supporting documents before responding
• Different response options depending on whether you agree or disagree with the IRS
• When to seek professional help for complex tax issues
• The importance of acting quickly to resolve IRS problems and protect your rights

Understanding IRS Wage Garnishments: How They Work and How to Stop Them

If you’re facing IRS wage garnishments, understanding the process can help you regain control of your finances. In this episode, Tim Oglesby explains the step-by-step IRS collection process, your rights, and actionable strategies to stop garnishments quickly.

Main Topics Covered:

How IRS wage garnishments are initiated without a court order

The timeline of IRS collection notices from CP14 to LT11

The role of form 668 W in wage levies and employer compliance

Different paths to release a levy, including installment agreements, hardship claims, offers, and currently not collectible status

Common mistakes to avoid when dealing with IRS notices and garnishments

Step-by-step action plan to address and resolve IRS wage garnishments

Title: Understanding IRS Offers in Compromise – Myths vs. Reality

In this episode, Tim Oglesby debunks common myths surrounding IRS Offer in Compromise (OIC) programs, sharing a real success story and providing practical insights into the process. Whether you're facing tax debts or exploring options for resolution, this session clarifies what's true and what's exaggerated in tax settlement myths.

Key topics:

The truth behind IRS settling debt: it's about business decisions, not charity

The legal and procedural requirements for qualifying for an offer in compromise

Common myths: offering a quick fix, eligibility claims, hiding assets

The detailed process of preparing for and submitting an OIC

Real-life case study: how a small landscaping business achieved a settlement

The importance of compliance and accurate documentation

Alternatives to OIC: installment agreements and penalty abatements

How a professional can navigate the complex IRS manual and maximize your chances

Major Tax Developments: Relief for COVID-19 Penalties & The Courts' Rulings

In this episode, Tim Oglesby dives into critical updates on recent court rulings impacting taxpayers who faced penalties during the COVID-19 pandemic, highlighting how federal law and court decisions could mean refunds for millions. Understanding these legal shifts can help taxpayers reclaim money they might not realize is owed to them.

Key Topics:

• The significance of the July 10 deadline for claiming COVID-19 related tax refunds
• How the Taxpayer First Act and Section 7508A D provided automatic extensions during the pandemic disaster
• The landmark court cases: Abdo vs. Commissioner and Kwong vs. United States
• How courts found that IRS penalties for late payments during the disaster period should not have been assessed
• Practical steps taxpayers can take to review their transcripts and file claims
• The importance of proactive action before the July 10 deadline to preserve rights
• The potential impact for millions of taxpayers and the necessity to file a protective claim
• How IRS regulations and court rulings have challenged established penalty enforcement practices
• The ongoing appeal process and what it means for future claims
• The broader message about trusting the system and the importance of legal awareness in tax resolution

Resources & Links:

• IRS Transcripts Request
• Form 843 - Claim for Refund and Request for Abatement

 Overcoming the Fear of Non-Filing: How to Navigate IRS Challenges and Rebuild Your Financial Life In this episode, Tim Oglesby, an enrolled agent and tax resolution expert, breaks down the reality of non-filers and the myths that keep many people in silence and fear. He shares practical advice, real-world examples, and a step-by-step path to compliance, emphasizing that relief is possible—no matter how long you've been in this situation.Key Topics Covered:

• The common misconceptions about IRS actions on non-filers and the reality behind paper-based enforcement 
• How the IRS’s substitute for return (SFR) process works and why it’s never in your favor
• The impact of penalties and interest—how they snowball over time and how to minimize them
• The importance of filing recent six years of returns and the maximum benefits of voluntary compliance
• The story of Marcus: a real example of how reconstruction, penalty abatement, and manageable payment plans can transform a dire tax situation
• Collection mechanisms including liens, levies, wage garnishments, and federal/state cooperation
• The importance of professional support: how licensed tax professionals advocate and navigate the complex process
• Overcoming shame and fear—taking action to regain control and peace of mind

Timestamps: 00:00 - Introduction: Understanding non-filer myths and real risks
00:23 - Personal story of tax struggles and the purpose of this episode
1:18 - Common horror stories and the truth behind IRS actions
2:03 - How the IRS's paper-driven process works and their actual priorities
2:59 - What happens when you don't file: notice, system flags, and notices of deficiency
4:23 - The dangerous substitute return (SFR) process and its implications
5:22 - Why the IRS’s assessments are typically higher without deductions
6:18 - Real case example: a freelancer’s substitute return leading to a $140k debt
7:01 - How many years of returns to file and what the IRS actually requires
8:00 - How automated enforcement letters generate fear, not immediate action
8:47 - What happens when the IRS moves to garnishments and levies, and how to stop them
9:37 - Gathering data, filing back taxes, and options to resolve penalties and debt
10:36 - Penalties for non-filing, and how interest accrues daily, increasing debt
11:58 - The snowball effect of multiple years of non-filing and the importance of filing late
13:03 - IRS penalty abatement programs and their potential to reduce penalties
14:01 - Marcus’s story: rebuilding from six years of non-filing through reconstruction and abatement
17:25 - How structured payment plans and compliance transform a stress-filled life
19:38 - The mechanics of liens, levies, and additional collection enforcement tools
23:00 - The possibility of coming back from non-filing and the importance of professional guidance
24:29 - Addressing shame and fear: support, non-judgment, and the path to freedom
25:28 - Summary: key lessons from Marcus’s story and the importance of taking action
26:28 - Encouragement to reach out to a qualified professional and reclaim your financial peaceResources & Links:

• National Personal Tax Institute
• IRS Penalties and Interest Overview
• Tax Resolution Solutions (example for professional help)

Connect with Tim Oglesby:

• Website
• Phone
• LinkedIn

If you feel overwhelmed or anxious about your tax situation, remember that relief is attainable. Taking the first step with professional support can dramatically reduce stress and lead you back to compliance—and peace of mind.