Powerful Resources For People Who Mean Business

You've built a legacy, provided for your loved ones, and made thoughtful plans for the future, but is your estate plan truly prepared for the unexpected? Take our quick (and eyeopening) Estate Plan Stress Test to find out if your plan is airtight or if hidden gaps could disrupt your intentions
Will you score “Legacy Leader” or “Planning Procrastinator”? There’s only one way to find out. Take the test now and see if your estate plan is as future-ready as you are!
You’ve worked hard for your money, why give more of it away than you have to? Our FREE Tax-Free Tools Mini Course is your shortcut to smarter strategies, bigger savings, and keeping more cash where it belongs (hint: in your pocket).
In just a few quick lessons, you'll unlock the secrets to tax efficiency.


Planning for your health, care, and future as a senior can feel overwhelming. Do you really know where to turn when questions arise?
The Shieldwolf Strongholds Senior Resources Guide puts trusted resources for health, care, legal, and lifestyle all in one place so you can feel confident and prepared.
You’ve worked hard, saved wisely, and planned for retirement… but is your plan really ready for everything life throws your way?
The Shieldwolf Strongholds Retirement Resources Guide gives you the essential tools, financial tips, and trusted contacts to make your retirement smooth, secure, and stress-free.

What is your company’s purpose and why?
Our purpose is elevation through education, because we use education as a tool for real, measurable changes to how you operate in your personal and professional life.
What are your core values?
At ShieldWolf Strongholds we have 7 core values:
We're Persistent,
We Take Action,
We're Committed to Education,
We're Discreet,
We're Intuitive,
We're Sincere, and
We have a Healthy Lifestyle.
Are the Life Strategists at ShieldWolf Strongholds Attorneys?
No. The Life Strategists at ShieldWolf Strongholds are not Attorneys; but we do have strategic partnerships with practicing attorneys throughout the country.
Are Non-Attorneys able to assist in drafting legal documents such as wills and trusts?
Yes. Non-Attorneys that assist in drafting legal documents such as wills and trusts are known as Scriveners. Scriveners have been around for hundreds of years and are allowed to assist clients in drafting legal documents exactly as requested as long as the Scrivener does not provide legal advice.
Does ShieldWolf Strongholds provide legal advice?
No. ShieldWolf Strongholds and its Life Strategists do not provide legal advice.
Can you save me money on my taxes?
Yes. We can save business owners, and high income executives and employees 25% - 100% on their current, previous, or next year's federal and state income taxes or their money back. GUARANTEED!
Do you offer a money back guarantee?
For all Life Strategist customers, our team will present to you and assist with implementing a legitimate, bonafide, and verifiable strategy to save you at least 25% - 100% toward your current, previous, or next year's taxes or your money back. GUARANTEED!
How long is your money back guarantee good for?
Our money back guarantee is good for up to 12 months. This should give you more than enough time to confirm that we were able to deliver on our promise.
Is my business and personal information safe?
Yes. Your business and personal information is safe, secure, and not sold or shared with other companies.
Is your company generalists or specialists when it comes to business owner needs.
We are generalists with specialties in business succession planning, retirement planning, and tax minimization. Anything that a business owner needs that we don’t specialize in, we have strategic partnerships with the best of that category in the industry.
What services can you offer small business owners?
Business Valuations
Buy/Sell Planning
Key Employee and Executive compensation strategies
Wealth Management and Estate Planning
Succession Consulting
Income Planning
Retirement Planning
Protecting the Family/Income Replacement
Employee Benefits
Business Overhead Coverage
How do I send you sensitive documents?
We use Dropbox for secure document transfer and storage. Use the following link to securely get your documents to us: https://shieldwolfstrong.com/upload
How can I speak to a Life Strategist?
You can schedule a consultation using the following link: https://shieldwolfstrong.com/appointment. Our consultations are done virtually or by phone and are available on Tuesdays, Wednesdays, Thursdays, and Saturdays from 11AM ET - 8:30PM ET. **All appointments are in U.S. Eastern Timezone.
How long are the initial consultations?
Both phone and virtual consultations are 30 minutes.
What are your hours of operation?
Mon - Fri 9AM - 8PM U.S. Eastern Time.
What type of life insurance policies do you offer?
Term Life
Whole Life
Index Universal Life
What’s the minimum that I need to start an Index Universal Life (IUL) policy for retirement income?
The rule of thumb is to take whatever your current age is, then multiply it by 10. That final number is typically the minimum that you need to pay monthly into an IUL.
For Example:
If you’re currently 40 years of age.
40 x 10 = 400
This means the minimum that you need to start and fund the IUL is $400 per month ($4800 annually)
Who is the best company to go with for life insurance?
It depends on your needs and/or the type of insurance product. ShieldWolf Strongholds works with several trusted partners to help find the best solution for your particular situation.
Which life insurance company has the best reputation?
There are three insurance company rating institutions you should check to confirm which life insurance companies have the best reputation: Standard and Poor’s, AM Best, and Moodys.
Shieldwolf Strongholds only works with A-Rated mutual insurance carriers like Pacific Life, Penn Mutual, Nationwide, National Life Group, and Mutual of Omaha to name a few. A-Rated mutual companies are solvent insurance carriers with great reputations. They’re typically known for their long term investment philosophies; not risky short term gain tactics.
How much can you sell a $100,000 life insurance policy for?
A $100,000 life insurance policy can typically be sold for $10,000 to $30,000 (10% to 30% of the death benefit) through a life settlement. The final amount depends heavily on the policyholder's age (usually 65+), health status (shorter life expectancy equals higher payouts), and policy type (permanent is preferred).
How much does a $1,000,000 life insurance policy cost per month?
A $1 million life insurance policy can cost anywhere from under $20 to over $1,000+ monthly, heavily depending on your age, health, gender, policy type (term vs.universal life), and term length; younger, healthier non-smokers get much lower rates, while older individuals or those needing lifelong coverage (whole life) pay significantly more. For example, a healthy 30-year-old might pay $30-$60/month for a 20-year term, while a 50-year-old man could pay $150-$230+, and whole life policies can easily exceed $500-$900/month for younger adults.
What death is not covered by life insurance?
Life insurance typically doesn't cover deaths from suicide within the first couple of years, fraud or misrepresentation on the application, illegal activities, or certain high-risk hobbies, and often excludes death from war, terrorism, or overdose (especially within the contestability period), with specific exclusions depending on the policy, like hazardous activities or military service.
Is it cheaper to go through an insurance broker?
Insurance brokers aren't always cheaper; they can sometimes add fees or commissions, but they often save you money long-term by finding better value, accessing exclusive deals, and matching complex needs (like high-risk profiles) with specialized insurers, potentially offering significant savings that outweigh their costs, especially for complicated coverage. Your final cost depends on comparing their fees and potential savings against going direct, but their expertise can lead to better overall value.
Is Indexed Universal Life insurance too complicated?
IUL can sound complicated because it combines permanent life insurance, cash value, flexible premiums, and interest crediting tied to a market index. The simple version is this: it is life insurance first, with a cash value component that may grow over time based on indexed interest crediting. Universal life policies can allow flexible premiums and loans against cash value, but the policy must be properly funded and monitored to stay in force.
How we help: We explain the moving parts in plain English before you apply, including premiums, policy charges, cash value, death benefit, caps, floors, participation rates, and loan strategy.
I heard IUL is risky because it is tied to the stock market.
IUL is linked to an external index, but your policy cash value is not directly invested in the stock market the way a variable policy is. Indexed universal life policies generally use index-based crediting with limits and guarantees, which is different from directly owning stocks or mutual funds.
How we help: We show the guaranteed values, the non-guaranteed values, and the assumptions behind the illustration so you can see both the opportunity and the limitations.
What if the market goes down?
Many IUL policies include a floor, often 0%, which means a negative index year does not necessarily create a negative interest credit to the indexed account. However, policy charges can still affect cash value, so “no market loss” does not mean “no policy cost.”
How we help: We stress test the design using conservative assumptions and show what may happen if crediting is lower than expected.
I heard policy loans are dangerous.
Policy loans can be useful, but they must be managed carefully. Loans are not free money. If too much is borrowed, if the policy underperforms, or if the policy lapses with an outstanding loan, there can be tax consequences. Washington state’s insurance regulator notes that life insurance policy loans are generally not taxable unless the policy terminates before the loan is repaid.
How we help: We design the policy with loan strategy in mind from the beginning and review it over time so the policy does not become overleveraged.
Is IUL really tax-free retirement income?
That phrase is often overused. A better way to say it is this: properly structured cash value life insurance may allow access to cash value through withdrawals and policy loans, but it must follow tax rules and stay in force. Life insurance contracts must meet federal requirements under Internal Revenue Code Section 7702 to receive life insurance tax treatment.
How we help: We help you understand the difference between tax-deferred growth, withdrawals, loans, modified endowment contract rules, and what can happen if the policy is not maintained.
Why not just buy term and invest the difference?”
For some people, that is the right strategy. Term insurance is often best when the goal is maximum death benefit for the lowest current premium. IUL may be considered when someone wants permanent coverage, cash value accumulation potential, tax advantages, and long-term flexibility in one policy.
How we help: We compare the purpose of each strategy. Term insurance is like renting protection for a season. Permanent insurance is more like building a financial room inside the house you plan to keep.
What if I already have a 401(k), IRA, or brokerage account?
That may be a good thing. IUL does not have to replace those accounts. It can potentially complement them by creating anodther bucket of money with different tax treatment, different access rules, and a death benefit attached.
How we help: We look at your full financial picture. The goal is not to own a policy. The goal is to build a coordinated strategy.
How do I know if IUL is right for me?
IUL may be worth exploring if you want permanent life insurance, have stable income, want long-term cash value potential, and are comfortable funding and reviewing the policy over time. It may not be appropriate if you need short-term liquidity, want guaranteed investment returns, or only need low-cost temporary coverage.
How we help: Then review your goals, timeline, budget, risk tolerance, health qualification, and tax situation before making a recommendation.
What are employee benefits?
Employee benefits are forms of compensation provided in addition to wages or salary. They may include health insurance, life insurance, disability insurance, retirement plans, supplemental coverage, executive benefits, and other programs designed to protect employees and strengthen the business. A strong benefits package helps employees see that their employer is investing in their security, their family, and their future.
What types of employee benefits can a business offer?
Employee benefits can include several categories, such as:
Health insurance
Group life insurance
Disability income protection
Dental and vision coverage
Retirement plans
Supplemental insurance
Executive bonus plans
Key person coverage
Buy-sell agreement funding
Business continuation strategies
The right mix depends on the size of the business, the goals of the owner, the needs of the employees, and the company’s budget.
Why should business owners offer employee benefits?
Employee benefits can help a business attract better candidates, retain key employees, improve morale, and create a more stable workforce. Benefits can also help protect the company by reducing financial stress on employees and creating stronger loyalty between the business and its team.
What is the difference between employee benefits and executive benefits?
Employee benefits are generally designed for a broader group of employees. Executive benefits are usually designed to reward, retain, or protect key leaders and high-value employees. Executive benefit strategies may include bonus arrangements, life insurance strategies, deferred compensation concepts, or other planning tools that help a business keep its most important people connected to the company’s long-term success.
Can employee benefits help with employee retention?
Yes. While benefits cannot replace strong leadership, fair pay, and a healthy culture, they can make employees feel more secure and valued. When employees have access to protection for their health, income, family, and future, they may be less likely to leave for a small increase in pay elsewhere.
How often should a business review its employee benefits?
A business should review its benefits at least once a year, or whenever there is a major change in the company. This may include growth, hiring challenges, leadership changes, cash flow changes, employee turnover, or preparation for a future sale or succession plan. A benefits package that worked three years ago may not fit the business today.
Can employee benefits be customized for different businesses?
Yes. Employee benefits should not be one-size-fits-all. A construction company, professional office, medical practice, restaurant group, and consulting firm may all need different benefit strategies. The best approach is to design benefits around the company’s goals, workforce, budget, and long-term business plan.
How do we get started with employee benefits?
The best starting point is a benefits strategy review. This allows the business owner to identify what they currently offer, what employees may need, where gaps exist, and what options may be worth considering.
At ShieldWolf Strongholds, we help business owners look at employee benefits as part of the larger business plan, including retention, protection, succession, tax mitigation, and long-term stability. Schedule a consultation at https://shieldwolfstrong.com/appointment
Employee benefits are too expensive for our business
Employee benefits do not have to be all-or-nothing. A well-designed benefits strategy can be built in layers, starting with the benefits that deliver the most value for the business and the employees. The goal is not to overspend. The goal is to structure benefits in a way that helps attract, retain, and protect the people who help the business produce revenue.
How we help: We help business owners evaluate options that fit their budget, workforce, and long-term goals.
We are too small to offer employee benefits
Many small businesses assume employee benefits are only for large companies, but that is not always true. Some small employers may be able to offer coverage through SHOP, generally available to employers with 1 to 50 employees, and certain smaller employers may qualify for the Small Business Health Care Tax Credit if they meet the requirements. (HealthCare.gov)
How we help: Let's explore solutions that even a small team can benefit from a smart, simple, and scalable benefits strategy.
Our employees only care about higher pay
Higher pay matters, but compensation is not just a paycheck. Benefits can help employees feel more secure, protected, and valued. For many workers, access to health coverage, life insurance, disability protection, retirement options, or other benefits can make a job more attractive without forcing the employer to compete only on wages.
How we help: Our benefits can help you compete for talent without turning every hiring decision into a bidding war.
We tried benefits before and employees did not use them
Low participation is often a communication problem, not a benefits problem. Employees may not understand what is available, why it matters, or how to use it. A benefits plan should be paired with clear education so employees understand the value being provided.
How we help: We help make the benefits easier to understand, easier to communicate, and easier for employees to appreciate.
Benefits are too complicated to manage
Benefits can become complicated when they are built without a clear strategy. The right approach starts with asking what the business actually needs: retention, recruiting, executive compensation, employee protection, tax efficiency, or owner exit planning support. Once the objective is clear, the benefits can be structured more intentionally.
How we help: We simplify the process by helping you identify which benefits make sense, which ones do not, and how they fit into the larger business plan.
We cannot afford to pay for everyone’s benefits
Not every benefit has to be fully employer-paid. Some benefits can be employer-paid, some can be voluntary, and some can be offered with cost-sharing. The key is designing a benefits package that supports the business without creating unnecessary financial strain.
How we help: Employee benefits can be customized. The business does not have to carry every cost to provide meaningful value.
We do not want to get locked into something we cannot sustain
That is exactly why benefits should be planned strategically. A business owner should not add benefits casually. The plan should be reviewed against the company’s cash flow, employee count, growth expectations, and long-term goals.
How we help: We help business owners build benefits with sustainability in mind, not just what sounds good on paper.
Benefits will not help us retain employees
Benefits alone may not fix a poor workplace culture, but they can strengthen a good one. When employees see that a business is investing in their protection, income security, family security, and future, it can make them think twice before leaving for a small pay increase elsewhere.
How we help: Benefits are not a magic wand, but they can become a powerful retention layer when paired with good leadership and clear communication.
We are not sure which benefits our employees actually want.
That is a common concern. The answer is not to guess. Business owners can evaluate their workforce, budget, industry, and employee demographics to determine which benefits are most likely to matter. The best benefits strategy is one that fits the actual people inside the company.
How we help: We help align the benefits with your workforce instead of offering a generic package that may not be valued.
We are focused on growth right now. Benefits can wait
Growth often makes benefits more important, not less. As the team expands, the business may need stronger systems for recruiting, retention, leadership continuity, and employee protection. Benefits can help stabilize the business while it grows.
How we help: Benefits can be part of the growth strategy, not a distraction from it.
We do not want to deal with compliance issues
Compliance is a valid concern, especially with health plans, retirement plans, and tax-advantaged strategies. That is why business owners should not try to piece together benefits without professional guidance. The structure matters.
How we help: We help coordinate the conversation so your benefits strategy is designed with the proper professionals, carriers, and compliance considerations in mind.
We already offer benefits, so we are probably fine.
Offering benefits is not the same as having a benefits strategy. Many businesses have outdated, underused, overpriced, or poorly communicated benefits. A review can reveal gaps, overlaps, missed opportunities, and areas where the plan no longer matches the company’s goals.
How we help: We can review what you already have and help determine whether your current benefits still support the business you are building.
How do we know if employee benefits are right for our business?
The best place to start is with a benefits review. We look at your business goals, employee structure, budget, retention concerns, and long-term plans. From there, we help determine whether employee benefits, executive benefits, life insurance, disability protection, retirement options, or other strategies may fit your company. Employee benefits are not just an expense. When properly designed, they can become a tool for protection, loyalty, recruitment, and long-term business stability.
What are the 5 D's of succession planning?
The 5 Ds of succession planning are Death, Disability, Divorce, Disagreement, and Distress, representing common life-altering events that can disrupt a business, necessitating proactive planning for continuity, leadership transition, and asset protection to ensure the company's survival and smooth operation despite unexpected challenges.
What is the most common mistake in succession planning?
The most common estate and succession planning mistake is failing to plan at all. It's an easy topic to avoid, after all, who wants to think about death or disability? But failing to plan limits your options and leaves your family without guidance.
Other common mistakes include:
Planning only for succession emergencies.Failing to secure buy-in on your succession plan from senior stakeholders and the board.Neglecting your High-Potential (HiPo) pool.Deploying one-size-fits-all development programs for successors.Not having a set timeline or clear criteria for success.
Where do I start with succession planning?
Key aspects to have in a business succession plan:
Identify priority roles.
Define what is needed for each role.
Find possible succession candidates for each role.
Discuss career aspirations with your candidates.
Set an action plan for developing future candidates.
Estimate when transitions may occur.
How long does it take to create a succession plan?
Every company's timeline is individual. But it often takes 12 months or more to build out a leadership succession plan and depending on business needs it could take more than two or even three years. That's why often, by the time the business owner feels ready, he or she may already have fallen behind.
Do you assist with putting a business succession and emergency plan in place?
Yes we do.
Do you assist with Buy/Sell Agreements and Funding?
Yes. Us and our strategic partners can provide you with buy/sell agreement specimens for your review and assist with effective and economical funding options.
I’m not ready to sell my business, so I don’t need a valuation.
You do not need to be ready to sell to benefit from knowing what your business may be worth. A business valuation can help you understand where you stand today, what drives your company’s value, and what areas may need improvement before a future sale, succession plan, buyout, loan application, or unexpected life event. A valuation is about seeing the scoreboard before the game is over.
My accountant/CPA already knows what my business is worth.
Your accountant/CPA may be extremely knowledgeable, especially for tax planning and financial reporting. However, tax records and business valuation are not always the same conversation. Financial statements often show what happened in the past. A valuation looks at how the business may be viewed in a transaction, succession event, funding conversation, estate plan, or buy-sell agreement. The two should work together, but one does not automatically replace the other.
My business is too small for a valuation.
Small businesses often need valuation insight the most because the owner’s personal income, retirement plan, family wealth, and exit strategy may all be tied to the company.
Even if your business is not ready for a major sale, knowing its estimated value can help with retirement planning, life insurance planning, key person protection, buy-sell planning, business funding, succession planning, and partnership discussions.
I only need a valuation when someone makes me an offer.
Waiting until someone makes an offer can put the owner at a disadvantage. By that point, the buyer may already control the conversation. When you understand your business value before negotiations begin, you are better prepared to evaluate offers, defend your price, identify weak points, and avoid accepting less than the business may be worth.
My business is profitable, so I’m already fine.
Profitability is a strong start, but it is not the whole story. A profitable business can still have risks that reduce value, including poor documentation, inconsistent cash flow, customer concentration, lack of leadership depth, outdated systems, tax inefficiencies, or no written succession plan.
I already know what I need to retire, so I don’t need a valuation.
Knowing what you need to retire is only one side of the equation. You also need to know whether your business can realistically help produce that outcome. If your retirement plan depends on selling the business one day, then the business value becomes one of the most important numbers in your financial life. A valuation helps connect your exit plan to your retirement plan.
My business is my retirement plan.
For many owners, that may be true. But if the business is the retirement plan, then what is the plan for the business? A valuation helps determine whether the company is likely to support your retirement goals, whether the business needs improvement before an exit, and what strategies may help protect the value you have built.
I don’t need a valuation because I plan to pass the business to my children.
Family succession still requires planning. If one child takes over the business and another does not, how will the family divide value fairly? If the business needs to fund retirement income for the current owner, how will that be handled? If estate taxes, debt, insurance, or family disputes come into play, what happens then? A valuation can help turn a family assumption into a real succession strategy.
A valuation is only useful for big companies.
Large companies may use valuations more often, but smaller and mid-sized businesses may have even more at stake. For many owners, the business represents years of labor, a major portion of net worth, and the foundation of family wealth. A valuation helps the owner see whether the business is functioning as an income source, an asset, or both.
My business has no value without me.
That may feel true, but it is also one of the most important reasons to start planning. If the business depends heavily on you, that does not necessarily mean it has no value. It means the value may be limited until systems, leadership, recurring revenue, documentation, and transferability are improved. A valuation can help identify where the business is too owner-dependent and what can be done to strengthen it.
I’ll deal with valuation later.
Later is not a strategy. Later usually arrives when something forces the conversation: illness, burnout, divorce, death, partner conflict, a surprise offer, a lending need, or a sudden market change.
The best time to understand your business value is before pressure enters the room.
Aren't estate plans only for ultra rich people?
No, estate plans are not just for the wealthy. They are crucial for anyone with assets (home, savings, car), minor children, or specific wishes for end-of-life care, as they prevent court-mandated asset distribution, minimize probate fees, and appoint guardians. Without a plan, the state determines who receives your property, which can create significant legal hurdles and conflict for families.
How much is an estate plan?
We offer multiple packages tailored to fit you. Use the following link to schedule a free consultation to discuss which option will fit your needs best: ShieldWolfStrong.com/appointment.
What documents are needed to assist in funding my trust?
Property Deed or any Document with the Legal Description of Property.
Secured Realty Notes (such as Contract for Deed)
Promissory Notes due to you
Accounts at the bank (checking, savings, money markets, CDs, upload only the cover page)
Registered Securities (mutual funds, managed accounts. Upload the entire statement with all pages)
Stocks/Bonds on a public exchange (typically paper bonds with a name on them)
Annuities with death benefits
Life Insurance
IRA (traditional &/or Roth)
Retirement plans (401k, 403B, Deferred Comp, TSP)
Motor Vehicles (only if paid for)
Business EIN Document(s) *
Business Articles of Organization areDocument(s) *
Business Operating Agreement(s) *
Business Partnership Agreement(s) *
Business Shareholder Agreement(s) *
*If you are a business owner