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Where Does Your Financial
Picture Actually Stand?

Six questions per area. Four honest answer choices each. No right or wrong — just where you are today. Your results download as a branded PDF you can keep or share with an advisor.

Takes about 5 minutes
36 questions across 6 areas
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Pick the answer that honestly describes where you are right now — not where you plan to be, not your best case. The more honest you are, the more useful this becomes. There's no score to chase. Your results show you exactly where the gaps are.

Part 1 of 6
Cash Flow & Business Income
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Question 1
How clearly do you understand what you take out of the business each year — and whether that number is actually right for your situation?
Very clear — I've reviewed it with an advisor recently
I have a sense, but I haven't formally analyzed it
Not clear — I take what's left after expenses
I've never really analyzed this
Question 2
How would you describe your personal monthly cash flow picture?
Clear — I know exactly what comes in, goes out, and stays
Roughly — I have a general sense but don't track it closely
Unclear — money comes and goes and I manage it
I haven't looked at this closely
Question 3
Do you have a business emergency fund — separate from personal savings — to cover operating expenses if things slow down?
Yes — 3–6 months of operating expenses set aside
Some — less than 3 months, or it's mixed with personal funds
No — I use the same pool for both
I haven't thought about this
Question 4
When did you last review your compensation structure — salary versus distributions — with a tax or financial advisor?
Within the last 12 months
1–3 years ago
More than 3 years ago
Never — it's whatever we set it up as originally
Question 5
How much high-interest personal or business debt are you carrying right now?
None — I've eliminated it or it's not an issue
Some, but manageable and being paid down
More than I'd like — it's eating into what I should be building
I haven't analyzed the total picture
Question 6
If the business had a difficult year, how would your personal lifestyle hold up?
Fine — I have savings and income outside the business
Okay for a while — I'd have to make adjustments
Difficult — the business is my primary income source
I've never thought about a scenario like that
Part 2 of 6
Investments & Wealth Building
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Question 1
How much of your total wealth is held outside of the business itself?
Significant — I've built meaningful personal investments
Some — the business is my primary asset but not my only one
Very little — the business is essentially my entire plan
I'm not sure — I've never mapped it out
Question 2
How well do you understand the returns you're getting on your investments?
Very well — I review them with an advisor regularly
Somewhat — I see statements but don't analyze them deeply
Not well — I haven't really tracked performance
I don't know what I'm getting
Question 3
When did you last update your investment allocation to match your current goals and timeline?
Within the last 12 months
1–3 years ago
More than 3 years ago / It's set to whatever it started as
I'm not sure it's ever been updated
Question 4
Are you maximizing a tax-advantaged retirement account each year?
Yes — SEP-IRA, Solo 401(k), or company plan, fully funded
Partially — I contribute but not the maximum
No — I don't have one set up or don't contribute regularly
I'm not sure what I'm eligible for
Question 5
Who last reviewed your investment accounts — and when?
A fee-only fiduciary, within the last 12 months
A broker or advisor, but more than a year ago
I manage them myself
They've never been formally reviewed
Question 6
How well are your investments coordinated with your overall tax situation?
Very well — my advisor and CPA work together around my plan
Somewhat — I try to connect the dots but it's not formal
Not at all — they're handled separately by different people
I don't have both — I'm missing one side of this
Part 3 of 6
Tax Strategy
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Question 1
How would you describe your current tax approach?
Proactive — someone plans ahead and brings me strategies
Reactive — my CPA files accurately but we don't plan ahead
Minimal — I file myself or use a basic service
I'm not sure how proactive my current advisor actually is
Question 2
When did you last review your business entity structure for tax efficiency?
Within the last 2 years — we confirmed it's still right
2–4 years ago
Never — I've kept the structure I started with
I don't know if my structure is tax-optimal
Question 3
Have you explored whether a qualified retirement plan or other structure could reduce your taxable income?
Yes — we've modeled it and made a deliberate decision
We've discussed it but haven't acted on it
No — I haven't explored this
I'm not aware of what options are available to me
Question 4
Do you have a strategy for minimizing taxes when you eventually sell or exit the business?
Yes — it's part of our current plan
I know it's important but haven't formally addressed it
No — I haven't thought that far ahead
I don't know where to start with this
Question 5
Are you using proactive strategies in your personal accounts — Roth conversions, tax-loss harvesting, or similar?
Yes — we do this regularly as part of our plan
Occasionally — when we think of it or it comes up
No — I'm not doing any of this
I'm not sure if these apply to my situation
Question 6
How well does your CPA and your financial advisor coordinate with each other?
They communicate regularly and work around my plan together
Rarely — they're mostly in silos
They've never spoken to each other
I don't have both — I'm missing one of them
Part 4 of 6
Business Exit & Succession
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Question 1
Do you know what your business is worth today?
Yes — based on a formal valuation in the last 24 months
I have a rough estimate but no formal valuation
No — I've never had it formally valued
I'm not sure how to think about what it's worth
Question 2
Do you have a written plan for what happens to the business if you can't work?
Yes — sale, transfer, or shutdown is documented
Informally — I have an idea but nothing written
No — I haven't addressed this
I've avoided thinking about this scenario
Question 3
If you wanted to exit the business in the next 5 years, how clear is your path?
Very clear — I know the process and what I'd net after taxes
Somewhat — I have a general sense but haven't mapped it out
Not clear — I haven't thought through the mechanics
Exit feels a long way off — I haven't gone there yet
Question 4
How long could your business run without you before things would start to break down?
90+ days — it has processes and people in place
30–60 days before things would start to struggle
A couple of weeks at most
I'm not sure — I've never had to find out
Question 5
Have you addressed buy-sell agreements with any business partners?
Yes — funded, current, and reviewed recently
In place but not reviewed in several years
No — we've talked about it but never done it
N/A — I don't have business partners
Question 6
How intentionally are you building the transferable value of your business — separate from your personal involvement?
Very — we track it and make decisions with this in mind
Somewhat — growth is happening but not by a specific plan
Not intentionally — value is whatever results from showing up
I haven't thought about it this way before
Part 5 of 6
Protection
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Question 1
How does your life insurance coverage compare to what your family would actually need if you died tomorrow?
I'm confident it's sufficient — reviewed in the last 2 years
I have coverage but haven't confirmed if it's enough
I know I'm probably underinsured
I'm not sure what I have or if it's adequate
Question 2
Do you have disability insurance that protects your personal income if you can't work?
Yes — a real individual policy, not just workers' comp
Some coverage, but I'm not sure it's adequate
No — I don't have personal disability coverage
I'm not sure what I have
Question 3
Does your business have key-person insurance on you or anyone whose loss would financially damage the firm?
Yes — on me and any other key people
On me only
No — we don't have this in place
I'm not familiar with what this is
Question 4
How well is your personal liability exposure structured and protected?
Well — assets are protected through proper entity and titling
Somewhat — I have some protection but it's never been formally reviewed
Not well — I'm not sure what's exposed
I haven't thought about this
Question 5
When did you last have your insurance policies reviewed by someone who isn't selling you something?
Within the last 2 years, by a fee-only advisor
More than 2 years ago
Only reviewed by the person who sold them to me
Never independently reviewed
Question 6
Does your family know where everything is and what to do if something happens to you?
Yes — fully documented and communicated
Partially — they know some things but not everything
No — I haven't organized or communicated this
I've been meaning to get to this
Part 6 of 6
Legacy & Estate Planning
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Question 1
How current is your will?
Signed within the last 5 years or updated after a major life change
Exists but hasn't been reviewed in more than 5 years
I have one but I'm not sure it's still valid or current
I don't have one
Question 2
Do you have durable powers of attorney in place — both financial and healthcare?
Yes — both, current and accessible
One but not both
No — I haven't done this
I'm not sure what I have
Question 3
Do you know how your assets are titled and how they'll transfer at your death?
Yes — reviewed with an attorney and it matches what I want
I think it's fine but haven't formally confirmed
I'm not sure how things are titled
I've never thought about this
Question 4
If you have children, how have you thought about how wealth transfers to them?
Thoughtfully — with a structure designed to help, not harm them
I have intentions but nothing formally structured
Not yet — it's on my list but I haven't gotten there
N/A — I don't have children
Question 5
How clear is your picture of what the next chapter of your life looks like — and does your financial plan actually support it?
Very clear — and the plan is built around that vision
I have a vision but the financial plan doesn't fully reflect it
Unclear — I haven't thought much past the business
I'm focused on today — I haven't gone there yet
Question 6
Do the people you trust most know your wishes and have what they need to act on them?
Yes — fully communicated and documented
They know some things but not the full picture
No — I haven't communicated or organized this
I've been meaning to but haven't gotten there
Your Results

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Business Owner Financial Assessment · Incline Wealth Advisors
Where Does Your Financial
Picture Actually Stand?
A coordinated review of your cash flow, investments, taxes, exit strategy, protection, and legacy — based on your answers across all six areas.
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This assessment is for educational purposes and does not constitute financial, legal, or tax advice. Results reflect your self-reported answers only. Schedule a consultation with a qualified advisor for a full review of your financial picture.
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