Why Frank Sinatra Was Wrong About 'My Way' (And Your Money)
There comes a time in everyone's life and business when they need to consider, 'Can they safely DIY or should they seek and take advice?' You see this in remnants of the self-made-man ideology where people are supposed to be inspired by the 'feigned rugged individualism'. So the ledgend goes, such folks in life and business never seemed to need anybody's support, guidance, encouragement and counsel; and ultimately triumph - as sung by the now seemingly immortal words of singer Frank Sinatra, 'I did it my way.' *
(Sinatra's version of "My Way" spent 75 weeks in the UK Top 40) * While this work became Frank Sinatra's signature song, his daughter Tina, in an interview with the BBC in October 2000, shared, "He always thought that song was self-serving and self-indulgent."
Perhaps the reason this anthem is commonly played at funerals, is not to explain how the dearly departed lived, but how we all wish we would live.
And then everyone goes back to their allocated work cubicle.
Read in this article
- Navigating Modern Financial Advice: Artificial Intelligence v Human Intelligence (or something in between)
- Beyond the Bot: Why Your Best Financial Asset is a Human Advisor
- Your Cognitive Biases Are Costing You Money. AI Can't Help
- Small Business Risks Overlap Family Risks. AI Can't Help
- Good Advice Understands your Context
- The Value of a Human Advisor
- Frequently Asked Questions: AI vs. Human Professional Advice
- What does it mean when people say AI can 'hallucinate' in a financial context?
- If AI can process more data, why isn't it better for financial planning?
- How does a human advisor help with 'Cognitive Biases'?
- What is the proper role of AI in 2026 financial planning?
- Ultimately, what is the 'Human-in-the-Loop' advantage?
Navigating Modern Financial Advice: Artificial Intelligence v Human Intelligence (or something in between)
In an age where Artificial Intelligence offers instant answers, the temptation to manage your finances and sort out your families life insurances with a 'do-it-yourself' (DIY) mindset is stronger than ever. But is the fastest tool always the wisest choice? Let's take a quick look at the-human-in-the loop 'You' and how that is a level of complexity, outside the scope of an AI bot.
Beyond the Bot: Why Your Best Financial Asset is a Human Advisor
It all comes down to how humans understand human behaviour.
AI is like a new student hire, while looking to please you and look smart, they can also get stuck down a rabbit hole of new ideas, seemingly conflicting loyalties and struggle to make them relevant to your business needs. Be careful with AI Advice when you need to get something right first time.
Simply put, AI can hallucinate - or perhaps more importantly, it can provide advice out of context, that doesn't take into consideration your current position, both financially, experientially and emotionally. It also doesn't ask you questions about business structures, partners, suppliers and risks in the market that you're facing.
Your Cognitive Biases Are Costing You Money. AI Can't Help
- Successful investors know they are always at risk of cognitive biases - and use an advisor to help them keep that front of mind.
[Editor's note: If you're an investor and this is the first time you have heard the phrase, 'cognitive biases,' perhaps stop what you're doing and learn about that first.]
Cognitive biases are the mental shortcuts our brains use to make sense of a complex world. They cause us to look for information that 'confirms' our existing beliefs (confirmation bias), follow the herd (herd mentality), or be overly confident in our own abilities. See them like your very one information bubble - a fundamental part of being human, but potentially disastrous for your financial health.
Small Business Risks Overlap Family Risks. AI Can't Help
A small business is more human than robotic and algorithmic. This means small business is usually about its about Love, free time, emotion, creativity, passion and drive - and rarely if ever - just about the financial bottom line.
Small business owners first go into business for a multitude of deeply human reasons; from providing more resources for their family, to being more timer flexible and able to attend dance recitals, school sports carnivals and care for additional needs people and aging parents, in their life.
AI doesn't understand your finances, family, experience, or emotions.
- Small Business owners often prefer to speak with Financial Advisors who are also small business owners, about identifying and managing their own business-and-family-overlapping-risks, and the insights that a specialist small business advisor brings to a small business family.
Good Advice Understands your Context
More importantly, AI provides advice that is fundamentally out of context.
- It lacks your personal context. An AI doesn't know your current financial position, your emotional state after a tough year, or the lessons you learned from past business experiences. It can't factor in the human elements that drive every major decision.
- It doesn’t ask the right questions. AI won't ask about your business structure, your relationship with your partners, the reliability of your suppliers, or the specific risks you're facing in your market. It gives answers based on the data it has, not the crucial information it's missing.
- It doesn't understand your family. Small business owners know better than anyone that business risks and family risks are deeply intertwined. An AI cannot navigate the delicate, emotionally charged, and financially complex overlap between your company's balance sheet and your family's well-being.
The Value of a Human Advisor
In the age of instant answers, the most valuable financial tool isn’t an algorithm—it’s a human advisor who can see your full picture.
This is where the human factor becomes irreplaceable. A good advisor doesn't just give you information; they provide wisdom, context, and objectivity.
- Advisors Manage for Context. A human advisor’s first job is to ask the questions AI can't. They build a deep understanding of your finances, your business, your family, and your goals. The strategy they develop with you is bespoke, not generated.
- Advisors Serve as an Objective Mirror. An advisor's role is to help you see past your own cognitive biases. They are the objective voice that asks, "Are we making this decision based on the data, or are we letting fear/greed/overconfidence take over?" They keep you accountable to your own long-term strategy.
- Advisor Bring Specialist (often personal) Insights. Small business owners usually prefer to speak with peers to manage their unique challenges. A specialist small business advisor elevates those conversations, and can bring professional expertise to the exact moments where business and family risks overlap, protecting both what you've built and who you've built it for. At Sapience we believe you need to protect yourself and your family, from your business.
We believe, true strength isn't found in rugged individualism, but in the wisdom to build a team of trusted expert advisors around you and what you do. In a world saturated with generic data, a human advisor who understands you and your family, is the ultimate competitive advantage.
Frequently Asked Questions: AI vs. Human Professional Advice
What does it mean when people say AI can 'hallucinate' in a financial context?
An AI's primary goal is to provide a plausible and helpful answer. A hallucination occurs when the AI confidently fabricates facts, legal definitions, or tax data to satisfy a prompt. Unlike a human advisor who is legally and ethically bound by Best Interest Duties, a bot has no real-world accountability. Acting on a convincing "hallucination" regarding your life savings or business structure can be catastrophic.
If AI can process more data, why isn't it better for financial planning?
Processing data is not the same as applying wisdom. AI can crunch numbers, but it cannot "read a room." It doesn't understand the unspoken fears or the complex family dynamics that drive a business owner's decisions. A human advisor translates that data into a strategy that fits your unique emotional and financial context. Information is a commodity; wisdom is a Sovereign asset.
How does a human advisor help with 'Cognitive Biases'?
Cognitive biases are irrational emotional responses—like panic-selling or over-investing in a "hot" tip. An AI reinforces these because it often functions within your existing information bubble. A Human Advisor acts as an objective mirror, asking the tough questions: "Are we doing this because it’s a sound strategy, or because greed/fear is in the driver's seat?"
What is the proper role of AI in 2026 financial planning?
AI is a brilliant junior analyst. Its proper role is to automate mundane tasks and accelerate data research, allowing the Human Advisor more time to focus on the things that matter: relationship, deep strategy, and empathetic implementation. AI provides the "what," but a human provides the "why" and the "what's next for your family."
Ultimately, what is the 'Human-in-the-Loop' advantage?
The advantage is Accountability. A machine has no stake in your success. A professional advisor builds their reputation on your outcomes. They have a fiduciary and ethical duty to act in your best interest. When you're facing a tough decision and need someone to look you in the eye and stand behind the advice, that's a fundamentally human interaction that an algorithm cannot replicate.
Disclaimer: While AI technology in 2026 is advanced, it does not replace the professional fiduciary duty of a human advisor. For a strategic "Black and White" review of your business and family protection, we recommend a confidential consultation.
Call us today on 1300 137 403 or email us here for a no-obligation private chat about your situation.
Drew Browne is a specialty Financial Risk Advisor working with Small Business Owners & their Families, Dual Income Professional Couples, and diverse families. He's an award-winning writer, speaker, financial adviser and business strategy mentor. His business Sapience Financial Group is committed to using business solutions for good in the community. In 2015 he was certified as a B Corp., and in 2017 was recognised in the inaugural Australian National Businesses of Tomorrow Awards. Today he advises Small Business Owners and their families, on how to protect themselves, from their businesses. He writes for successful Small Business Owners and Industry publications. You can read his Modern Small Business Leadership Blog here. You can connect with him on LinkedIn. Any information provided is general advice only and we have not considered your personal circumstances. Before making any decision on the basis of this advice you should consider if the advice is appropriate for you based on your particular circumstance.


