In this episode of Investor Journeys, Iynka sits down with Connor Jackson, a commercial and mortgage broker at Origin Finance. Connor shares his transition from corporate banking at Macquarie Bank to building his own property portfolio and founding an independent brokerage.
1. The Transition from High-Risk Assets to Real Estate
• Moving Beyond Crypto & Shares: Connor reflects on starting his wealth-building journey 7–8 years ago in cryptocurrency, quickly realizing it was heavy speculation rather than true investing. He shifted focus to ETFs before turning to property.
• The Power of Leverage & Tangible Yield: The primary catalyst for Connor’s shift to real estate was the unique financial leverage property offers alongside consistent, tangible rental returns.
2. Strategic First Property Acquisition: Newcastle Case Study
• Location & Asset Selection: Connor purchased his initial investment property in Waratah, West Newcastle, close to Newcastle University.
• The Granny Flat Yield Strategy: To maximize cash flow and minimize holding expenses, Connor targeted a property with a granny flat. This added income stream helps offset monthly mortgage commitments.
• Navigating Due Diligence & Approvals: Connor warns investors about the abundance of unauthorized granny flats in regional markets. He details the intense due diligence required, diving deep into town planning, council approvals, CDCs, and DAs.
• Single vs. Dual Tenancy Management: Rather than splitting the property into two separate leases which would require costly electrical and water re-metering and create maintenance disputes over shared spaces Connor opted for a single lease agreement to preserve flexibility for intergenerational living.
3. Residential vs. Commercial Property Investing
• Evaluating Commercial Property Risks: Despite long lease terms, commercial properties carry higher vacancy risks and longer selling timeframes compared to residential real estate.
• Portfolio Staging Strategy: Connor and Iynka discuss why first-time investors should establish a strong foundation of 2 to 4 residential properties to build equity and secure cash flow before pivoting into commercial assets.
• Residential Deposit & Borrowing Advantages: Residential properties provide greater leverage opportunities with standard 10% to 20% deposits and lower vacancy exposure.
4. Small Business & Self-Employed Lending Solutions
• Traditional Banking Constraints: Self-employed borrowers often face strict servicing requirements under APRA regulations, requiring full financial statements and two years of income history.
• Utilizing BAS & Alt-Doc Lending: For newer business owners or those experiencing rapid growth, non-bank lenders offer Business Activity Statement lending, assessing recent 12-month cash flows to boost borrowing capacity.
• Commercial Debt & SMSF Structuring: Connor explains goodwill lending for service businesses and highlights how Self-Managed Super Funds are frequently utilized by business owners to acquire commercial premises via buy-and-leaseback arrangements.
5. Long-Term Property Outlook & Portfolio Expansion
• Time in the Market Over Timing the Market: Emphasizing a long-term hold strategy, Connor plans to retain his Newcastle asset for potential medium-term development.
• Future Acquisition Goals: Connor targets his next residential purchase within 24–36 months around the $1M price point, adhering to the core principle that timing the market is secondary to staying invested over time.
🎧 Stream the full episode now to hear Connor Jackson’s complete breakdown of leveraging debt, navigating council approvals, and structuring finance for long-term wealth.
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