In this motivational episode of The Wisdom, Lifestyle, Money Show, host Scott Dillingham shares his personal journey from unfulfilling banking roles to founding LendCity Mortgages, revealing how mindset, visualization, and determination can help anyone achieve dreams. Starting with his "golden handcuffs" at a bank (top mortgage rep but unhappy with policies like face-to-face mandates amid tech availability), Scott hit #2 nationally but felt depressed post-goal—realizing he loved helping clients, not the structure. Taking a 6-month reflection "break" (exercising to release endorphins/reduce stress, analyzing likes/dislikes), he visualized success (e.g., a Google-like office in Windsor) per Think and Grow Rich principles—manifesting LendCity's growth, fun team, and community impact.
He advises indefinite milestones over single goals to sustain energy, emphasizing "lusting" over visions until they feel real. Amid 2025's recovery (BoC cuts to 2.25% aiding entrepreneurship per forecasts, CMHC notes suburban demand boosting affordability), Scott motivates listeners to take 1-2 month breaks for clarity, exercise for mental health, and act decisively—drawing from his rapid building purchase post-decision. This timeless strategy applies to careers, fitness, or finances, inspiring 2025's post-COVID pivots (e.g., remote work fatigue per studies) with actionable steps for happiness and success. Perfect for Canadians seeking mindset shifts in 2025's easing economy, fostering unlimited growth through visualization and resilience.
Host Bio
Scott Dillingham is the founder and CEO of LendCity Mortgages, a premier online mortgage brokerage specializing in financing for real estate investors across Canada and the USA. As host of The Wisdom, Lifestyle, Money Show, Scott draws from his own journey—from sales excellence at Future Shop to building a multi-property investment portfolio—to educate listeners on mortgages, investing, and personal growth. Based in Windsor, Ontario, he has achieved top national rankings in mortgage sales and now leads a team helping Canadians secure creative financing solutions. Connect with Scott on Facebook at facebook.com/scott.dillingham or visit lendcity.ca for mortgage advice and resources.
Scott Dillingham is the founder and CEO of LendCity Mortgages, a premier online mortgage brokerage specializing in financing for real estate investors across Canada and the USA. As host of The Wisdom, Lifestyle, Money Show, Scott draws from his own journey—from sales excellence at Future Shop to building a multi-property investment portfolio—to educate listeners on mortgages, investing, and personal growth. Based in Windsor, Ontario, he has achieved top national rankings in mortgage sales and now leads a team helping Canadians secure creative financing solutions. Connect with Scott on Facebook at facebook.com/scott.dillingham or visit lendcity.ca for mortgage advice and resources.
Key Takeaways
- Set indefinite milestones over single goals to sustain energy—Scott's #1 ranking led to unhappiness without ongoing targets.
- Take 1-2 month breaks for clarity: Analyze dislikes/likes from past roles to guide pivots, as Scott did post-bank depression.
- Exercise for mental health: Releases endorphins to combat stress/cortisol, aiding Scott's transformation and weight loss.
- Visualize vividly: "Lust" over dreams (e.g., ideal office) per Think and Grow Rich—manifested Scott's Google-like LendCity space.
- Act decisively: Post-vision, Scott bought a building in one week—embrace risks in 2025's easing economy (BoC cuts to 2.25%).
- Happiness over money: Scott quit high-paying role for fulfillment—priorities shift post-goals.
- 2025 motivation: Post-COVID recovery (suburban demand per CMHC) favors mindset shifts for business/life pivots.
- Universal: Conversations reveal paths—apply to finances/careers amid 2025's affordability boosts.
- (00:00) - Introduction
- (01:01) - Desire to Be Your Own Boss
- (05:20) - The Importance of Setting Multiple Goals
- (08:13) - Taking Time Off to Reflect and Visualize
- (13:56) - Starting Your Own Mortgage Company
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