What If You Could Get Paid To Run Your Own Family's Finances
Thu Feb 05 2026
In this episode, we discuss Chris's career transition from custom construction to financial services, the business opportunity in financial literacy education, and how families can build generational wealth through proper licensing and planning.
Key Topics Discussed Chris's Career Journey 20+ years as a custom builder and general contractor in Toronto Notable projects: National Ballet, Casa Loma, Ontario Art Gallery, Casino Rama, luxury homes in Bridal Path and Forest Hill Challenges of relocating construction business from Ontario to BC The decision to transition careers at 45 years old The Career Transition Moving from construction to financial services Getting licensed through Insurance Council of British Columbia Completing provincial-level exams at Okanagan College The intimidation and pressure of returning to formal education in mid-40s The Business Opportunity Three pathways: personal finance management, one-on-one client consulting, or building a team/agency Teaching financial literacy to Canadian families Flexibility to work from home and control your own schedule Ability to pass business to family members (spouse, children) - keeping it as generational wealth Why This Matters Now Rising cost of living outpacing wage increases Mortgage rates doubling for many families Need for additional income streams Opportunity to learn financial literacy while earning The Licensing Process Provincial-level certification through Insurance Council of British Columbia Post-secondary education requirement (Okanagan College) Not a weekend course - legitimate professional designation Minimum 70% passing grade required Family Legacy Component Licensed business can transfer to spouse and children Keeps client relationships within the family unit Different from traditional firms where clients "roll up" to the company Creates true generational wealth opportunity Work-Life Balance Benefits No commuting (Chris previously spent ~1 day/week in vehicle) Flexible schedule for family events and activities Ability to work while traveling Geographic freedom - clients across Canada via virtual meetings Success Stories Rebecca Matthews: Went from multiple six figures in debt to running one of the fastest-growing agencies, earning $250K/year Team members earning from $500-2000/month part-time to $250K+ full-time Couples working together successfully in the business
Let's dive in!
Thank you for joi
ning us today. If you could rate, review & subscribe, it would mean the world to me! While you're at it, take a screenshot and tag me @jennpike to share on Instagram – I'll re-share that baby out to the community & once a month I'll be doing a draw from those re-shares and send the winner something special!
Click here to listen:
Apple Podcasts – CLICK HERE
Spotify – CLICK HERE
Free Resources:
Free Perimenopause Support Guide | jennpike.com/perimenopausesupport
Free Blood Work Guide | jennpike.com/bloodworkguide
The Simplicity Sessions Podcast | jennpike.com/podcast
Get 20% on thewalkingpad.com using code "JENNPIKE20"
Get discounts at happybumco.com using code "JENNPIKE"
*code doesn't apply with Black Friday sale*
Programs:
Ignite: Your 8-Week Body Transformation Program | https://jennpike.com/ignite
The Peri & Menopause Project - Join the Waitlist | jennpike.com/theperimenopauseproject
Synced Virtual Fitness Studio | jennpike.com/synced
Services: Work With Jenn | https://jennpike.com/work-with-jenn/
Functional Testing | jennpike.com/testing-packages
Business Mentorship | The Audacious Woman Mentorship: jennpike.com/theaudaciouswoman
Connect with Jenn:
Instagram | @jennpike
Facebook | @thesimplicityproject
YouTube | Simplicity TV
Website | The Simplicity Project Inc.
Connect with Chris:
Instagram | @chrisborsellino
Finance Discovery Session | Book Here
Have a question? Send it over to hello@jennpike.com and I'll do my best to share helpful insights, thoughts and advice.
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In this episode, we discuss Chris's career transition from custom construction to financial services, the business opportunity in financial literacy education, and how families can build generational wealth through proper licensing and planning. Key Topics Discussed Chris's Career Journey 20+ years as a custom builder and general contractor in Toronto Notable projects: National Ballet, Casa Loma, Ontario Art Gallery, Casino Rama, luxury homes in Bridal Path and Forest Hill Challenges of relocating construction business from Ontario to BC The decision to transition careers at 45 years old The Career Transition Moving from construction to financial services Getting licensed through Insurance Council of British Columbia Completing provincial-level exams at Okanagan College The intimidation and pressure of returning to formal education in mid-40s The Business Opportunity Three pathways: personal finance management, one-on-one client consulting, or building a team/agency Teaching financial literacy to Canadian families Flexibility to work from home and control your own schedule Ability to pass business to family members (spouse, children) - keeping it as generational wealth Why This Matters Now Rising cost of living outpacing wage increases Mortgage rates doubling for many families Need for additional income streams Opportunity to learn financial literacy while earning The Licensing Process Provincial-level certification through Insurance Council of British Columbia Post-secondary education requirement (Okanagan College) Not a weekend course - legitimate professional designation Minimum 70% passing grade required Family Legacy Component Licensed business can transfer to spouse and children Keeps client relationships within the family unit Different from traditional firms where clients "roll up" to the company Creates true generational wealth opportunity Work-Life Balance Benefits No commuting (Chris previously spent ~1 day/week in vehicle) Flexible schedule for family events and activities Ability to work while traveling Geographic freedom - clients across Canada via virtual meetings Success Stories Rebecca Matthews: Went from multiple six figures in debt to running one of the fastest-growing agencies, earning $250K/year Team members earning from $500-2000/month part-time to $250K+ full-time Couples working together successfully in the business Let's dive in! Thank you for joi ning us today. If you could rate, review & subscribe, it would mean the world to me! While you're at it, take a screenshot and tag me @jennpike to share on Instagram – I'll re-share that baby out to the community & once a month I'll be doing a draw from those re-shares and send the winner something special! Click here to listen: Apple Podcasts – CLICK HERE Spotify – CLICK HERE Free Resources: Free Perimenopause Support Guide | jennpike.com/perimenopausesupport Free Blood Work Guide | jennpike.com/bloodworkguide The Simplicity Sessions Podcast | jennpike.com/podcast Get 20% on thewalkingpad.com using code "JENNPIKE20" Get discounts at happybumco.com using code "JENNPIKE" *code doesn't apply with Black Friday sale* Programs: Ignite: Your 8-Week Body Transformation Program | https://jennpike.com/ignite The Peri & Menopause Project - Join the Waitlist | jennpike.com/theperimenopauseproject Synced Virtual Fitness Studio | jennpike.com/synced Services: Work With Jenn | https://jennpike.com/work-with-jenn/ Functional Testing | jennpike.com/testing-packages Business Mentorship | The Audacious Woman Mentorship: jennpike.com/theaudaciouswoman Connect with Jenn: Instagram | @jennpike Facebook | @thesimplicityproject YouTube | Simplicity TV Website | The Simplicity Project Inc. Connect with Chris: Instagram | @chrisborsellino Finance Discovery Session | Book Here Have a question? Send it over to hello@jennpike.com and I'll do my best to share helpful insights, thoughts and advice.