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Jessica Porter: How Failing Faster Leads to Success

Jessica Porter: How Failing Faster Leads to Success

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What happens when life throws multiple pivots at you simultaneously? Jessica Porter found herself facing this exact scenario when she moved from Texas to Portland, transitioned from the automotive industry to financial services, and became a stepmother to an eight-year-old. All at the same time.

Jessica's journey begins with the challenges of relocating to rainy Portland in January, knowing virtually no one except her partner who worked long hours. At 27, she discovered the difficulty of making adult friendships, pushing herself as an introvert to join Meetup groups and networking events. "Making friends as an adult is a lot harder than you think," she shares, describing her evolution from networking novice to confident professional through persistence and authenticity.

Eleven years later, Jessica has transformed these simultaneous pivots into a life she "could never have seen" for herself - a thriving career as a partner and co-founder of the 401k Girls, a strong marriage, and a meaningful relationship with her now 19-year-old stepdaughter. Her story reminds us that sometimes the most rewarding paths forward come when we say yes to multiple changes at once.

Guest Bio:

As one of three children of a plumber and a homemaker, Jessica grew up never knowing what a financial advisor was. Once immersing herself in the industry and learning the incredible ways advisors can help people, she focused her practice on providing the education and planning that helps her clients gain a handle on their finances and not only avoid making mistakes that so many do, but strategically plan for their futures.

In 2025, Jessica and a colleague founded The 401(k) Girls with the goal to make financial education approachable, relatable, and actually fun. Whether you’re a young professional just getting started or a seasoned exec gearing up for retirement, they can help you avoid common pitfalls, plan strategically, and take control of your financial future.

Connect with Jessica:

LinkedIn

Connect with Theresa and Ivana:

Theresa, True Strategy Consultants: tsc-consultants.com
LinkedIn @treeconti, Insta @tscconsultants

Ivana, Courageous Being: courageousbeing.com
LinkedIn @ivipol, Insta @courbeing

SITP team, Step Into The Pivot: stepintothepivot.com
LinkedIn @step-into-the-pivot, YouTube @StepIntoThePivot


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