Side Hustle to Full-Time: How to Know When to Quit Your Job

https://is1-ssl.mzstatic.com/image/thumb/Podcasts211/v4/82/31/a7/8231a789-073f-e321-4c9a-00050ce50ae8/mza_8091410785062182288.jpg/600x600bb.jpg

Careers Unchecked with Talent Career Coaching

Talent Career Coaching

31 episodes

4 days ago

Welcome to Careers Unchecked, the podcast that breaks free from conventional career advice to help you create a professional path that truly resonates with who you are. Hosted by Brandi Oldham—career coach, interior designer, and iced coffee enthusiast—this show offers honest conversations about navigating career transitions, maintaining balance, and building a fulfilling professional life that energizes rather than depletes you. Learn more about Brandi and our coaches: www.talentcareercoaching.com

Careers

Business

RSS

All content for Careers Unchecked with Talent Career Coaching is the property of Talent Career Coaching and is served directly from their servers with no modification, redirects, or rehosting. The podcast is not affiliated with or endorsed by Podjoint in any way.

Careers

Business

https://d3t3ozftmdmh3i.cloudfront.net/staging/podcast_uploaded_nologo/43374679/43374679-1743447864565-da52a6f15351a.jpg

Side Hustle to Full-Time: How to Know When to Quit Your Job

Careers Unchecked with Talent Career Coaching

8 minutes 47 seconds

3 weeks ago

Side Hustle to Full-Time: How to Know When to Quit Your Job

Side Hustle to Full-Time Business: When Should You Actually Make the Leap?Living a double life between your day job and side hustle? You're answering work emails while your brain is stuck on that client invoice. You're in meetings thinking about your business. When that thing you started for extra cash starts feeling like a real job—that's when the questions start: Is this more than a side hustle? When do I make the leap?In this episode of Careers Unchecked, Portland career coach Brandi Oldham breaks down exactly how to know if your side hustle is ready to become your full-time business—and when YOU'RE ready to make that transition without burning out or going broke.What You'll Learn:✅ The reality check: Is your side hustle successful because of market demand or because you're grinding 24/7?✅ Side hustle statistics: Why 40% of Americans have one and what the $2,500/month milestone really means✅ The math you MUST do: How to calculate if you can realistically replace your salary and benefits in 6 months✅ 4 critical questions to ask before leaving your day job (including the gut check about regret)✅ Smart alternatives to the "grand leap": Part-time transitions, bridge roles, and gradual exits✅ This week's action steps: Track your time, do the real math, and set a 30-day decision point✅ When your full-time job performance is slipping because you're mentally checked out—and what that meansABOUT YOUR HOST:Brandi Oldham is the founder of Talent Career Coaching with over 10 years of experience in HR, hiring, and team management. As a first-generation professional, she built TWO successful businesses (her coaching practice and an interior design firm) from side hustles while working in corporate HR. She's navigated the messy middle of "do I quit or stay?" and now helps professionals turn their side projects into sustainable, profitable businesses.READY TO WORK TOGETHER?📞 Book a Free Career Coaching Intro Call: https://www.talentcareercoaching.comFind:DIY Career Tools & WorksheetsWeekly Career TipsMy Mentorship ProgramCareer Development BlogSign up for my newsletter at: https://www.talentcareercoaching.com#SideHustle #Entrepreneurship #CareerTransition #SideHustleTips #StartABusiness #QuitYourJob #CareerCoaching #SmallBusiness #BusinessCoaching #SideHustleSuccess #FullTimeBusiness #CareerChange #PassiveIncome #WorkLifeBalance #BusinessGrowth #Solopreneur #WomenEntrepreneurs #CareerAdvice #PortlandCareerCoach #ProfessionalDevelopment