She's So Lucky

You're Not Cringe, You're Just Getting Started with Siff Haider

Dec 16, 2025
Guest
Siff Haider
Siff Haider, co-founder of Arrae and host of the Dream Bigger Podcast, turned wedding savings into a $100M wellness empire. She shares the unfiltered journey of bootstrapping a business, emphasizing the importance of treating customers like influencers and balancing data with intuition. Siff promotes embracing early failures as a vital part of growth and underscores building confidence through mindset shifts. She also dives into the nuances of product development, retention tactics, and the need for authenticity in personal branding.
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ADVICE

Raise Only What You Need

  • Do not take funding unless you truly need it and raise only what will meaningfully grow you.
  • Vet investors early, get warm intros, and treat fundraising as a two-way relationship.
ADVICE

Use An Alter Ego And Future You

  • Use an alter ego to step into more confident roles when you're scared or inexperienced.
  • Journal as your future self to identify habits and beliefs of the person you want to become.
INSIGHT

Cringe Is Proof You're Trying

  • You're 'cringe' until you succeed at what you tried publicly.
  • Public failure signals effort and is part of the path to success.
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