51. When (and What) to Outsource: Hiring Your First Virtual Assistant as a Solopreneur
Update: 2025-04-01
Description
On today's episode, I'm sitting down with operations consultant Madi Waggoner to discuss one of the most anxiety-inducing parts of scaling a digital product business: hiring help! As a solopreneur who waited over a year to hire my first VA, I'm so excited to bring you someone who specializes in helping online entrepreneurs set up systems and make their first hires without losing their minds.
A few things we cover in this episode:
- The foundational systems every digital product business needs from day one (even if you're starting scrappy!)
- How to know when you're actually ready to hire help (beyond just feeling overwhelmed)
- The costly mistake Madi made that left her with zero income just 3 weeks after having her baby
- The practical ways to set up finances so you can hire with confidence, not panic
- Why your password manager might be sabotaging your ability to delegate effectively
Resources mentioned in this episode:
- Madi's Founders Focus Assessment (free tool to identify what tasks to delegate)
- 1Password (recommended password manager for teams)
- Crucial Conversations (book recommendation for managing team members)
Connect with me:
- Instagram: @abigailpeugh
Connect with Madi:
Make sure to hit subscribe/follow so you never miss an episode!
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