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Welcome to Target Market Insights. A podcast to help real estate investors navigate neighborhoods through the lens of local experts. In each episode, we speak to local specialists to learn about their market, useful tips, and the latest trends and developments. This show is designed to help you with the insights you need to win your target market.

Sep 17, 2021

Ana Santiago is the current COO of Outsource School and has been working remotely for 10 years. Starting at the age of 18, Ana started taking on her own freelance clients full time helping them with sales work, SEO, content, eCommerce, among other business tasks. As the COO of Outsource School, she is in charge of managing the entire team of 15+, optimizing operations, and contributing to the growth of the brand. Ana lives in the Philippines and regularly speaks about her experiences helping companies to efficiently operate and grow with 100% remote teams. 


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[00:01 – 04:22] Opening Segment 

  • Ana talks about her background.
  • How she started her business.
  • How they manage their clients.

[04:22 – 14:29] Virtual Assistants

  • Ways to find the right virtual assistant
  • What Ana and her team do to give their clients the best results.
  • The importance of the onboarding process with virtual assistants.
  • Why people shouldn’t spend so much time training VAs.
  • Different types of VAs and how you can leverage them

[14:29 – 25:02] Getting the Best Out of VA’s

  • Three things to do to scale
  • How she started her podcast.
  • How we can make sure a VA can capture our voice while writing.
  • Leveraging communities for marketing
  • The common mistakes made when hiring a VA.
  • The importance of giving your VA credit and considering them as a part of your team.
  • The importance of creating task lists to determine what you need a VA for. 

[25:02 – 30:52] Bullseye Round

Apparent Failure:

Being a perfectionist


Digital Resource:

The Five VATs (Webinar)


Most Recommended Book:

Start with Why


Daily Habit: 



Curious About:

If people will keep using virtual assistants after the pandemic


I Wish I Knew When I Was Starting:

Our avatars


Best Place to Grab a Bite in the Philippines 

Native food


Contact Ana:

Reach out to Ana at her website

Go to to get access to the free webinar.


Tweetable Quotes:

“Look for your ideal customers, your ideal customer avatar.” - Ana Santiago

“It’s really important to give your VA’s credit to have them perform better.’”  - Ana Santiago


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