Milena Simsic made $300,000 in commissions in her first year as a realtor, without any prior real estate connections, using nothing but TikTok and Instagram. She had no social media presence before she got her license. She figured it out in public.Â
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Milena is the founder of WindSocial Realty in Windsor, Ontario, and the publisher of the Windsor Real Estate Insider, a newsletter and magazine that grew to 9,000 subscribers in under a year. She also runs Windsor REI Social, a 3,000-member community that fills events with 100 to 200 investors. She is currently switching brokerages from EXP to Real and building a community for realtors who want to learn AI-powered marketing.Â
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In this conversation, we cover:Â
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Milena's arc is the arc TAFI was rebranded to celebrate: a factory worker and ICU nurse who saw where the highest-leverage play was, went all in, and built a media brand and a business that works without grinding 60 hours a week.Â
CONNECT WITH MILENA SIMSIC Windsor Real Estate Insider: https://www.windsorrealestateinsider.comInstagram / LinkedIn / Facebook / YouTube: search 'Milena Simsic'
Chapters
00:00: Introduction and Cold OpenÂ
01:20: Milena's background: factory worker, nursing, COVID, WindsorÂ
03:00: Breaking news: brokerage switch from EXP to RealÂ
04:00: Windsor Real Estate Insider magazine, 9,000 subscribersÂ
05:30: Windsor market conditions: what is holding and what is notÂ
07:00: The Gordy Howe Bridge delayÂ
08:30: EV plant, population growth, downtown developmentÂ
09:30: What investors are doing in Windsor right nowÂ
13:00: $300K first year off TikTok and InstagramÂ
17:00: Building Windsor REI Social to 3,000 membersÂ
22:00: AI adoption gap: top agents vs. everyone elseÂ
28:00: Replacing a virtual assistant with ClaudeÂ
31:00: How many hours per week to run the businessÂ
33:30: Teaching other realtors AI-powered marketingÂ
38:00: The Windsor pageant: why she entered, first runner upÂ
41:00: The autoimmune condition, the health pivot, business doublingÂ
45:00: Salsa dancing as the one thing that started everythingÂ
48:00: Business owner loneliness and why dance helpsÂ
51:00: EXP vs. Real: why the switch and what Real is doing differentlyÂ
58:00: AI tools, Fiverr comparison, what Claude does that nobody else can matchÂ
01:01:00: Advice for young people: build your skill set, buy a business, zero excusesÂ
01:03:00: Wrap up and where to find MilenaÂ