What a 300 Deal a Year Phone Sales Machine Actually Looks Like ft. Tiffany High

In this episode, I sit down with Tiffany High from Heel's Homes and Results Driven ROI — and this one is packed. Tiffany and her husband Josh do 300+ deals a year as active investors while also coaching experienced real estate investors on how to build serious phone sales teams. She knows exactly what it takes to scale, and she holds nothing back here.

We dig into why so many investors underestimate their phone system, how Tiffany went from 12 unproductive salespeople to 8 who produce four times the revenue, and why she believes sales is a science — not an art. If you're building a phone team or thinking about scaling your acquisitions operation, this episode is a masterclass.

Episode Timeline & Highlights

[0:41] – Introducing Tiffany High and her two businesses: Heel's Homes and Results Driven ROI.

[1:29] – Why technology has been the single biggest game changer in Tiffany's business.

[2:38] – The moment Tiffany realized her phone system was killing her team's productivity.

[4:00] – Letting go of three fourths of her staff and rebuilding the right way.

[4:37] – How 8 salespeople now outperform what 12 used to do — and why.

[5:22] – Why sales is a science, not an art — and what that means for scalability.

[6:15] – Call audits: what they are and why every phone sales team needs them.

[6:38] – The whisper feature: how to coach your team live without the seller hearing a word.

[7:02] – Live transfers vs. appointment setting and why appointments are costing you millions.

[23:06] – Why AI tools need to be part of your phone sales infrastructure now.

[29:24] – What Tiffany wishes she knew when she started: leadership can't be outsourced.

[30:34] – Culture drives results — and it starts and ends with you as the leader.

[32:13] – The three technology products every new real estate investor should implement first.

[33:43] – Why building a custom CRM from day one is worth every penny.

[34:26] – How to connect with Tiffany and apply to work with Results Driven ROI.

5 Key Takeaways

1. Your phone system is your most important tech investment. If your team is still hand dialing, you're leaving productivity and revenue on the table.
2. Sales is a science. Build a repeatable, coachable process and scalability becomes infinite.
3. Live transfer beats appointment setting every time. Stop scheduling callbacks and start closing in the moment.
4. Leadership cannot be outsourced. You can duplicate technology overnight — you can't duplicate the ability to lead people.
5. Culture is your number one priority. People quit managers, not companies. Build an environment people want to stay in.

Links & Resources

• Results Driven ROI – Coaching for experienced real estate investors building phone sales teams 👉 tiffanyhigh.com
• Tiffany High – Instagram: @tiffanyhighofficial | Josh High – Instagram: @joshhighofficial
• SmartPhone – The only phone system built for real estate investors
• ThatRealEstateTechGuy.com – All episodes and exclusive tech discounts

Closing

If you enjoyed this episode, please follow, rate, and review That Real Estate Tech Guy. Share it with an investor who's struggling to get productivity out of their phone team — because the fix usually isn't the people. It's the system.

More high-signal conversations coming next.