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#24 - Lessons from the Lending Trenches: Diana Rosett’s Private Money Playbook
From rookie mistakes to lending with confidence—Diana Rosett shares her private lending evolution.
In this episode of Grow With Leila, I sit down with Diana Rosett, an experienced private money lender who started solo, made her share of mistakes, and leveled up by streamlining her process and embracing partnerships. She gets real about what she wishes she had known earlier, why going solo isn’t always the best move, and how she’s setting herself up for success moving forward. If you’ve ever felt overwhelmed by lending or unsure how to structure your deals for less stress and more security, this conversation is for you.
Today, we talk about:
>> Avoiding common first-time lender mistakes—and the one that almost cost Diana her investment.
>> The power of partnerships—why teaming up with experienced lenders changed her game.
>> Systems that make lending easier—how Diana is streamlining her process to work smarter, not harder.
Guest Info:
Diana Rosett is a private money lender with years of experience navigating deals solo—until she realized the power of collaboration. Now, she’s refining her lending strategy, partnering with trusted lenders, and setting herself up for long-term success.
Listen in because Diana’s journey will save you time, money, and a whole lot of stress as you grow in private lending. Whether you're just starting out or looking to optimize your lending game, her insights will help you make smarter moves with confidence.
Click here to listen!
Rate, Review, & Follow on Apple Podcasts
If Grow With Leila resonates with you, please consider rating and reviewing my show! This helps me support more listeners—just like you—move toward their private money lending goals. Tap to rate with five stars and select “Write a Review.” I’d love to hear what you enjoyed most about the episode!
Resources Mentioned in this Episode:
>> 10 Costly Mistakes Made By Women Who Are New to Private Money Lending (And How To Avoid Them)
>> Get On The Waitlist: Design Your Own Lend Box Workshop
>> Episode #16: Your Money, Your Rules: How a Lend Box Changes the Game
>> Freebie: Get Diana’s Goodies
>> Connect with @dianarosett on Instagram
>> Rich Dad Poor Dad by Robert T. Kiyosaki
>> Coffee With the Chics: Free, private Facebook group for women PMLs
View all episodes
By Leila ZayedFrom rookie mistakes to lending with confidence—Diana Rosett shares her private lending evolution.
In this episode of Grow With Leila, I sit down with Diana Rosett, an experienced private money lender who started solo, made her share of mistakes, and leveled up by streamlining her process and embracing partnerships. She gets real about what she wishes she had known earlier, why going solo isn’t always the best move, and how she’s setting herself up for success moving forward. If you’ve ever felt overwhelmed by lending or unsure how to structure your deals for less stress and more security, this conversation is for you.
Today, we talk about:
>> Avoiding common first-time lender mistakes—and the one that almost cost Diana her investment.
>> The power of partnerships—why teaming up with experienced lenders changed her game.
>> Systems that make lending easier—how Diana is streamlining her process to work smarter, not harder.
Guest Info:
Diana Rosett is a private money lender with years of experience navigating deals solo—until she realized the power of collaboration. Now, she’s refining her lending strategy, partnering with trusted lenders, and setting herself up for long-term success.
Listen in because Diana’s journey will save you time, money, and a whole lot of stress as you grow in private lending. Whether you're just starting out or looking to optimize your lending game, her insights will help you make smarter moves with confidence.
Click here to listen!
Rate, Review, & Follow on Apple Podcasts
If Grow With Leila resonates with you, please consider rating and reviewing my show! This helps me support more listeners—just like you—move toward their private money lending goals. Tap to rate with five stars and select “Write a Review.” I’d love to hear what you enjoyed most about the episode!
Resources Mentioned in this Episode:
>> 10 Costly Mistakes Made By Women Who Are New to Private Money Lending (And How To Avoid Them)
>> Get On The Waitlist: Design Your Own Lend Box Workshop
>> Episode #16: Your Money, Your Rules: How a Lend Box Changes the Game
>> Freebie: Get Diana’s Goodies
>> Connect with @dianarosett on Instagram
>> Rich Dad Poor Dad by Robert T. Kiyosaki
>> Coffee With the Chics: Free, private Facebook group for women PMLs