Want the resources mentioned in the training?

Instagram ➡️ https://www.instagram.com/mikereillync/

Follow this link for the Free training:

https://level.strsecrets.com/pc-book

You want to grow a property management business, you will eventually hit the same wall:

You become the person slowing things down.

In this video, I share the exact playbook we built before hiring our first salesperson.

Inside this training you’ll learn:

• The perfect type of property we target

• The exact type of homeowner we want to work with

• The biggest problems Airbnb owners face today

• How we show our value to sign new clients

• The "UI Method" for finding struggling Airbnb properties

• The exact numbers and goals we set for our sales team

• The best ways we find and talk to new owners

• Our step-by-step sales process and first phone calls

• What happens right after an owner signs with us

If you want to grow your company to 30, 40, or 50+ properties, you need a sales plan that works every single time.

This episode shows you exactly how we built ours.

Subscribe for new weekly videos ➡️ https://bit.ly/2Nrn4XO

Timestamps:

00:00 – Why You Need a Sales Plan

01:12 – The 4 Steps of Our Sales Playbook

02:10 – Finding the Perfect Property

03:05 – The Perfect Homeowner

04:18 – Problems Airbnb Owners Face

05:45 – Creating a Strong Offer

07:00 – Why You Need a CRM Software

08:50 – Sales Goals and Numbers to Track

10:20 – The Experiment: 120 Calls in 6 Weeks

11:35 – Our Sales Win Rates

12:18 – How to Find Leads: The UI Method

13:30 – Using Referrals and Partners

14:05 – Direct Mail and Ads

15:05 – Running Facebook Ads for Leads

16:10 – Our Sales Process

17:20 – The First Call and Asking Questions

18:15 – Handling Owner Concerns

19:05 – Bringing on a New Owner

20:00 – Weekly Sales Tracking

21:10 – Hiring and Testing a Salesperson

Connect with us on other social media platforms:

STR Secrets FB group ➡️ https://www.facebook.com/groups/STRentalsecrets

Michael Sjogren FB Page ➡️ https://www.facebook.com/theAirbnbGuy

Instagram ➡️ https://www.instagram.com/miike.sjogren

Linkedin ➡️ https://www.linkedin.com/in/mikesjogren

He built a “sexy” real estate portfolio in the early 2000s…

Then 2008 hit.

Reserves drained.

Assets liquidated.

Eventually — bankruptcy.

Most investors never come back from that.

In this episode, Jon St. Leger breaks down:

• What the 2008 crash really felt like

• Why he keeps his portfolio at 33% LTV

• How to prepare for the next recession

• What “Equity Manifestation” actually means

• How he turned a 20-room motel into a 47-key boutique hotel

• Why delayed gratification builds real wealth

• The blue-collar advantage most people ignore

Jon now owns 13+ short-term rentals, long-term rentals, and is breaking ground on a beachfront boutique hotel in the Outer Banks.

If you’re serious about building generational wealth in real estate — this one is different.

Follow Jon on Instagram: @jon_boy14

Get FREE Access to our Community and Weekly Trainings:

https://group.strsecrets.com/

TimeStamps:

00:00 – Equity Manifestation & The $100M Vision

02:00 – Identity, Mindset & Future Self Thinking

05:30 – From Blue Collar Beginnings to Construction Company

09:45 – Building a Portfolio… Then 2008 Hit

12:30 – The Mental Toll of Bankruptcy

14:45 – Lessons From the Crash: Reserves & Exit Strategies

17:00 – Why He Keeps 33% Loan-to-Value

19:00 – Not Overleveraging in Growth Cycles

21:30 – From STR Portfolio to Boutique Hotel Developer

24:00 – Turning a 20-Room Motel into 47 Keys

27:00 – Getting Town Buy-In & Emotional Attachment

30:00 – Leading Teams & Maintaining Morale

32:30 – The Power of Delayed Gratification

35:00 – Return on Sweat Equity (R.O.S.E.)

37:00 – Blue Collar Wealth Strategy

39:00 – The $100M Real Estate Target

41:00 – Where Opportunity Lives & Final Advice

2026 is going to separate serious operators from everyone else.

Supply is rising.

Middle-class travel is tightening.

Occupancy is projected to decline.

Rates are compressing.

If your Airbnb still looks like 2024… you're in trouble.

In this training, I break down my full 4-step photography system:

– What to upgrade BEFORE hiring a photographer

– How to properly interview lifestyle photographers

– What to do on photo day to maximize impact

– How we use AI to write captions and enhance photos

– How we organize everything inside our operating system

If you’re scaling a property management or co-hosting business, this is not optional anymore.

Timestamps:

00:00 – Why 2026 Will Be Harder for STR Operators

02:12 – Supply Is Rising, Occupancy Is Falling (The Reality Check)

03:30 – Step 1: Refresh Before You Photograph

06:10 – Using ROI Analysis to Justify Property Upgrades

09:20 – Real Estate vs Lifestyle Photography (Huge Difference)

12:05 – What Elite STR Photos Actually Look Like

16:00 – How to Properly Interview a Photographer

19:10 – Photo Day Execution: Staging That Converts

22:15 – Organizing Photos for Scalable Operations

25:00 – Using AI to Write Captions for Every Photo

27:00 – Editing & Enhancing Photos with AI

29:15 – The Freedom Operating System Explained

32:00 – How to Scale Photography Across Multiple Listings

34:15 – Mastermind, CRM, and 2026 Growth Strategy

36:50 – Final Advice: Upgrade or Get Left Behind

Get FREE Access to our Community and Weekly Trainings:

https://group.strsecrets.com/

Most entrepreneurs think they need better strategy.

They don’t.

In this Boardroom recap from the Freedom Factory, we unpack the real reasons businesses stall — and it’s not systems.

It’s people, identity, and the state you operate from.

Inside this episode:

• Why most business bottlenecks are solved by the right “who”

• The difference between hiring people and developing talent

• W2 vs 1099 mistakes operators make

• Why State → Story → Strategy is the real order of success

• The 4 archetypes running your decisions (Warrior, Magician, Lover, Sovereign)

• Why high performers get stuck in Warrior mode

• How seasonality applies to your business and your life

• Why kindness to yourself is a competitive advantage

If you feel like something is holding you back… this episode will hit.

Timestamps:

00:00 – Boardroom at the Freedom Factory Recap

02:15 – From Cooked Books to 80,000 Meals a Week

04:10 – Visionaries Get Small When Stuck in Operations

05:45 – The “Right Who” Solves Most Bottlenecks

07:50 – Building Talent Structure (Not Just Hiring)

10:40 – W2 vs 1099: What Operators Must Understand

12:20 – The 3 S’s of Breakthrough: State > Story > Strategy

15:05 – The 4 Archetypes Running Your Life

18:30 – Warrior Mode & The Seasonality of Growth

21:10 – Kindness, Presence & The Power of Awareness

Get FREE Access to our Community and Weekly Trainings:

https://group.strsecrets.com/

Vivian Yip went from corporate burnout at Apple to building a thriving midterm rental portfolio and property management company.

In this episode, she breaks down how she pivoted during the pandemic, why most investors don’t have enough grit, and how mastering calendar discipline can completely transform your rental income.

We dive into:

• Why community changes everything in real estate

• The biggest mistake STR hosts make when pivoting to midterm rentals

• Calendar discipline and how to control guest behavior

• How to use data tools like PriceLabs the right way

• Building multiple income streams without burning out

• Protecting your time while scaling a real estate business

If you’ve been feeling stuck, burned out, or uncertain about the next step in your rental business — this episode will challenge you to think differently.

Timecodes:

00:00 – Intro

03:12 – Why Community Is a Competitive Advantage

05:00 – The Power of Grit in Business

07:02 – Vivian’s Real Estate Journey (2004–2018 Gap Explained)

09:56 – Corporate Burnout at Apple & Transferable Skills

13:05 – Why Most Investors Pivot Too Fast

16:48 – Why Midterm Rentals Make More Strategic Sense

21:41 – The Calendar Discipline Most Hosts Ignore

25:31 – Transitioning from STR to MTR the Smart Way

30:29 – Why Vivian Built Her Own Platform

35:07 – Building Teams Without Burning Out

38:10 – Setting Boundaries & Protecting Your Time

42:05 – The 80% Confidence Rule (Just Do It)

Guest Bio:

Vivian Yip started investing in 2004 but took her journey more seriously after being inspired by a hotel owner she met at a random airport encounter in Chicago. She and her husband started to flip houses in 2018 and ended up making enough to afford to keep the real estate. She always dreamed of leaving the corporate world, so she used her steady paycheck at Apple to support their real estate goals. In 2019, she started her first short-term rental and was forced to pivot in 2020 with the pandemic. Now she runs multiple businesses focused on short-term rentals, mid-term rentals, and corporate housing, and she coaches others on the strategy behind securing profitable leases from Airbnb and beyond.

Guest Link:

Instagram.com/vivianyip_official

[email protected]

Get FREE Access to our Community and Weekly Trainings:

https://group.strsecrets.com/

Most STR hosts misunderstand influencer marketing — and it’s costing them bookings.

In this episode, Madison Rifkin breaks down what actually works when partnering with content creators, why follower count is a useless metric, and how STR operators should think about social media as a long-term control channel — not a quick ROI play.

We also go deeper into founder identity, building brands that can be sold, and the mistakes operators make when they tie everything to themselves.

If you want more direct bookings, stronger brand trust, and a business that isn’t dependent on Airbnb alone, this episode is required listening.

Inside the episode:

• Why follower count doesn’t matter anymore

• How to vet influencers the right way

• The real way to think about ROI from content creators

• Why social media is your only true control channel

• Content ideas that work even without a “viral” property

• Founder identity mistakes that kill exits

• How to build a brand that survives without you

Timestamps:

00:00 – Why Influencer Marketing Is Broken for Most STR Hosts

03:20 – Madison’s Journey Building Mount and Entering STRs

06:40 – Why Follower Count Is a Terrible Metric

10:10 – How to Vet Influencers Based on Brand Alignment

13:30 – The Truth About ROI in Influencer Marketing

17:10 – Why Social Media Is a Control Channel, Not an Ad

20:00 – Content That Works Without a “Viral” Property

23:10 – Founder Identity and Why It Hurts Exits

26:30 – Building a Brand That Isn’t Tied to You

30:45 – Lessons From Selling a Company and Starting the Next Chapter

Guest Bio:

Madison Rifkin is the Founder and CEO of Mount where she finds the world's best hidden gems. She connects STR hosts and local businesses to local influencers and travel content creators so travelers can discover these hidden gems. She’s rooted in the Short Term Rental Industry where she’s won the Rising Star Award in 2022 and 2023.

Guest links:

https://www.linkedin.com/in/madison-rifkin-23037712a/

Get FREE Access to our Community and Weekly Trainings:

https://group.strsecrets.com/

Success in STR isn’t about age, capital, or the model you choose — it’s about conviction.

In this episode, we sit down with Hayley Anderson, a 22-year-old operator already on her second business, to unpack the mindset, discipline, and leadership traits that actually drive growth. From failing early to building confidence through reps, this conversation goes far beyond arbitrage or co-hosting.

If you want to scale your business — or your life — this episode will challenge how you think about comfort, confidence, and commitment.

Inside the episode:

• Why conviction matters more than experience

• How confidence is built through reps and failure

• The leadership habit that quietly builds culture

• Why comfort is the enemy of growth

• Learning to bet on yourself before results show up

• Applying mindset across business, relationships, and life

Timestamps:

00:00 – Intro

04:20 – Hayley’s Early Hustle and Second Business at 22

08:10 – Confidence Is Built Through Reps, Not Motivation

12:30 – Failing Early Without Letting It Define You

16:40 – Comfort vs Growth: The Tradeoff Most Avoid

20:15 – Leadership Starts With Small Cultural Habits

24:35 – Betting on Yourself Before Results Show Up

29:00 – Applying Mindset Across Business and Life

33:40 – Why Age, Model, and Capital Matter Less Than Belief

38:10 – The One Trait That Predicts Long-Term Success

Guest Bio:

Hailie Maarie Anderson is a 22 year old short term rental host operating over 70 rentals across three markets, all run 100% remotely through a blend of technology and teams.

While scaling her own portfolio, she has taken the stage at industry events to share her systems and insights, and has successfully coached over 1,300 individuals to start and scale their own short term rental businesses. Hailie’s mission is to be a leading voice for those who want to build and live an unconventional life, one without limits!

Guest Link:

https://www.instagram.com/hailiemaarie/?hl=en

https://www.tiktok.com/@hailiemaarie

https://youtube.com/@hailiemaarie?si=3qCgG6OPXqwZTgU2

https://www.linkedin.com/in/hailie-maarie-4b20a5276/

Get FREE Access to our Community and Weekly Trainings:

https://group.strsecrets.com/

The STR market isn’t crashing — it’s recalibrating.

In this episode, we break down AirDNA’s 2026 outlook and translate the data into real, tactical decisions for hosts and property managers. Demand is softening, supply is shifting, and average properties are losing ground — but operators who adapt will win.

This is a data-backed walkthrough of what’s changing, why it matters, and exactly what to do next.

If you want the Training on how you should look at increasing your pricing so that you are not making 15 to 18% less than you were a year over year just click the link and DM "FEE".

https://ig.me/m/mike.sjogren?utm_source=Podcast&utm_medium=Captivate&utm_campaign=T035&utm_content=FEE

Inside this episode:

• What AirDNA’s 2026 data actually says about demand and supply

• Why average properties will lose occupancy and revenue

• The markets and property types positioned to outperform

• How to talk homeowners into smart upgrades (with ROI)

• Why property managers are pulling ahead of solo hosts

• Using AI and systems to protect reviews and prevent burnout

00:00 – What the 2026 STR Outlook Means for Hosts & Property Managers

03:30 – Why STR Supply Has Flattened (And Why That Matters)

06:10 – Demand Is Softening: The Economic Reality Hosts Must Accept

09:15 – Average Properties Will Lose Occupancy in 2026

12:00 – Why Larger, Luxury Properties Are Winning Again

15:00 – Shedding Low-Performing Properties to Refocus Growth

18:20 – Coastal & Urban Markets: Where Smart Money Is Moving

21:00 – How to Sell Homeowners on Strategic Property Upgrades

24:30 – Property Managers vs Solo Hosts: The Performance Gap

27:40 – AI, Systems, and the Only Way to Scale Without Burning Out

Get FREE Access to our Community and Weekly Trainings:

https://group.strsecrets.com/

Scaling isn’t a systems problem — it’s a leadership problem.

In this episode, we break down what actually changes when you go from being a solo operator to leading a real team. From earning respect instead of demanding it, to building systems that support people (not suffocate them), this conversation unpacks the leadership shifts required to scale without chaos.

If you’re growing doors, people, or partnerships — this episode will change how you think about leadership.

Inside the episode:

• The two ways leaders earn respect (and why only one works)

• Why supporting team members’ goals makes you more valuable

• How ego quietly slows down growth

• Leading teams through systems, not micromanagement

• What it really takes to earn buy-in as a leader

• Why consistency beats motivation when scaling

00:00 – The Two Ways Leaders Show Up (Title vs Example)

04:10 – Why Supporting Team Growth Makes You More Valuable

08:05 – From Solo Operator to Leading People

12:30 – Letting Go of Ego to Scale Faster

16:05 – Earning Respect Without Authority

20:10 – Using Systems to Reduce Team Burnout

24:05 – Aligning Company Goals With Personal Goals

28:00 – Consistency Over Motivation in Leadership

32:10 – Scaling Teams Without Losing Culture

36:20 – The Leadership Standard That Sustains Long-Term Growth

Guest Bio:

Ryan Leake, originally from Mill Valley, CA, moved to Austin, TX in 2023, where he left corporate America and founded Host Del Casa, a short-term rental management company.

After successfully building the business, Host Del Casa merged with Five Star Vacation Home Rentals (FSVHR), where Ryan now serves as a Managing Partner for the #1 luxury short-term rental management company in Central Texas - managing 60+ luxury short-term rental properties across Austin and San Antonio.

In addition to his role at FSVHR, Ryan became a coach and consultant for STR Secrets, the leading short-term rental business coaching program, where he helped operators overcome self-limiting beliefs and build profitable, lifestyle-driven STR businesses.

Today, Ryan continues to coach and mentor new short-term rental operators, share insights as a thought leader in the space, and prioritize a life designed around freedom, impact, and balance.

Guest Link:

www.instagram.com/itsaleake

ryan-leake.com

fivestarvhr.com

Get FREE Access to our Community and Weekly Trainings:

https://group.strsecrets.com/

Most operators think better tech will fix their problems. It won’t.

In this episode, Frank Bosi (Hostfully) joins the show to unpack the real challenges STR leaders face as they scale—pressure, decision fatigue, emotional weight, and the constant tension between automation and hospitality.

Drawing from years inside luxury hotels like Ritz-Carlton and Four Seasons, Frank breaks down what most operators get wrong about tech stacks, leadership, hiring, and guest experience—and how to build systems that create confidence instead of doubt.

Inside this episode:

1. Why tech stack decisions are emotional, not logical
2. How disconnected tools quietly create leadership stress
3. The difference between automating tasks vs removing hospitality
4. What luxury hotels get right about training and consistency
5. Why leaders must absorb pressure instead of passing it down
6. How to hire people who protect your brand when you’re not watching

This is a must-listen for any STR operator building a team, scaling systems, or feeling the weight of leadership.

00:01 – Why Tech Stack Decisions Are Emotional, Not Logical

03:45 – Automation vs Hospitality: Where Operators Go Too Far

07:10 – The Weight of Leadership Most People Aren’t Ready For

11:00 – Why Disconnected Tools Create Doubt and Stress

15:20 – Lessons STR Operators Can Steal From Luxury Hotels

19:10 – Why Leaders Can’t Have “Bad Days” Publicly

23:30 – Hiring People Who Protect Your Brand When You’re Not There

27:40 – Training, Standards, and Why Consistency Beats Luxury

31:50 – Using Tech to Create Confidence, Not Complexity

36:40 – The Real Role of a Leader in Scaling STR Operations

Guest Bio:

Frank Bosi is the Senior Director of Partnerships at Hostfully, a leading platform supporting short-term rental operators around the world. He drives strategic relationships across the STR ecosystem; working with technology partners, influencers, coaches & thought leaders to help property managers scale and deliver great guest experiences.

Frank also actively contributes to industry conversations through webinars, events and podcasts (such as this) designed to help operators grow smarter, faster, and more profitably.

Outside of work, Frank prioritizes faith, fitness, and family; spending his free time with his wife and kids, training CrossFit, and staying focused on overall wellbeing.

Guest Link:

https://www.instagram.com/frank_bosi/

Get FREE Access to our Community and Weekly Trainings:

https://group.strsecrets.com/