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691. The One-Goal Method: How to Win 2026 by Doing Less
32:47||Ep. 691👉 Get a Free Revenue Review → https://www.freewyldfoundry.com/report Find out how much money your portfolio is leaving on the table. Risk-free.What happens when you realize that 80% of people quit their goals just 10 days into the new year, and how do you ensure your business doesn't become part of that statistic?In this episode of Get Paid For Your Pad, Eric Moeller, CEO of Freewyld and Freewyld Foundry, takes the mic for his first solo podcast to dive deep into a practice he has been fine-tuning for over a decade: the art of single focus goals. Eric reveals the psychological and operational shifts required to win your year by doing less, but doing it better. He unpacks why traditional goal setting often leads to burnout and missed targets, and shares the exact framework he uses to maintain momentum without sacrificing personal well-being.Whether you are an STR operator managing a growing team or an entrepreneur looking to scale your portfolio, this episode gives you a clear understanding of why energy is your most valuable resource, how to identify the "one thing" that makes everything else easier, and why accountability must include both a reward and a painful penalty.Eric breaks down the core elements of his 2026 strategy, from the "Fit 40" vision to the importance of data transparency, and explains why STR leaders must narrow their focus if they want to achieve massive growth in a competitive market.You will discover:Why 80% of New Year's resolutions fail by January 10thThe "Single Focus" strategy: why one goal for business and one for personal is the limitHow to conduct an energy audit to prevent goals from competing for your resourcesWhy the "greats" like Michael Jordan and Elon Musk prioritize singular obsession over multitaskingHow to use "The ONE Thing" philosophy to create a domino effect in your businessThe difference between high-stakes goals and "experiences" like learning an instrumentWhy a "Fit 40" identity drives better decisions than a standard fitness targetHow to build a "Pain and Reward" contract to guarantee your own follow-throughWhy transparency in tracking (weigh-ins, photos, and KPIs) is non-negotiableHow the EOS and Scaling Up frameworks provide the structure needed for consistencyEric also explores why business goals must feed each other to be successful, how decision fatigue quietly destroys CEO productivity, and why Eric might be forced to work out in a dress if he misses his targets. He discusses the power of a "Big Ass Calendar" for mapping energy, the role of a personal trainer in professional accountability, and why scaling a revenue management company requires a different focus than property acquisition.💡 Topics Covered:Single focus goal setting and achievementEnergy management and avoiding burnoutThe 4 Elements: Vision, Plan, Transparency, and Accountability"Pain and Reward" psychology and personal contractsBusiness frameworks: EOS, Traction, and Scaling UpProductivity systems and the Big Ass CalendarCEO focus and identifying business bottlenecksPersonal development and identity-based habits🔗 Relevant Links:Learn more about Freewyld Foundry → https://www.freewyldfoundry.comFollow Eric Moeller → https://www.linkedin.com/in/ericmoellerFollow Freewyld Foundry → https://www.linkedin.com/company/freewyldfoundryKeywords: airbnb, revenue management, short term rentals, goal setting, productivity, business scaling, CEO mindset, EOS system, Traction, Scaling Up, The ONE Thing, energy management, accountability, STR operations, business growth, pricing strategy, professional habits, personal development, Freewyld, Freewyld Foundry, Eric Moeller, focus strategy, success framework
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690. The Real Revenue Opportunity Behind “Small” Holidays
22:42||Ep. 690👉 Get a Free Revenue Review → https://www.freewyldfoundry.com/reportFind out how much money your portfolio is leaving on the table. Risk-free.What happens when the biggest revenue opportunities of the year are not Thanksgiving or Christmas, but the quieter holidays most operators barely plan for?In this episode of Get Paid For Your Pad, Jasper Ribbers breaks down how “hidden holidays” create outsized revenue opportunities and why minimum stay settings, not nightly rates, are often the deciding factor between fully monetized calendars and unfillable gaps. Drawing from real-world revenue management across dozens of markets, Jasper explains how demand shifts around federal holidays, long weekends, and observed days off, and why applying the same rules year-round quietly limits upside.Whether you operate in a drive-to market or a fly-to destination, manage a handful of listings or an entire portfolio, this episode helps you rethink how minimum stay rules interact with holiday demand, guest behavior, and booking patterns. Jasper walks through the strategic tradeoffs behind flexibility versus restriction and explains why there is no universal answer, only better decision-making grounded in data and market context.You will discover:• Why minimum stay rules matter more than pricing on holidays• How hidden holidays create demand patterns most operators overlook• When three-night minimums increase revenue and when they backfire• How drive-to and fly-to markets require different holiday strategies• Why flexibility can outperform restrictions in high-demand weekends• How shorter stays often support higher ADR during holidays• Which days should carry minimum stay requirements and which should not• How to loosen restrictions without risking empty high-value nights• Why operational constraints like cleaning schedules change strategy• How owner expectations should shape holiday risk toleranceJasper also explores how to implement holiday strategies inside pricing tools like PriceLabs and Wheelhouse, the pros and cons of manual overrides versus seasonal profiles, and why clean, simple setups outperform complex rolling minimum stay rules. He explains how messy pricing configurations reduce visibility, slow learning, and increase the chance of costly mistakes, especially around peak demand periods.💡 Topics Covered:• Holiday demand patterns in short-term rentals• Minimum stay strategy and revenue optimization• Drive-to vs fly-to market behavior• Booking windows and length-of-stay data• Seasonal profiles vs manual overrides• Operational constraints and cleaning logistics• Owner communication and risk management• Pricing tool setup and strategy clarity🔗 Relevant Links:Learn more about Freewyld Foundry → https://www.freewyldfoundry.comFollow Jasper Ribbers → https://www.linkedin.com/in/jasperribbersFollow Freewyld Foundry → https://www.linkedin.com/company/freewyldfoundryKeywords:short-term rentals, airbnb, revenue management, minimum stay strategy, holiday pricing, hidden holidays, STR demand patterns, booking windows, length of stay, pricing tools, PriceLabs, Wheelhouse, seasonal profiles, vacation rentals, ADR optimization, calendar management, STR operations, Freewyld, Freewyld Foundry, Jasper Ribbers, portfolio performance, revenue strategy, holiday demand689. From Hurricane Loss to 70 Rentals: Scaling STR Business
32:09||Ep. 689👉 Get a Free Revenue Review → https://www.freewyldfoundry.com/reportFind out how much money your portfolio is leaving on the table. Risk-free.What happens when a hurricane wipes out one-third of your short-term rental portfolio in just two weeks, and forces you to rethink everything about how you operate, scale, and survive?In this episode of Get Paid For Your Pad, Kaye Putnam (Head of Marketing at Freewyld and Freewyld Foundry) sits down with Joe Prillaman, co-founder of Host Help, to unpack how a natural disaster became the unexpected turning point that pushed him from managing his own properties to building a professional STR management company overseeing nearly 70 homes.Joe shares the raw reality of losing properties to hurricanes and floods, carrying fixed mortgages and team costs, and realizing that managing for owners is a completely different business than managing your own portfolio. This conversation explores the operational stress, leadership decisions, and system-building required to rebuild stronger—without sacrificing guest experience, five-star reviews, or long-term vision.Whether you manage 10 listings or are already scaling a full property management operation, this episode offers a clear look at what actually breaks as portfolios grow, why quality must be built upfront, and how crisis often accelerates the lessons most operators learn too late.You’ll discover:• How losing one-third of a portfolio forced a major STR business pivot• Why managing owner properties is far harder than managing your own• What changes operationally when you move from 30 to 70 rentals• Why “cute, clean, comfortable” still drives five-star reviews at scale• How guest experience systems prevent small issues from becoming disasters• Why quality onboarding saves years of operational pain• How pricing becomes the highest ROI activity once systems stabilize• Why removing ego is essential as teams and portfolios grow• How disasters expose weaknesses most operators overlook• What it really takes to scale STR management sustainablyJoe and Kaye also explore how hurricanes and floods reshaped Host Help’s risk management approach, why disaster preparedness must be built into STR operations, how AI is reducing daily workload without replacing people, and why most operators underestimate the staffing and systems required to scale beyond survival mode.💡 Topics Covered:• STR portfolio loss and crisis-driven growth• Scaling short-term rental management companies• Guest experience systems and five-star reviews• Onboarding processes and operational checklists• Pricing strategy as a leverage point• Leadership roles and team structure• Disaster preparedness for coastal STR markets• AI in guest communication and operations• Seasonal profitability in beach destinations🔗 Relevant Links:Learn more about Freewyld Foundry → https://www.freewyldfoundry.comFollow Kaye Putnam → https://www.linkedin.com/in/kayeputnamFollow Freewyld Foundry → https://www.linkedin.com/company/freewyldfoundryKeywords:airbnb, short-term rentals, STR property management, scaling STRs, hurricane disaster, STR portfolio loss, vacation rentals, property management systems, guest experience, five-star reviews, STR operations, revenue management, pricing strategy, AI in hospitality, coastal rental markets, STR growth, Freewyld, Freewyld Foundry, Get Paid For Your Pad, Kaye Putnam, Joe Prillaman, Host Help, vacation rental management, scaling property management businesses688. How to Choose the Right Revenue Manager for STRs
30:07||Ep. 688👉 Get a Free Revenue Review → https://www.freewyldfoundry.com/reportFind out how much money your portfolio is leaving on the table. Risk-free.What happens when revenue management is treated like a side task instead of a core function in your STR business?In this episode of Get Paid For Your Pad, Jasper Ribbers breaks down how short-term rental operators should think about revenue management ownership in today’s tighter, more competitive market. With margins shrinking and performance no longer rising automatically year over year, Jasper explains why who owns revenue management can be the difference between breaking even and building a profitable business.Whether you currently manage pricing yourself, are considering hiring in-house, or are evaluating revenue management service providers, this episode walks through the real-world trade-offs of each option. Jasper shares practical insights from years of hands-on experience working with STR portfolios at scale and explains why revenue management now deserves the same level of attention as operations, marketing, and distribution.You’ll discover:• Why revenue management has become one of the most critical roles in STR businesses• The advantages and risks of managing revenue yourself as an owner• Why education is essential before owning or delegating pricing decisions• What makes hiring an in-house revenue manager especially difficult in STRs• Why analytical skills alone are not enough for STR revenue management• How poor revenue management decisions quietly reduce profitability• Why ramp-up time often hurts performance when hiring in-house• How the impact of revenue management differs for managers vs owner-operators• Why revenue gains often outweigh the cost of the right expertiseJasper also explores the risks of key person dependency, why working with a team can reduce operational exposure, and what operators should expect when working with a revenue management service provider. He explains the importance of transparent reporting, access to pricing tools, aligned incentives, and clear communication, along with what to watch out for when evaluating potential partners.💡 Topics Covered:• Revenue management ownership models• DIY vs in-house vs outsourced revenue management• STR profitability and margin pressure• Hiring and training revenue managers• Revenue reporting and performance transparency• Key person risk in STR operations• Pricing tools and access considerations• Incentive alignment and fee structures• Evaluating revenue management partners🔗 Relevant Links:Learn more about Freewyld Foundry → https://www.freewyldfoundry.comFollow Jasper Ribbers → https://www.linkedin.com/in/jasperribbersFollow Freewyld Foundry → https://www.linkedin.com/company/freewyldfoundryKeywords:short-term rentals, STR revenue management, revenue manager hiring, pricing strategy, STR profitability, revenue ownership, in-house revenue manager, outsourced revenue management, pricing tools, STR operations, Airbnb pricing, vacation rentals, revenue reporting, Freewyld, Freewyld Foundry, Jasper Ribbers, revenue optimization, portfolio performance687. Scaling to 100+ STR Units Without Compromising Quality
32:57||Ep. 687👉 Get a Free Revenue Review → https://www.freewyldfoundry.com/reportFind out how much money your portfolio is leaving on the table. Risk-free.What happens when a short-term rental operator scales past 100 units in a highly seasonal market and still refuses to compromise on quality?In this episode of Get Paid For Your Pad, Kaye Putnam (Head of Marketing at Freewyld and Freewyld Foundry) sits down with Troy Daily, CEO of Elevated Stays, to unpack the real operational, leadership, and systems work behind scaling a 100+ unit STR portfolio in Traverse City. Troy shares how his business grew from a small operation into a professional short-term rental company managing over 100 units, while maintaining brand standards, guest experience, and owner alignment.Whether you are managing 20 listings or planning to scale toward 50 or 100+, this episode gives you a grounded look at what actually breaks when STR portfolios grow and what needs to be built to support that growth. Troy explains why systems, people, and quality controls matter more than rapid acquisition, especially in seasonal markets with extreme occupancy swings.You will discover:• How to scale a 100+ unit STR portfolio without losing quality• Why systems become non-negotiable as STR operations grow• How leadership responsibilities change when scaling past 50 units• Why in-house housekeeping and laundry improved operational control• How quality standards directly impact ADR and repeat bookings• Why owner alignment is critical when managing large STR portfolios• How to approach growth in highly seasonal STR markets• What to consider when evaluating new acquisition opportunitiesKaye and Troy also explore the reality of renovating older properties to meet modern guest expectations, including turning a 150-year-old building into a boutique-style STR asset. They discuss investing over $700,000 in renovations, why not every property belongs in a growing portfolio, and how splitting housekeeping and operations roles created clarity and accountability. The conversation also covers planning during low season, managing 90% summer occupancy and 10% winter occupancy, and why experience-driven amenities can elevate both revenue and brand perception.💡 Topics Covered:• Scaling short-term rental portfolios past 100 units• STR operations, systems, and quality control• Leadership and team structure for growing STR businesses• In-house housekeeping and laundry operations• Owner relations and portfolio alignment• Seasonal occupancy planning and off-season strategy• Renovating legacy properties for STR performance• Guest experience, amenities, and ADR growth🔗 Relevant Links:Learn more about Freewyld Foundry → https://www.freewyldfoundry.comFollow Kaye Putnam → https://www.linkedin.com/in/kayeputnamFollow Freewyld Foundry → https://www.linkedin.com/company/freewyldfoundryKeywords:short-term rentals, STR scaling, 100+ STR units, STR operations, property management, seasonal markets, guest experience, quality control, STR systems, boutique short-term rentals, Airbnb portfolio, vacation rentals, STR leadership, owner relations, ADR optimization, portfolio growth, professional hosting, Freewyld, Freewyld Foundry, Get Paid For Your Pad686. The 2026 STR Revenue Playbook
22:07||Ep. 686👉 Get a Free Revenue Review → https://www.freewyldfoundry.com/reportFind out how much money your portfolio is leaving on the table. Risk-free.What should STR operators actually focus on in 2026 when demand is flat and growth is harder to find?In this episode of Get Paid For Your Pad, Jasper Ribbers shares five practical pieces of advice to help short-term rental operators strengthen their revenue management and stay ahead of the market in 2026. Drawing from what he sees across more than 50 active portfolios, Jasper explains why the next wave of revenue gains will come from better control, pacing, and flexibility rather than expecting demand to save the business.This episode is especially relevant for STR operators managing their own pricing and for revenue managers overseeing multiple portfolios. Jasper breaks down where operators are most often leaving money on the table, how small decisions compound over time, and why many portfolios with strong occupancy are still underperforming on revenue.You will discover:• Why investing in revenue management education pays off year after year• How misusing pricing tools limits performance without operators realizing it• Why pacing is the most important concept in STR revenue management• How to use Market Penetration Index (MPI) to manage the full booking window• Why last minute bookings often drag down ADR• How daily and weekly revenue cadences improve consistency• What a pacing adjustment did for a portfolio that increased RevPAR by 35%Jasper also explains why operators need to prepare for World Cup driven demand in summer 2026, how international travelers behave differently when booking US travel, and why distribution on Booking.com will matter more than ever. He dives into availability settings, minimum stay restrictions, and cancellation policies, showing how overly restrictive rules quietly block demand and reduce total revenue.💡 Topics Covered:• STR revenue management strategy for 2026• Pricing tools and education for operators• Pacing, booking windows, and forward occupancy• Market Penetration Index (MPI)• World Cup 2026 travel demand• Booking.com and international distribution• Availability settings and minimum stay rules• Cancellation policies and booking flexibility• Daily and weekly revenue management cadences🔗 Relevant Links:Learn more about Freewyld Foundry → https://www.freewyldfoundry.comFollow Jasper Ribbers → https://www.linkedin.com/in/jasperribbersFollow Freewyld Foundry → https://www.linkedin.com/company/freewyldfoundryKeywords:short-term rentals, STR revenue management, pricing strategy, pacing, Market Penetration Index, MPI, booking window, STR pricing, Airbnb pricing, Booking.com, revenue optimization, STR operators, vacation rentals, World Cup travel demand, availability settings, cancellation policies, Freewyld, Freewyld Foundry, Get Paid For Your Pad, Jasper Ribbers, STR growth, revenue strategy685. Stop Guessing Prices: Build a Real Revenue Management Routine
28:18||Ep. 685👉 Get a Free Revenue Review → https://www.freewyldfoundry.com/reportFind out how much money your portfolio is leaving on the table. Risk-free.What if the biggest revenue mistake most STR operators make isn’t their pricing tool… but the lack of a daily and weekly pricing routine?In this episode of Get Paid For Your Pad, Jasper Ribbers breaks down the real-world revenue management cadence professional STR operators follow to stay ahead of their market. Instead of talking theory, Jasper walks through what actually happens inside a daily pricing review, how to read bookings as data, and why consistent routines matter more than any single pricing rule.Whether you manage 10 listings or 100+, this episode gives you a clear, practical framework for structuring your revenue management time. Jasper explains why most hosts underperform not because they lack tools, but because they don’t know what to look at, when to look at it, or how to interpret booking behavior once it shows up.You will discover:• Why revenue management must be scheduled, not reactive• How reviewing every booking reveals pricing and demand signals• Why early bookings can indicate underpricing or upcoming events• How to spot mistakes in minimum stays and pricing settings• What last-minute inventory tells you about demand and visibility• Why small daily price changes can increase exposure on OTAs• How weekends require different attention than weekdays• Why experience matters more than formulas in pricing decisionsJasper also explains how to review pacing on a weekly basis using Market Penetration Index (MPI), why you shouldn’t overcorrect pricing too quickly, and how small adjustments compound into meaningful revenue gains over time. He shares examples of bookings that reveal hidden demand, misconfigured rules, and missed opportunities that most operators never notice.💡 Topics Covered:• STR revenue management routines• Daily and weekly pricing workflows• Booking reviews as pricing signals• Market Penetration Index (MPI) explained• Booking windows and pacing analysis• Last-minute pricing adjustments• Minimum stay rules and calendar settings• Peak demand dates and minimum pricing• Portfolio-level revenue strategy🔗 Relevant Links:Learn more about Freewyld Foundry → https://www.freewyldfoundry.comFollow Jasper Ribbers → https://www.linkedin.com/in/jasperribbersFollow Freewyld Foundry → https://www.linkedin.com/company/freewyldfoundryKeywords:airbnb, revenue management, short-term rentals, STR pricing, booking windows, pacing, MPI, Market Penetration Index, Airbnb pricing strategy, vacation rentals, portfolio management, dynamic pricing, last-minute bookings, minimum stay rules, peak demand dates, STR revenue optimization, pricing routine, Freewyld, Freewyld Foundry, Jasper Ribbers, Get Paid For Your Pad, STR profitability