Southeast Florida
Optimize.
Scale.
Vacasa's underperformance creates a clear path to value creation in SE Florida
The portfolio was mismanaged on pricing and occupancy. Closing even half the gap to the AirDNA market average unlocks material revenue upside without adding a single unit.
The pre-close window is for learning, building relationships, and getting a head start — not waiting
Ricardo should arrive at close knowing the GM and LOMs by name, holding a lead gen list, and with owner communications ready to send on Day 1. The personal relocation clock starts here too.
| Task | Owner | Support | Detail |
|---|---|---|---|
| Attend Casago University | Ricardo | Casago | Complete Casago's franchisee onboarding training program before close. Learn the brand standards, tech stack, owner onboarding process, and revenue management approach firsthand. Ask Casago if a formal program exists and get scheduled immediately upon LOI execution. |
| Get connected to a career / executive coach | Orlando | Ricardo | Orlando makes the introduction. Ricardo is stepping into a CEO-level operator role for the first time — a coach helps him prioritize, manage the stress of simultaneous business and personal transition, and accelerate his leadership ramp. Engage before close so the relationship is established before the pressure begins. |
| Develop lead gen list by zip code | Ricardo | Pablo | Pull STR homeowner data for all 160+ zip codes across Miami-Dade, Broward, and Palm Beach counties via PropStream, STR Insights, or county property records. Pablo can run the data pull and scrub if Ricardo is time-constrained pre-close. This list is the sales team's first tool on Day 1. |
| Meet the GM and LOMs | Ricardo | Orlando | Schedule in-person meetings with the Miami GM and all Local Operations Managers before close — ideally during a site visit. These are the people Ricardo will depend on most in Weeks 1–4. Understand their tenure, relationships with owners, and any concerns about the transition. |
| Shadow an owner onboarding meeting | Ricardo | Casago / GM | Observe a live onboarding session — either through Casago's training or with the GM on an active unit. Understand the process end-to-end: contract signing, property setup, listing creation, owner communication. Ricardo will own this process from Day 1. |
| Prepare owner communications | Ricardo | Orlando, Pablo | Draft and finalize: (1) announcement email introducing new ownership and what changes (software, reporting, point of contact), (2) a short intro video from Ricardo — personal, warm, and reassuring. The video is the highest-leverage retention tool at close. Have both ready to send/publish on Day 1. |
| Sign apartment lease by April 15 | Ricardo | Lynn | Target a 5/1 or 6/1 lease start. Lynn is local to the area and can tour units on Ricardo's behalf, shortlist options, and coordinate logistics. Ricardo makes the final call but doesn't need to be physically present to start the search. Lease signed by 4/15 is the hard deadline. |
| Research schools for Greyson | Ricardo | Lynn | Identify school options for Greyson before the lease is signed — school district should influence neighborhood selection, not the other way around. Lynn's local knowledge is an asset here. Confirm enrollment requirements and timing for the target start date. |
Days 1–60: the TSA window is the highest-intensity period — every week of inaction is pipeline lost
We inherit ~85 units with 4 actively terminating and 7 more at risk. The business and personal tracks run simultaneously — both demand deliberate ownership.
| Priority | Timing | Owner | Support | Action |
|---|---|---|---|---|
| Deploy owner intro video + announcement email | Day 1 | Ricardo | Pablo, Orlando | Send the pre-prepared announcement email and publish Ricardo's intro video to all 85 owners. First impression of new ownership sets the retention tone immediately. |
| Contact 7 at-risk Palm Beach units | Day 1 | Orlando | Ricardo, GM | Owner considering selling the building. Contact immediately — offer to keep the buyer on the program. Reservations currently on hold. Orlando leads this call given his investor credibility. |
| Audit all 85 homeowner contracts | Week 1 | Ricardo | GM | Review each agreement for notice period (90-day out), revenue history, and at-risk flags. Churn driver #1 has been owner revenue dissatisfaction. |
| Set up PEO for all employees | Week 1 | Ricardo | Lynn | Lynn takes the lead on PEO selection, benefits configuration, and initial enrollment paperwork. Ricardo approves the provider choice and signs. Target: Gusto, Justworks, or TriNet. Must be live before first payroll run. |
| Set up company insurance | Week 1 | Ricardo | CRA (via Orlando) | Community Risk Advisors (CRA), part of Orlando's CAM Collective, handles the policy setup. Ricardo coordinates with CRA on coverage needs: general liability, workers' comp, E&O, property. Orlando makes the introduction. |
| Set up tech stack | Week 2–4 | Ricardo | Casago, Pablo | Stand up PMS (Guesty or Streamline), Wheelhouse dynamic pricing, and Casagrow CRM. Pablo can assist with configuration and testing if Ricardo's bandwidth is constrained by operations. Do not migrate live owner data until the stack is tested. |
| Define onboarding process + ownership | Week 2–3 | Ricardo | GM, Casago | Document the full owner onboarding flow: contract → setup → listing → live. Assign clear ownership for each step (Ricardo vs. GM vs. ops). This is the process the sales team hands off to — it must be defined before the first AE close. |
| Vendor re-negotiation | Week 2 | Ricardo | GM | Vacasa paid net-30/45, resulting in lower quality at higher cost. Establish direct vendor relationships — start with housekeeping, currently fully outsourced. |
| Revenue management reset | Week 3–4 | Ricardo | Pablo | Re-price all units via Wheelhouse. Vacasa ADR of $201 is 24% below the $263 market average. Pablo can assist with Wheelhouse setup and running repricing analysis across the portfolio. |
| Hire payroll accountant | Month 1 | Ricardo | Lynn | Lynn screens resumes and conducts first-round interviews. Ricardo makes the final hire decision. Target: CPA or bookkeeper with property management or hospitality accounting experience. Must be in seat before Month 2 payroll cycles begin. |
| Hire Account Executive (AE) | Month 1–2 | Orlando | Ricardo, Lynn | Post on Day 1 (pre-prepared from pre-close). Orlando leads interviews given his sales judgment. Lynn screens inbound resumes. Target: STR or PM sales background, $35–45K base + commission. AE is the revenue growth engine — no delay acceptable. |
| Hire 3 BDRs | Month 1–2 | Orlando | Ricardo, Lynn | BDRs feed the AE pipeline — cold outreach, door-knocking, direct mail follow-up. Lynn screens resumes. Hire in parallel with the AE. The lead gen list built pre-close is their first tool. |
| Proactive outreach to all 85 owners | Month 1–2 | GM | Pablo, Orlando | Personal outreach to every owner. Pablo can conduct direct owner meetings — he's capable of representing new ownership professionally and building rapport. GM leads; Pablo adds capacity where needed. |
| Digital marketing setup | Month 1–2 | Ricardo | Joseph | Joseph (digital marketing contractor) sets up the Casago SE Florida web presence and launches targeted digital ads in the territory. Ricardo sets direction and budget; Joseph executes. Clarify scope of work with Joseph early — website, paid ads, SEO, or all three. |
| Task | Deadline | Support | Detail |
|---|---|---|---|
| Arrive in SE Florida — Day 1 | Day 1 | — | Ricardo must be on the ground the morning of or day before close. Physical presence from Day 1 is non-negotiable. Temporary housing (booked pre-close) is the base of operations. |
| Sign permanent lease by April 15 | April 15 | Lynn | Hard deadline for a 5/1 or 6/1 lease start. Lynn has been helping shortlist options and tour units pre-close. Lease is required for school enrollment and FL driver's license — it unlocks the rest of the relocation checklist. |
| Enroll Greyson in local school | Month 2 | Lynn | Complete enrollment once the lease is signed and the address is established. Lynn's local knowledge is invaluable here — she can handle in-person enrollment appointments on Ricardo's behalf if needed. Florida public schools require lease + immunization records + prior school records. |
| Move family to SE Florida by July 1 | July 1 | Pablo, Lynn | Hard deadline. Book movers 3+ weeks in advance — SE Florida is high-demand. Pablo can assist with logistics coordination. Lynn can help set up the home pre-arrival so the family walks into a functional space, not boxes. Time the move for a low-intensity period (avoid start-of-month payroll and owner payout week). |
| FL driver's license + vehicle registration | Within 30 days of lease | — | Florida requires a FL license within 30 days of establishing residency. DHSMV appointments recommended — walk-in wait times can be 2–3 hours. Ricardo and spouse complete this as soon as the lease is signed. |
| Health insurance transition | Month 1 | Lynn | Enroll Ricardo and family in the Newco group health plan through the PEO from Day 1. Lynn coordinates PEO benefits setup — confirm network coverage includes pediatric providers in the chosen neighborhood. |
Building the sales team is a Day 1 priority — not Month 3
Vacasa had no effective local sales presence in SE Florida. A market with 27,973 active STR listings should support an AE closing 6–10 homes per month. Every week without one is pipeline we'll never recover.
Sales team structure
| Role | Function | Timing |
|---|---|---|
| Account Executive (AE) | Closes homeowners — pipeline to signed contract | Month 1–2 |
| BDR × 3 | Top-of-funnel: cold outreach, direct mail follow-up, door-knocking | Month 1–2 |
| Joseph (contractor) | Digital ads + web presence — inbound lead generation | Month 1 |
Lead data strategy
| Source | What we get | Priority |
|---|---|---|
| Vacasa Salesforce CRM | Churned owners + warm prospects already in pipeline | Day 1 |
| Lead gen list PropStream, STR Insights | Homeowner names + addresses for all STR zips (built pre-close) | Day 1 |
| AirDNA / Transparent | Active listing data by zip — self-managed homes as targets | Week 2 |
| County property records | Owner name + mailing address for direct mail | Week 2 |
| Realtor network | Warm referrals from agents with STR investor clients | Month 2 |
| Digital ads (Joseph) | Inbound leads via targeted paid campaigns in territory | Month 2 |
| County | Markets | AirDNA active listings | Vacasa current share | Priority |
|---|---|---|---|---|
| Miami-Dade | Miami · Miami Beach | ~18,000 est. | <0.5% | Highest |
| Broward | Fort Lauderdale corridor | ~7,000 est. | <1% | Highest |
| Palm Beach | Palm Beach corridor | ~3,000 est. | <1% | High |
| Total territory | 4 markets · 160+ zip codes | ~27,973 | 0.3% | Massive TAM |
Better revenue management and a local sales function are the two highest-leverage growth levers
Primary churn driver is owner revenue dissatisfaction. Fixing ADR and occupancy retains existing owners and makes winning new ones easier.
Owner acquisition channels
| Channel | Approach |
|---|---|
| Direct mail | Monthly drops to STR homeowners in our zip codes. Lead with ADR improvement proof points under new ownership. |
| Realtor referrals | The "gold standard" per Casago. Orlando's network in South Florida is a warm starting point. |
| Vacasa re-wins | Inherit Salesforce CRM with all churned owners. Target ex-Vacasa owners who left over revenue dissatisfaction. |
| Digital ads (Joseph) | Targeted paid campaigns in territory. Joseph executes; Ricardo sets budget and direction. |
| Owner direct outreach | BDRs run cold outreach from the pre-close lead gen list. Pablo can join owner meetings to add capacity. |
| Scenario | Closes / month |
|---|---|
| Casago base quota | 3–4 ("too low" for FL) |
| Solid performer — our target | 6–10 |
| Top 10–15% performer | 10–15 |
Revenue management uplift
| Rating | Annual churn rate |
|---|---|
| 4.7+ stars | ~10% industry avg |
| Below 4.7 stars | ~20% (2× penalty) |
| Vacasa current (est.) | Below 4.7 — primary churn driver |
Business reaches EBITDA breakeven in December 2026 and sustains profitability through FY2027
The model is cash-flow negative through most of Year 1 as costs ramp ahead of unit growth. The WC facility and Seller Note are designed to carry us through this period.
Deal structure
| Item | Amount |
|---|---|
| Purchase price (~85 units × $3K) | ~$255K |
| Franchise fees (4 markets, 50% off) | $224K |
| Seller Note combined (@ 8%) | ~$479K |
| Working capital facility (@ 8%) | $250K |
| Remak cash equity contribution | $150K |
| Clawback provision | $3K/unit · 24 mo |
Key financial milestones
| Milestone | Target |
|---|---|
| First EBITDA+ month | Dec 2026 |
| WC facility repaid in full | Nov 2026 |
| FY2027 full-year EBITDA positive | $219K |
| Minimum annual royalty kicks in | Year 2 ($52.5K) |
| First owner distribution | FY2029 ($517K) |
| Seller Note refinance | End of Year 5 |
| Item | Status | Notes |
|---|---|---|
| Personal guarantee (PG) | Red line | Remak refuses full PG. Joe Riley's counter: PG only for WC facility + franchise fees, or a convertible note / equity position. Needs resolution before signing. |
| TSA monthly cost | TBD | Priced at cost + 10%. Seller to provide monthly estimate. Model assumes $10K/month for 6 months ($60K total). |
| Franchise fee note structure | Open | Remak assumes rolling $224K into Seller Note means Casago receives cash from another entity. Seller to confirm prior to execution. |
| Ricardo "profitable" trigger | Open | Base salary increases from $160K to $215K once profitable. Define trigger: first EBITDA+ month, or trailing average? |
A lean leadership team with clear roles — and the right people supporting from behind the scenes
Ricardo runs the business day-to-day. Orlando, Pablo, and Lynn are active contributors in their lanes — not passengers. Inherited staff from Vacasa fill the operational core from Day 1.
Three parallel workstreams must be live before the first employee is paid or the first reservation is processed
HR infrastructure, accounting (QBO), and the PMS are pre-revenue requirements. Delays in any one creates payroll, compliance, or operations risk.
| Task | Timing | Owner | Support | Detail |
|---|---|---|---|---|
| Form Newco LLC | Pre-close | Orlando + counsel | Ricardo | File articles of organization in Florida. Obtain EIN from IRS (Form SS-4). This is the employer of record for all hires. |
| Open business bank account | Pre-close | Ricardo | — | Requires EIN + articles. Separate operating account from owner trust account — Florida law requires segregated trust accounting. |
| Select PEO or payroll provider | Week 1 | Ricardo | Lynn | Lynn takes the lead on vetting options and configuring benefits enrollment. Options: Gusto, Justworks, TriNet. Ricardo approves. Must be live before first payroll run. |
| Register as FL employer / SUI | Week 1 | Ricardo | Lynn, counsel | Register with Florida Dept. of Revenue for SUI. County-level business licenses required in Miami-Dade, Broward, Palm Beach. Lynn assists with paperwork. |
| Set up company insurance policies | Week 1 | Ricardo | CRA (Orlando) | CRA (Community Risk Advisors, Orlando's CAM Collective) handles policy setup: general liability, workers' comp, E&O, property. Orlando makes the introduction on Day 1. |
| Draft offer letter templates + commission plan | Week 1–2 | Ricardo | Lynn, Orlando | Lynn drafts templates for: salaried exempt, hourly non-exempt, and sales rep with commission addendum. Florida requires commission agreements in writing. Have counsel review before first use. |
| Resume screening + first-round interviews (AE + BDRs) | Week 1–3 | Orlando | Lynn | Lynn screens inbound resumes and conducts first-round phone screens. Orlando conducts substantive interviews given his sales judgment. Ricardo makes final calls on AE hire. |
| Task | Timing | Owner | Support | Detail |
|---|---|---|---|---|
| Subscribe and configure QBO Advanced | Week 1 | Ricardo | Bookkeeper | QBO Advanced supports class and location tracking to segment revenue by market: Miami, Miami Beach, Fort Lauderdale, Palm Beach. |
| Build chart of accounts | Week 1 | Bookkeeper | Ricardo | Revenue: Management Fee, HK, Onboarding Fee, Maintenance. Expenses: Field Ops Payroll, G&A Payroll, HK (outsourced), Royalty Fee, TSA Expense, Merchant Fees. Separate liability account for owner trust funds. |
| Enable class + location tracking | Week 1 | Bookkeeper | — | Classes = cost category (Field Ops, G&A, Sales). Locations = market. Allows P&L by market — critical for royalty calculations. |
| Connect bank feeds | Week 1 | Ricardo | Bookkeeper | Connect operating and trust accounts. Set up bank rules for recurring transactions. Do not co-mingle trust account with operating. |
| Owner trust accounting workflow | Week 2 | Bookkeeper | Ricardo | Monthly: collect gross booking revenue into trust → pay owner net by the 15th → recognize mgmt fee revenue in QBO at time of payout. Reconcile trust monthly. |
| Royalty fee tracking setup | Week 2 | Bookkeeper | — | Royalty calculated on GRR only — not HK fees, damage waivers, or onboarding fees. Set up monthly calculation template. Submit to Casago by agreed reporting deadline. |
| Task | Timing | Owner | Support | Detail |
|---|---|---|---|---|
| Confirm PMS selection with Casago | Pre-close | Ricardo | Casago, Pablo | Casago includes Guesty or Streamline in the royalty fee. Confirm which is provided. Guesty stronger for multi-channel OTA; Streamline deeper on owner accounting. |
| Request data export from Vacasa | Pre-close | Orlando | Casago, Ricardo | Negotiate: all active property records, upcoming reservation details, owner agreement terms, historical performance data per unit. |
| Set up PMS + import 85 listings | Week 1–2 | Ricardo | GM, Pablo | Bulk import from Vacasa export. Flag ~19% without keyless entry for manual access protocol. Pablo can assist with configuration and data entry. |
| Migrate future reservations | Week 1–2 | Ricardo | GM | All pre-existing reservations must be honored per LOI Section 12. This is operationally the highest-risk step of the transition. |
| Connect OTA channels | Week 2 | Ricardo | Casago | Connect: Airbnb (dominant), VRBO, Booking.com, Vacasa.com, Casago.com, and international agencies for Miami Beach. |
| Configure Wheelhouse dynamic pricing | Week 2–3 | Ricardo | Pablo | Connect Wheelhouse to new PMS. Set base price, min/max floors, seasonality weights. Pablo can assist with Wheelhouse setup and portfolio repricing analysis. |
| Configure guest messaging automation | Week 2–3 | Ricardo | Guest Services Rep | Set up sequences: booking confirmation → 7-day pre-arrival → day-of welcome → mid-stay check-in → checkout reminder → post-stay review request. |
| Owner portal + monthly statement setup | Month 2 | Ricardo | Bookkeeper | Each owner sees: upcoming reservations, occupancy calendar, monthly revenue statements by the 15th. Transparent reporting is the #1 retention lever. |
Trust accounts must be open, funded, and reconciled before the first guest deposit is received
Florida law requires vacation rental managers to hold guest deposits and owner funds in a separate, segregated trust account. Commingling with operating funds is a serious legal violation.
| Requirement | Authority | Detail |
|---|---|---|
| Segregated trust account | FL Stat. §509 / §83 | All guest deposits, prepaid rents, and owner payables must be held in a trust account separate from operating funds. Applies regardless of whether a real estate license is held. |
| Florida vacation rental license | DBPR / FL Stat. §509 | Each property must be licensed as a vacation rental with DBPR. Property-level license (not company-level). Vacasa held these — confirm transfer or re-registration for all 85 units as part of the TSA. |
| Transient rental tax registration | FL Dept. of Revenue | Register before processing the first reservation. 6% state sales tax + county surtax (Miami-Dade 7%, Broward 6%, Palm Beach 7%). Model assumes 12% blended transient tax on pre-tax GBV. |
| HOA and condo restrictions | Local / HOA rules | 4–5 condo units have HOA-set 30-day minimum stays. Cannot be marketed as standard nightly rentals — flag separately in the PMS. |
| Account | Type | Timing | Purpose |
|---|---|---|---|
| Operating account | Business checking | Pre-close | Company funds only: payroll, vendor payments, rent, Casago royalties, TSA. All earned revenue swept here after monthly owner payout cycle. |
| Guest deposit trust account | Business checking — trust | Pre-close | Holds all guest payments from booking until checkout. Do not recognize as revenue or sweep to operating until payout cycle. |
| Owner reserve account | Business checking — trust | Week 1 | Holds owner net proceeds between checkout and 15th-of-month payout. Keep separate from guest deposit trust for clean reconciliation. |
| Tax withholding account | Business savings | Week 2 | Transient rental taxes (12% of GBV) must be remitted monthly. Hold dedicated — never accidentally spend. Auto-transfer from each booking. |
| Working capital facility account | Separate business checking | At close | $250K WC facility funded at closing. Hold in dedicated account. Track draws and repayments as a liability in QBO. |
| Item | Timing | What to demand and verify |
|---|---|---|
| Trust account balance schedule | Pre-close | Demand complete schedule from Vacasa: every future reservation, amount collected, net owner payable. Reconcile line-by-line before signing purchase agreement. |
| Seller funding of trust liabilities | At close | LOI Section 6 requires Seller to fund Newco with all guest deposits, prepaid reservations, and owner payables. Wire must land in trust account — not operating. Verify wire matches schedule to the dollar. |
| Transient tax liability | Pre-close | Confirm all transient rental taxes for pre-close bookings have been remitted. Request last 3 months of FL Dept. of Revenue filings as part of due diligence. |
| DBPR vacation rental licenses | Week 1–2 | Each property's DBPR license is in Vacasa's name. Determine whether licenses transfer or must be re-applied for (2–4 weeks). Properties cannot legally operate during a lapsed license period. |
90-day accountability chart — one owner per workstream, no exceptions
Every critical task in the first 90 days has a single accountable owner. Shared ownership means no ownership. Lynn, Pablo, and Joseph are in the Support column — not the accountable column.
| Workstream / Task | Deadline | Orlando | Ricardo | Pablo | Lynn | GM / Ops | Joseph / CRA |
|---|---|---|---|---|---|---|---|
| PRE-CLOSE | |||||||
| Casago University training | Pre-close | — | — | — | — | ||
| Connect Ricardo with executive coach | Pre-close | — | — | — | — | ||
| Build lead gen list by zip code | Pre-close | — | — | — | — | ||
| Meet GM and LOMs in person | Pre-close | — | — | — | — | ||
| Shadow owner onboarding meeting | Pre-close | — | — | — | — | ||
| Prepare owner announcement email + intro video | Pre-close | — | — | — | |||
| Sign apartment lease by 4/15 | April 15 | — | — | — | — | ||
| LEGAL & ENTITY | |||||||
| Form Newco LLC + obtain EIN | Pre-close | — | — | — | — | ||
| Register FL employer / SUI / transient tax | Pre-close | — | — | — | |||
| DBPR vacation rental license transfer | Pre-close | — | — | — | |||
| HR, INSURANCE & PEOPLE | |||||||
| Select PEO / payroll provider | Week 1 | — | — | — | |||
| Set up company insurance (CRA) | Week 1 | — | — | — | |||
| Onboard GM + inherited field staff | Day 1 / Week 1 | — | — | — | — | ||
| Draft offer letters + commission plan | Week 1–2 | — | — | — | |||
| Screen + interview AE candidates | Week 1–3 | — | — | — | |||
| Hire AE + 3 BDRs | Month 1–2 | — | — | — | |||
| Hire payroll accountant | Month 1 | — | — | — | |||
| BANKING & TRUST ACCOUNTS | |||||||
| Open operating + trust accounts | Pre-close | — | — | — | — | ||
| Verify + receive Seller trust funding wire | At close | — | — | — | — | ||
| TECH STACK & PMS | |||||||
| Confirm PMS + negotiate Vacasa data export | Pre-close | — | — | — | — | ||
| Set up PMS + import 85 listings | Week 1–2 | — | — | — | |||
| Migrate future reservations | Week 1–2 | — | — | — | — | ||
| Connect OTA channels | Week 2 | — | — | — | — | — | |
| Configure Wheelhouse pricing | Week 2–3 | — | — | — | — | ||
| Digital ads + website launch (Joseph) | Month 1–2 | — | — | — | |||
| OWNER RETENTION & SALES | |||||||
| Deploy owner intro video + announcement | Day 1 | — | — | — | |||
| Contact 7 at-risk Palm Beach units | Day 1 | — | — | ||||
| Audit all 85 homeowner contracts | Week 1 | — | — | — | |||
| Proactive outreach to all 85 owners | Month 1–2 | — | — | ||||
| RICARDO — PERSONAL & RELOCATION | |||||||
| Sign lease by April 15 (5/1 or 6/1 start) | April 15 | — | — | — | — | ||
| Enroll Greyson in local school | Month 2 | — | — | — | — | ||
| Move family to SE Florida by July 1 | July 1 | — | — | ||||
| FL driver's license + vehicle registration | Within 30 days of lease | — | — | — | — | — | |
Two reporting rhythms: bi-weekly cash visibility and a quarterly EOS-format business review
Ricardo owns both. Orlando and Pablo are recipients — not producers. The goal is zero surprises on cash and a structured quarterly conversation that moves from scorecard to issues to rocks.
Format & delivery
| Item | Detail |
|---|---|
| Frequency | Every other Friday, starting Week 2 post-close |
| Recipients | Orlando (primary), Pablo (CC) |
| Produced by | Ricardo (with bookkeeper support on QBO pulls) |
| Format | 1-page email with attached QBO snapshot |
| Deadline | Sent by 5pm Friday; if a holiday, prior Thursday |
Required content — every report
| Section | What to include |
|---|---|
| Cash position | Operating account balance, trust account balance, WC facility drawn vs. available |
| 2-week cash forecast | Expected inflows (OTA remittances), expected outflows (payroll, vendors, royalty, TSA), net projected ending balance |
| Unit count | Active units vs. prior period; any new signs or churns |
| Revenue snapshot | GBV and GRR month-to-date vs. prior month same period |
| Flags | Any cash risk, vendor issues, owner termination notices — max 3 bullets, action-oriented |
| Metric | Owner | Target (Year 1) | Why it matters |
|---|---|---|---|
| Active units under management | Ricardo / GM | 85 → 110 by Q4 | Primary growth driver; every unit adds ~$8,500 managed revenue/year |
| Net unit change | Ricardo / AE | +5/month by Month 3 | Churn-adjusted growth — the number that actually matters |
| Average ADR | Ricardo (Wheelhouse) | $211 by Q2 | Single biggest lever on owner revenue satisfaction |
| Average occupancy rate | Ricardo (Wheelhouse) | 50%+ by Q3 | Tracks revenue management progress toward market avg of 63.8% |
| Owner churn rate | GM | <15% annualized by Q3 | Leading indicator of owner satisfaction |
| Average guest review score | Guest services rep | 4.6+ by Q2, 4.7+ by Q4 | Below 4.7 drives 2× churn; above 4.7 is the retention floor |
| WC facility balance | Ricardo | Declining toward $0 by Nov 2026 | Tracks liquidity health; should trend down as revenue ramps |
Ricardo's relocation runs in parallel with the business — it cannot fall to the back of the queue
Hard dates: lease signed by April 15, family moves by July 1, Greyson enrolled before school starts. Lynn is local and can handle logistics Ricardo can't manage remotely.
| Deadline | Task | Support | Detail |
|---|---|---|---|
| April 15 | Sign apartment lease | Lynn | Target a 5/1 or 6/1 start date. Lynn is local to the area and can tour units, shortlist options, and coordinate. Ricardo signs. Lease unlocks school enrollment and FL driver's license — everything else follows from this date. |
| Day 1 | Arrive in SE Florida (solo) | — | Ricardo must be physically present on closing day. Temporary furnished housing is the base of operations for the first 60 days. Do not book through Casago-managed units. |
| Month 1–2 | Enroll Greyson in local school | Lynn | School district determines neighborhood, not the other way around. Lynn's local knowledge is the key asset here — she can handle in-person enrollment appointments. FL public schools require: lease, photo ID, immunization records, prior school records. |
| Month 2 | FL driver's license + vehicle registration | — | Required within 30 days of establishing residency. DHSMV appointments recommended — walk-in wait times can be 2–3 hours. Ricardo and spouse complete this as soon as the lease is signed. |
| Month 2 | Health insurance transition | Lynn | Enroll Ricardo and family in Newco group health plan through the PEO from Day 1. Lynn coordinates PEO benefits setup — confirm network coverage includes pediatric providers in the chosen neighborhood. |
| July 1 | Family moves to SE Florida | Pablo, Lynn | Hard deadline. Book movers 3+ weeks in advance — SE Florida is high-demand for movers. Pablo assists with logistics coordination; Lynn can help set up the home pre-arrival. Time the move to avoid start-of-month payroll and owner payout week. |
| City base | Neighborhoods to evaluate | School notes |
|---|---|---|
| Miami | Coconut Grove, Coral Gables, Pinecrest, South Miami | Miami-Dade public schools — district enrollment, test scores vary significantly by zone. Strong private school options in Coral Gables and Pinecrest. |
| Fort Lauderdale | Weston, Plantation, Davie (schools), Las Olas (walkable, no kids) | Broward County schools — Weston and Plantation consistently rated highly. Better commute balance to Palm Beach than Miami. |