How the Program Works

Eight Sessions.
120 Days. One Property Acquired.

No recorded lectures. No course modules. Every session is live, one-on-one, and built around your specific deal, your market, and your decisions. Here is exactly what happens from the day you enroll to the day your first booking comes in.

Book a Free Strategy Call Back to Main Site
8
Bi-Weekly 1:1 Sessions
120
Days to Closing
48h
Response on Deal Questions
4.83★
Active Superhost Operator

How Every Bi-Weekly Friday Works

Every session has the same three-part structure. You prepare before. We work live together. You execute after. No session is ever wasted on catch-up or theory.

Before the Session

Pre-Session Homework

A short, specific assignment due 24–48 hours before the call. You send it to Naren on WhatsApp labeled with the session number. He reviews it before the call so live time goes straight into your deal, not orientation.

During the Session · 60 min

Live, On Your Deal

We pull up real properties, run numbers together on screen, make go/no-go calls on specific listings. Operator-led, not classroom-style. Your market, your deal, your question — answered in real time by someone who owns and operates active STRs today.

After the Session

Clear Action Items

3–5 specific action items with deadlines, sent to you on WhatsApp immediately after the call. WhatsApp stays open for deal-moment questions between sessions. Next session already booked on Calendly.

Exactly What Happens,
Session by Session

Every session has defined pre-work, a live agenda, and post-session actions. Click any session to see the full detail.

S1
Week 1 · Day 1–2
Goals, Capital & Tax Picture
Friday · 60 min
Pre-Session Homework
  • Complete the intake form — income, capital available, risk tolerance, timeline
  • Write down your top 3 concerns about buying an STR
  • Note any markets you are already curious about and why
Live Session Agenda
  • Review your financial picture together — income, down payment capacity, reserves
  • W-2 tax offset strategy — how STRs create paper losses that reduce your taxable income
  • STR Professional Status — do you qualify, does it matter for your situation
  • Define acquisition criteria: property type, size, budget ceiling, personal use goals
  • Set a target close date and work backwards to build the 120-day plan
After Session — Actions
  • Send Naren your updated intake form if anything changed on the call
  • Start a vacation market wishlist — 3 places you would personally go
  • Connect with the referred lender — intro call only, no commitment
Session Outcome
Clear picture of your tax opportunity and a defined investment criteria. Naren begins drafting your Investment Blueprint. You leave knowing exactly what you are looking for and why.
S2
Week 3 · Day 14–16
Blueprint Sign-Off & Financing
Friday · 60 min
Pre-Session Homework
  • Review the Investment Blueprint Naren sends — note any criteria you want to change
  • Call the referred lender — intro call, share your income and target price range
  • Think through 10% down vs. 20% — what are you optimizing for?
Live Session Agenda
  • Walk through the Blueprint line by line — revise until both parties sign off
  • STR lending options: second-home mortgage vs. DSCR — which fits your situation
  • Down payment strategy: Naren's take on keeping capital liquid vs. more down
  • STR insurance overview: what to get, what to skip
  • Lock final go/no-go criteria — the filter every deal gets measured against
After Session — Actions
  • Complete lender pre-qualification process
  • Confirm your max budget and down payment amount in writing
  • WhatsApp Naren the revised Blueprint for final sign-off
Session Outcome
Signed Investment Blueprint. Lender warm intro made. Financing pre-qual started. Go/no-go criteria locked — not a single deal is evaluated before this is in place.
S3
Week 5 · Day 28–30
Market Selection
Friday · 60 min
Pre-Session Homework
  • Browse Airbnb as a guest in 2–3 vacation markets you are curious about
  • Note what top listings charge, what amenities they highlight
  • Think about: what kind of guest would stay at your property?
Live Session Agenda
  • Naren presents 3–5 pre-screened markets with AirDNA demand and regulation data
  • Supply trends — avoiding oversaturated markets in your budget range
  • Price-to-revenue benchmarks: what does a strong deal look like in each market?
  • Amenity stack strategy: hot tub, pool, game room — what drives the premium
  • Select 2 primary target markets together
After Session — Actions
  • Take the intro call with the STR-focused realtor Naren refers
  • Set up Zillow and Realtor.com alerts for both markets at your budget range
  • Start the Deal Tracker spreadsheet
Session Outcome
2 confirmed target markets with supporting data. Realtor warm intro sent. Deal flow pipeline activated — first properties start coming in this week.
S4
Week 7 · Day 42–44
First Deal Review
Friday · 60 min
Pre-Session Homework
  • Fill the Deal Tracker with every property your realtor has sent — address, price, beds, gut score 1–5
  • Look up the top 3 Airbnb listings near each property you like — nightly rate, amenities
  • Flag your top 2 properties with a short reason why
Live Session Agenda
  • Review the Deal Tracker together — Naren calls out what passes the Blueprint filter
  • Quick screen on flagged properties: location, property type, amenity potential
  • Amenity stack strategy for your specific market
  • Personal use discussion: how to block calendar without hurting revenue model
  • Identify 2–3 properties ready for full underwriting
After Session — Actions
  • Ask realtor to schedule showings on the shortlisted properties
  • Pull 5 AirDNA comps for each shortlisted property and save to your shared folder
  • Start filling the Underwriting Template rows 1–8
Session Outcome
First shortlist of 2–3 properties ready for full underwriting. You know exactly why each one made the cut — and why the others were eliminated.
S5
Week 9 · Day 56–58
Underwriting Deep Dive
Friday · 60 min
Pre-Session Homework
  • Pull 5 AirDNA comps for each shortlisted property — nightly rate, occupancy %, annual revenue
  • Fill Underwriting Template rows 1–8 for your top property — bring questions on any stuck rows
  • Write your conservative annual revenue estimate and how you got there
  • Connect with the referred CPA — intro call, share your income range
Live Session Agenda
  • Walk through the full underwriting model on screen together — row by row, no guessing
  • Conservative revenue build: AirDNA comps + seasonality discounts + realistic occupancy
  • Expense normalization: management, cleaning, insurance, taxes, maintenance, mortgage
  • Stress test: does the deal survive a 25% revenue drop? What is break-even occupancy?
  • Year-1 tax scenario modeling with cost segregation estimate for your income bracket
  • Clear go/no-go recommendation from Naren — not a hedge, a decision
After Session — Actions
  • If a deal gets a go — instruct realtor to prepare sold comps for offer pricing
  • Share the illustrative tax scenario with your CPA to confirm before making an offer
  • WhatsApp Naren with any new deals that came in since last session
Session Outcome
Full underwriting model on 1–2 properties. Clear go/no-go recommendation. If a deal checks out — you are ready to make an offer in Session 6.
S6
Week 11 · Day 70–72
Offer Strategy & Negotiation
Friday · 60 min
Pre-Session Homework · Send 48 hrs early
  • Send Naren: the listing link, your completed underwriting model, and your max purchase price
  • Write down your walk-away number and the reasoning behind it
  • Ask your realtor for recent sold comps in the target neighborhood
Live Session Agenda
  • Review any offers submitted or countered since last session
  • Offer pricing strategy: anchor to your underwriting, not the asking price
  • Contingencies to fight for: inspection, financing, appraisal
  • What to give on vs. what to hold in negotiation
  • Escalation clause strategy if there is competition
After Session — Actions
  • Submit offer based on the agreed strategy
  • WhatsApp Naren immediately when offer is accepted or counter comes in — do not wait for next session
  • Start thinking about inspection contacts in the target market
Session Outcome
Live offer in play with a clear pricing rationale. You know what to pay and why — not a guess, not a gut feel, not hope.
S7
Week 13 · Day 84–86
Under Contract: Closing Support
Friday · 60 min
Pre-Session Homework
  • Share the inspection report with Naren at least 48 hours before this session
  • Highlight the items that concern you most
  • Confirm lender has appraisal ordered and closing timeline set
Live Session Agenda
  • Inspection debrief: what to negotiate on vs. accept vs. walk-away triggers
  • Lender coordination: any appraisal or financing issues to resolve
  • STR insurance: what Naren uses on his own properties and why
  • Entity structure: personal ownership vs. LLC for your situation
  • Cost segregation firm engagement: timing, scope, what to provide them
After Session — Actions
  • Bind STR insurance policy before closing
  • Engage cost segregation firm — Naren provides the introduction
  • Book photographer for the week after closing using the brief Naren sends
  • Confirm closing date and wire instructions with your attorney
Session Outcome
Clear path to closing. Insurance bound. Cost segregation engaged. Every open item has an owner and a deadline.
S8
Week 15–16 · Day 98–112
Launch: Listing, Pricing & Page 1
Friday · 60 min
Pre-Session Homework
  • Draft your listing title using the framework Naren sends — max 50 characters, lead with your top amenity
  • Draft your first 5 amenity bullet points
  • Set up PriceLabs or Wheelhouse account — Naren configures it live with you
  • Book photographer using the brief Naren sends
Live Session Agenda
  • Review and rewrite listing title and description together if needed
  • Photography direction: which shots to prioritize, how to sequence the gallery
  • Dynamic pricing setup live: base price, seasonal multipliers, min/max
  • Airbnb algorithm: exactly what to do in the first 90 days to rank fast
  • Review velocity: how to get your first 10 five-star reviews systematically
After Session — Actions
  • Naren does a final listing review before you hit publish
  • Activate dynamic pricing on PriceLabs or Wheelhouse
  • Send Naren your first booking confirmation on WhatsApp
Session Outcome
Live listing. Dynamic pricing active. 90-day launch playbook in hand. First bookings incoming. The program is complete — and you own a performing STR.

The Part No Course Can Replicate

The most important moments in a real estate acquisition do not happen on a scheduled Zoom call. They happen when a counter-offer lands at 7pm, when the inspection uncovers something unexpected, or when you are standing between two properties and need to decide today.

That is exactly when Naren is reachable.

WhatsApp for Decision Moments

Direct access — not a Slack group, not an email queue. When you need a read on a deal, you send one message and get a direct answer.

Live Deal Feedback

Submit a deal between sessions and get operator-level analysis and a clear recommendation — not a hedge, not "it depends."

Urgent Question Support

Counter-offer just came in? Inspection flagged something serious? Naren responds within 48 hours on deal-critical questions.

What You Receive Across 120 Days

Every introduction, every tool, every resource is included in the program. Nothing is sold separately. Nothing is withheld until a higher tier.

Phase 1 · Sessions 1–2

Strategy Foundation

  • Written Investment Blueprint — criteria, capital structure, go/no-go thresholds
  • W-2 tax offset analysis for your specific income and filing situation
  • STR-fluent lender introduction — warm referral, DSCR or second-home options
  • Financing strategy discussion: 10% vs. 20% down, what makes sense for your capital
Phase 2 · Sessions 3–4

Market & Deal Flow

  • 3–5 vetted markets with AirDNA demand, regulation risk, and supply trend analysis
  • STR-focused realtor introduction in your target market — not a generalist
  • Active deal flow pipeline with operator-level feedback on every shortlisted property
  • Amenity stack strategy: what drives outsized revenue in your specific market
Phase 3 · Sessions 5–6

Underwriting & Offers

  • Institutional-grade underwriting built together live — conservative assumptions throughout
  • Stress test on every serious deal: break-even at 25% revenue reduction
  • Year-1 tax scenario modeling with cost segregation estimate
  • Go/no-go recommendation on every deal — direct, not a hedge
  • Offer pricing strategy and negotiation support before every offer submitted
  • Real estate CPA introduction — specialist in STR professional status and cost segregation
Phase 4 · Sessions 7–8

Closing & Launch

  • Inspection debrief: negotiate vs. accept vs. walk-away, with Naren's operator lens
  • STR insurance guidance — what Naren uses on his own properties and why
  • Cost segregation firm introduction — warm referral, timing and scope guidance
  • Photography brief and listing launch framework
  • Dynamic pricing setup live: PriceLabs or Wheelhouse, configured with you
  • 90-day Airbnb ranking playbook — exactly what to do to hit page 1 fast

Every Promise. Every Timeline.

Every deliverable this program makes — and exactly when you receive it.

What You ReceiveBy WhenHow It's Delivered
Written Investment BlueprintEnd of Week 2Shared document, reviewed live in Session 2, signed off before any market is evaluated
3–5 Vetted Markets with DataSession 3Presented live with AirDNA demand data, regulation review, and supply trend analysis
STR-Focused Realtor IntroductionWeek 3–4Warm email introduction. You take the first call. Naren stays available for follow-up
Active Deal Flow PipelineWeek 4 onwardsRealtor sends deals. You log them. Naren reviews the shortlist at every session
Full Underwriting on Every Serious DealSession 5–6Built together live on screen. Conservative assumptions. Stress test included every time
Go / No-Go on Every DealWithin 48 hrs of requestDirect WhatsApp recommendation — not a hedge. You know where you stand before making an offer
Offer Pricing & Negotiation SupportSession 6 + on demandPricing rationale, contingency advice, and escalation strategy before every offer
STR-Fluent Lender IntroductionEnd of Week 2Warm referral to DSCR or second-home lender. You begin pre-qualification immediately
Real Estate CPA IntroductionBefore closingSpecialist in STR professional status and cost segregation. Warm introduction, not a cold search
STR Insurance GuidanceSession 7Naren shares what he carries on his own Stowe and Tampa properties — and why
Post-Close Launch PlaybookSession 8Photography brief, listing framework, dynamic pricing setup, 90-day ranking strategy
8 Bi-Weekly 1:1 SessionsEvery 2 weeks · FridaysScheduled at program start. Never pre-recorded. Reschedulable with 48 hours notice
On-Demand WhatsApp AccessAnytime (critical moments)Direct access between sessions for decision-moment deal questions. 48-hour response commitment
Relationship Beyond Day 120Post-programNo more biweekly sessions, but permanent direct access for questions, quick deal reviews, and guidance

Book a Free 30-Minute Strategy Call

No pitch, no pressure. A direct conversation about your situation — income, capital, timeline, and whether this program is the right fit. If it is, we start immediately.

Cohort starts April 15 · Bi-weekly Fridays · 120 days to ownership