Boston Rise Capital

Acquire a High-Performing
Short-Term Rental in 120 Days

A white-glove, operator-led acquisition program for physicians and tech professionals. Guided by someone in the trenches, not on the sidelines.

Active Superhost Operator · 4.83 Stars across 152 reviews · Stowe VT and Tampa FL

Book a Strategy Call Enroll Now — $4,999
Sample Deal Analysis
Purchase Price$485,000
Gross Revenue (Conservative)$68,400 / yr
Net Operating Income$38,200 / yr
Cash-on-Cash Return8.4%
Stress Test at 25% Revenue DropBreak-even
Year-1 Tax Benefit~$48K offset
2026 cohort — limited spots
Active Operator, Not a Coach
Institutional Underwriting Methodology
4.83 Stars · 152 Airbnb Reviews
Built for High-Income Professionals
The Team Behind the Program

Guided by Operators in the Trenches

A physician and a product executive who both left comfortable career tracks to build real wealth through real estate. They own it, operate it, and now guide others through it.

Naren Roy
Naren Roy
Co-Founder, Boston Rise Capital
Technologist · Product Leader · Real Estate Operator

Naren Roy is a product executive turned real estate investor with over 20 years of experience building high-impact consumer technology platforms. As a former VP of Product at multiple venture-backed and Fortune 100 companies, he has led large-scale innovation initiatives across AI, marketplaces, and data-driven customer experiences.

His analytical mindset is now fully focused on real estate — leading acquisitions, investment strategy, and operational execution at Boston Rise Capital. From underwriting complex multifamily deals to optimizing short-term rental portfolios, Naren brings a builder's mindset and a founder's agility to every property.

As a first-generation immigrant and seasoned technologist, he sees real estate as both a strategic asset and a path to freedom — for his family and the communities he serves.

4.83★
Avg Rating
152
Reviews
$200K
Gross Rev/yr
Dr. Debasmita Das
Dr. Debasmita Das
Co-Founder, Boston Rise Capital
Physician · Real Estate Strategist · GI Pathologist

Dr. Debasmita Das brings the precision, discipline, and deep human understanding of a Harvard-trained GI pathologist into the world of real estate investing. With over a decade of clinical experience in high-stakes environments, she now applies that same rigor to underwriting deals, managing risk, and evaluating long-term investment potential.

Deb's journey into real estate began as a way to secure generational wealth while maintaining her commitment to purpose-driven work. Today, she is a trusted voice among physician investors, having led investments across multifamily, short-term rentals, and emerging markets with a sharp eye for operational excellence.

Her dual lens as a clinician and capital allocator makes her uniquely equipped to lead strategy at Boston Rise Capital, focusing on identifying overlooked opportunities and empowering professionals like herself to build wealth with clarity and confidence.

"As a physician, I was trained to make high-stakes decisions under pressure with rigorous data. That is exactly how we approach every real estate investment."

Dr. Deb Das
Live Operating Portfolio

We Don't Just Teach This. We Live It.

Most STR coaches haven't touched a property in years, or never owned one at all. We are active Airbnb Superhosts with two operating short-term rentals generating $200,000 in combined gross revenue annually — acquired and optimized using the exact same system we teach inside the program.

When we advise you on markets, pricing, and management, we are speaking from live operations updated every single week.

$1.04M
Total Acquisition Value
$200K
Combined Gross Rev/yr
4.83★
Average Guest Rating
100%
Response Rate
Stowe, Vermont
Stowe Ski Retreat · Hot Tub, Trails and Hammock
3 beds · 9 guests Acquired at $560K Gross revenue $100K/yr
★ 4.83 Superhost 64 reviews
View on Airbnb
Tampa, Florida
4BR Tampa Oasis · Heated Pool · Hot Tub · Games
4 beds · 10 guests Acquired at $480K Gross revenue $100K/yr
★ 4.83 Superhost 88 reviews
View on Airbnb
The point: These are properties we operate and optimize every week. When we advise you on markets, pricing, and management, we are speaking from live operations — not a course module.
The Tax Advantage

The Strategy That Makes STRs Extraordinary for High Earners

Most people think about STRs as a side income stream. High-income professionals who understand the tax code know the real opportunity goes much deeper.

If you structure your ownership correctly, you may be able to use accelerated depreciation and cost segregation to generate significant paper losses that offset your active W-2 or 1099 income. This is a legal, IRS-acknowledged strategy used by physicians and tech executives to recapture six figures in taxes in Year 1.

We have personally used this strategy. The results were significant. We incorporate STR tax planning into every client acquisition we guide and can connect you with a specialist CPA.

We are not CPAs or tax attorneys and this is not tax advice. Tax results vary based on your income, ownership structure, and individual circumstances. Always consult a qualified CPA who specializes in real estate before making any tax-related decisions.

Illustrative Year-1 Tax Scenario
Property Purchase Price$500,000
Cost Segregation (Est. Depreciable)~$150,000
Bonus Depreciation Year 1~$120,000 deduction
Effective Tax Offset (32% bracket)~$38,000 saved
Cash Flow (Conservative)Positive

The result: You acquire an asset that cash flows and simultaneously generates a large paper loss that reduces your tax liability — potentially funding much of the acquisition cost through tax savings alone.

All figures are illustrative estimates. Actual results depend on property type, cost segregation findings, ownership structure, and your specific tax situation. Not tax advice.

After the Keys

The Science of Showing Up on Page 1

Buying the property is only half the equation. What separates a 60% occupancy listing from a 90% occupancy listing has nothing to do with luck. It is a repeatable system.

We have spent years testing and refining exactly what it takes to rank on page 1 of Airbnb, maximize nightly rates through dynamic pricing, and build a listing that converts browsers into bookers. Our Tampa and Stowe properties both rank in the top tier of their markets consistently.

Inside the program, we share everything we know — the same playbook we use on our own properties, handed directly to you at launch.

Listing Optimization

Photography direction, title and description frameworks, amenity positioning — everything that determines first-click conversion on Airbnb.

Dynamic Pricing Strategy

How to set base rates, seasonal multipliers, and last-minute discounts without leaving money on the table. The tools we use and exactly how we configure them.

Ranking on Page 1

The Airbnb algorithm rewards specific behaviors in your first 90 days. We tell you exactly what to do — and what to avoid — to build early momentum and sustained visibility.

Review Velocity

How to systematically generate 5-star reviews quickly, respond professionally, and build the social proof that drives long-term bookings.

The Problem with Most Programs

Most STR Programs Teach. This One Executes.

The market is full of courses that promise financial freedom and deliver modules. We built something different.

Other STR Programs

Teach frameworks, deliver PDFs — no one helps you actually close a deal

Optimistic revenue projections with no stress testing or downside analysis

Group Slack channels as support — no accountability or live deal feedback

Generic content not built for time-constrained, high-income buyers

Instructors who don't own STRs or haven't operated one in years

Short-Term Acquisition Lab

Done-with-you execution — beside you from strategy to closing, within 120 days

Every deal stress-tested under conservative, institutional-grade assumptions

Bi-weekly 1:1 sessions with live deal feedback on your specific properties

Purpose-built for physicians and tech execs with $250K+ income and limited time

Guided by active 4.83-star Superhost operators with real capital in the game

The Structured Path

Three Disciplines That Separate Confident Acquirers from Cautious Bystanders

01

Market and Deal Clarity

We eliminate weak markets using real demand data, local regulation analysis, and supply dynamics. You only evaluate deals where the fundamentals hold.

02

Underwriting Discipline

Every deal modeled with conservative revenue assumptions, normalized expenses, seasonality analysis, and stress tests. You see the break-even before making an offer.

03

Execution Support

From offer strategy to closing and launch — vetted STR realtors, lender introductions, and hands-on decision support at every step of the process.

The Program

What You Get Inside Acquisition Lab

This is not a course library. It is a structured, hands-on engagement designed to get you to ownership — not just educated about it.

Book a Strategy Call
  • Personalized Investment Blueprint — criteria, capital structure, and target market aligned to your profile
  • Curated Market Selection — 3 to 5 vetted markets with supporting demand and regulation data
  • Vetted STR-Focused Realtors — agents who understand STR dynamics, not generalists
  • Deal Flow and Weekly Deal Reviews — active pipeline with operator-level feedback on each deal
  • Institutional-Grade Underwriting — full analysis on every deal you are serious about
  • Offer Strategy and Negotiation Support — go/no-go guidance with full context
  • Lender and Insurance Introductions — STR-fluent professionals, warm referrals
  • Tax Strategy Integration — STR professional status, cost segregation planning, CPA introductions
  • Post-Close Launch Playbook — listing optimization, dynamic pricing setup, and page 1 ranking strategy
The 120-Day Plan

Exactly What Happens Week by Week

Every engagement is 120 days maximum. No indefinite coaching. No open-ended commitments. A clear plan with clear deliverables.

Week 1 to 2

Strategy and Blueprint

  • Define investment criteria and capital structure
  • Clarify risk tolerance and tax objectives
  • Written investment blueprint delivered
Week 3 to 6

Market and Deal Identification

  • 3 to 5 markets analyzed and ranked
  • STR-focused realtor introductions made
  • Deal flow pipeline activated
Week 6 to 10

Underwriting and Offers

  • Institutional underwriting on shortlisted deals
  • Go/no-go recommendations on each deal
  • Offer pricing and negotiation strategy
Week 10 to 120

Closing and Launch

  • Inspection and closing support
  • Lender, insurance, CPA introductions
  • Dynamic pricing and listing launch
The Timeline

From Strategy to Ownership in 90 to 120 Days

Week 1 to 2

Strategy and Blueprint

Define your investment criteria, capital structure, risk tolerance, and tax objectives. You leave with a written blueprint, not a general direction.

Week 3 to 6

Market and Deal Identification

We surface 3 to 5 qualified markets and connect you with vetted STR-focused agents. Deal flow begins immediately.

Week 6 to 10

Underwriting and Offers

Active underwriting on shortlisted deals. Clear go/no-go recommendations. We guide offer pricing and negotiation on each deal.

Week 10 to 120

Closing and Setup

Inspection support, lender coordination, insurance introductions, dynamic pricing and listing launch guidance.

Bi-Weekly 1:1 Sessions

Direct access on a consistent cadence. Not pre-recorded. Not a group call. Your deal, your market, your timeline.

Live Deal Feedback

Submit a deal and get operator-level analysis and a clear recommendation. No waiting until the next module unlocks.

Decision-Moment Support

When you are about to make an offer or choose between properties we are reachable, not unavailable until next week's session.

Vetted Vendor Network

STR-experienced realtors, lenders, CPAs, and insurers. Warm introductions, not cold Google searches at midnight before closing.

"We Work With You, Not Just Teach You."

Every session is focused on your specific deal, your specific market, and your specific decisions. This is partner-level guidance, not a playbook you are handed and left to execute alone.

Our Position

We Don't Teach Real Estate.
We Help You Acquire One.

The world has enough courses. What it lacks is an operator-led system that treats your acquisition with the same rigor applied to institutional deals and stays with you until you own it.

Book a Free Strategy Call
Client Outcome

From Analysis to Ownership

How clients acquire high-performing short-term rentals with discipline and confidence.

Tulika & Ram

Dual-income professionals, first-time STR investors with limited bandwidth and high standards.

Purchase Price
$600,000
Revenue YTD
$30,000+
Cash Flow
Positive
The Challenges They Faced
Unclear market selection Fear of overpaying No underwriting framework Limited time to self-educate
01 Market

Market Selection

Identified 2 strong markets based on STR demand, regulatory stability, and price-to-revenue ratios.

02 Deal Flow

Deal Sourcing

Connected with a vetted STR-focused agent. Reviewed multiple deals with active underwriting on each shortlisted property.

03 Underwriting

Conservative Analysis

Full revenue modeling with expense normalization, seasonality discounts, and stress testing at 25% revenue drop.

04 Decision

Go/No-Go Clarity

Clear offer recommendation with negotiation strategy. They knew exactly what to pay and why, not a guess.

05 Execution

Closing Support

Inspection navigation, lender coordination, insurance, and post-close pricing and listing launch guidance.

06 Outcome

Strong Returns

Acquired a high-performing STR with confidence. Entered the market with a clear system, not hope.

"The difference wasn't finding a deal. It was knowing which deal to pursue and having the discipline and the operators beside them to walk away from the wrong ones."

Who This Is For

This Program Is Selective

We work with a small number of clients per cohort so every engagement gets real attention. Here is who qualifies.

$

Capital Ready

$50K to $150K+ in deployable capital for down payment and reserves. You are ready to act, not still saving.

◷

Timeline 3 to 6 Months

You want to own a property within the next 3 to 6 months. This is not aspirational planning, it is active acquisition.

✦

Execution Over Theory

You have done enough reading. You want a guided system, operators in your corner, and a clear path to ownership.

Get Started

Ready to Acquire Your First or Next Short-Term Rental?

Book a free 30-minute strategy call to see if the program is the right fit, or enroll directly and we will schedule your onboarding immediately.

Book a Free Strategy Call

OR ENROLL DIRECTLY

Strategy calls are free · Cohort seats are limited · Program fee $4,999