Tampa Bay, Florida

Sam KasimallaReal Estate Investor & Entrepreneur

Real estate investor with experience analyzing and closing deals, operating a flipping business, and applying technology to property analysis.

Thousandsof real estate deals analyzed
Hundredsof properties and contracts reviewed
Dozensof deals closed

Real estate experience

Deal analysis

Analyzed thousands of real estate deals; reviewed hundreds of properties and contracts; closed dozens.

Investment operations

Previously ran a real estate flipping business.

Technology

Uses big data systems, n8n workflows, machine learning, and AI to analyze deals.

Portfolio & network

Across property types

Sam's LLCs and affiliated trusts own condos, multifamily properties, and land.

Land bankingForced appreciationRezoningEntitlements

Investor network

Runs a highly curated WhatsApp group of high-quality investors.

Contractor network

Affordable, high-quality, investor-friendly contractors and tradespeople.

Trades

Handymen, HVAC technicians, roofers, painters, plumbers, and others.

Real estate & personal finance

Studies the teachings of real estate and personal finance educators.

Grant CardoneBrandon TurnerRyan SerhantPace MorbyKen McElroyDavid GreeneRyan PinedaRobert KiyosakiBen MallahAvery Carl
Dave RamseyRamit SethiVivian TuCaleb Hammer

Sam is not affiliated with any of the individuals mentioned above.

Real estate tax topics

Studies the tax code and collaborates with a local CPA to help high-income W-2 earners understand real estate-related tax strategies.

The Augusta Rule
W-2 short-term rental (STR) tax planning / the “STR loophole”
Cost segregation
Bonus depreciation
Real Estate Professional Status (REPS)
1031 exchanges, including into Delaware Statutory Trusts
The QBI deduction
Opportunity Zones
Self-directed IRA / Solo 401(k) real estate investing
Seller financing & installment sales (Section 453)
Land vs. improvement value allocation for depreciation
Depreciation recapture planning
Passive loss strategies through real estate syndications
HELOC / cash-out refinance strategies for tax-free access to equity
Estate planning & step-up in basis for long-term holdings

Sam is not a licensed CPA or tax attorney. These strategies are shared for educational purposes only. Always consult a qualified CPA or tax professional before making tax-related decisions.

Education & credentials

Ex-FAANG, ex-Big Four, and ex-Wall Street; now an entrepreneur.

EducationBachelor's in Electrical Engineering
EducationMaster's in Computer Science
CredentialsProfessional certifications
Real estateReal estate license

Cornerstone Digital Technologies

Visit csdigitaltech.com ↗

Sam runs this Tampa-based software and digital marketing company, serving Tampa-area realtors and real estate professionals.

  • Websites & lead-genCustom real estate and investor websites, landing pages, and lead capture funnels.
  • Digital marketingSEO, PPC, social media, and online reputation management.
  • Automationn8n workflows for deal sourcing, lead follow-up, CRM syncing, and property analysis, including the stack Sam uses for his weekly investment property list.
  • Data & AIData analytics, BI, and AI/ML services to help investors spot deals and trends faster.
  • Cloud & app developmentCustom mobile and web apps, plus AWS, Azure, and GCP cloud infrastructure to scale beyond spreadsheets.