Commercial Real Estate Advisory

Institutional Analysis.

Decisive Results.

$150M+ in cumulative deal volume. Underwriting, capital strategy, and development advisory for investors and operators who demand senior-level expertise.

MBA — UF Warrington MS Real Estate Finance — UNC Charlotte M.Arch — Texas A&M FL Licensed RE Associate Navy Veteran
Timothy Cobb — Acquisition CRE
$150M+
Cumulative Deal Volume
75+
Off-Market Deals Sourced
5
Asset Classes Underwritten
10+
States Closed In
About Timothy Cobb

The Analyst Behind the Numbers

Timothy Cobb has originated, underwritten, and advised on over $150M in cumulative deal volume across Florida and the Southeastern United States — spanning multifamily, mixed-use, retail, office, and land development assets.

His career spans private equity acquisitions, net-lease brokerage, residential and commercial financing across 10+ states, and ground-up mixed-use development. At every stage he has specialized in structuring capital stacks for value-add and distressed assets — negotiating GP promote terms, arranging preferred equity, and securing optimal debt placement.

He holds an MBA in Finance from UF Warrington, an MS in Real Estate Finance & Development from UNC Charlotte, and an M.Arch in Land Use Planning from Texas A&M — a combination that allows him to evaluate deals not just financially, but from a planning, design, and entitlement perspective most analysts cannot.

Before real estate, Timothy served six years in the U.S. Navy, earning the Naval Achievement Medal for performance under mission-critical conditions — a standard of precision and accountability he brings to every engagement.

Acquisitions Underwriting Capital Strategy Land Use Development Due Diligence Joint Ventures
Track Record

Experience Across the Full Stack

Eight years of hands-on deal execution across acquisitions, development, brokerage, and advisory — not theoretical knowledge.

2018 — Present
Founder & Principal Advisor
Originated, underwrote, and advised on multifamily and mixed-use acquisitions totaling over $100M in Florida and the Southeast. Structures capital stacks for value-add and distressed assets including GP promotes, preferred equity, and debt placement. Develops institutional-grade investment memoranda and pro formas used to raise capital from family offices, high-net-worth individuals, and co-GP groups.
2023 — 2024
Real Estate Finance Consultant
Provided sophisticated financing solutions for fix-and-flip operators and long-term hold investors across more than 10 states. Advisory scope included risk-adjusted return analysis and cost of capital consulting, ensuring alignment between short-term debt structures and project-level outcomes.
2021 — 2022
Private Equity Acquisitions Associate
Built a pipeline of over 75 off-market acquisition targets with full-cycle underwriting and market evaluation for each opportunity. Developed standardized modeling templates and CRM integration that increased underwriting throughput by 30%. Supported general partners on due diligence, investor decks, and financing packages.
2021 — 2022
Net Lease Investment Associate
Supported over $50M in single-tenant net lease transactions including complex 1031 exchanges, sale-leasebacks, and triple-net retail dispositions. Delivered real-time cap rate comparables and market intelligence to help investors secure optimal yield and achieve balanced portfolio allocations.
2017 — 2018
Development Associate
Contributed to land planning, feasibility studies, and entitlement work for commercial mixed-use projects. Created detailed development pro formas and collaborated with city planners and architects to streamline zoning approvals across multiple markets in the Southeast.
2008 — 2014
U.S. Navy — Communications Specialist
Managed critical radar, communications, and navigation systems for Naval operations in Virginia Beach. Earned the Naval Achievement Medal for performance under mission-critical conditions. Trained and led technical teams in system diagnostics and electronic repair.
Services & Pricing

Fixed-Price Engagements

Know exactly what you're getting — and what it costs — before we start.

I.
Deal Snapshot
A rapid, institutional-quality first-pass analysis for investors evaluating whether a deal is worth pursuing further.
$750 – $1,200
What's Included
Pro forma — NOI, cap rate, cash-on-cash
Back-of-envelope IRR & equity multiple
1-page deal viability summary
30-minute debrief call
48–72 hour turnaround
II.
Full Underwrite Package
A complete, lender-ready underwriting package built to institutional standard. The flagship engagement.
$2,500 – $4,500
What's Included
Full dynamic pro forma (5–10 year hold)
Sensitivity analysis — rate, vacancy, exit cap
Capital stack & waterfall modeling
Comp sales & market rent analysis
3–5 page investment memo
60-min strategy call + 1 revision round
III.
Advisory Retainer
Your on-call senior analyst. For developers, operators, and family offices who need ongoing institutional-grade support.
$3,000 – $5,000/mo
What's Included
Up to 3 full underwriting packages/month
Unlimited deal screening (4 hrs/mo)
Market & submarket research on request
Land use & entitlement advisory
Priority 24-hour response time
Published Works

Books by Timothy Cobb

The frameworks behind the advisory work — available for anyone ready to move forward.

Memoir · Identity · Resilience
Rebuilt: From The Military To Entrepreneurship
A raw, unfiltered account of breaking down and rebuilding from the ground up. Not a story of self-pity — a story of grit. For anyone who's had to start over and find a way forward.
Get the Book →
Sales · Mindset · Performance
Selling Without Selling: How To Sell Anything To Anyone
Twenty years of hard-won sales lessons distilled into the F.O.R.W.A.R.D. system. For anyone who wants to sell with integrity, heart, and results.
Get the Book →
Get In Touch

Let's Talk About Your Deal

The first conversation is always free.

T
Phone
407.900.8773
E
Email
W
Personal Brand
rebuiltandforward.com
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