Bold Street

What Bold Street does

Bold Street AI operates an integrated residential real estate investing platform that connects individual investors with AI-vetted investment deals, vetted professional service providers (agents, lenders, property managers), and structured investor education. Founded in 2021 and headquartered in Phoenix, Arizona (with a Scottsdale mailing address per firmographics), the company targets two primary customer segments: individual/SMB real estate investors seeking to start or scale residential portfolios, and real estate brokerages and agents looking to serve investor clients more effectively. The company was previously known as myFI Academy before rebranding to consolidate its education, deal, and professional-matching businesses under a single brand.

The product portfolio is organized around a unified marketplace combining deals, partners, and guidance. Bold Street AI Platform provides deal search with AI-vetted Top 10 Investor Deals and an investor-friendly Find a Pro matching service. Bold Core Technology is the enterprise module offering Bold Investment Analysis (predictive analytics on cap rates, NOI, CMA, GRM), automated deal matching against unlimited investor buy boxes, lead nurturing through Top 10 Deals, and API access for standardized MLS listings. Bold Investor Leads and Bold Listing Service extend the platform into investor lead generation and white-label listing publishing for brokerages. Bold Academy (formerly myFI Academy) supplies 20+ hours of on-demand education, pro tools and templates, and real-world case studies, while PMScore is the proprietary scoring system for vetting property managers. Underlying AI capabilities span recommendation engines, predictive analytics, and process automation across structured data and text modalities.

The business model is hybrid: freemium educational access (free Bold Academy) drives top-of-funnel acquisition of individual investors, who convert into platform subscription tiers, while a separate enterprise sales motion — including direct demos and brokerage outreach — sells Bold Core Technology, Bold Investor Leads, and Bold Listing Service to real estate franchises such as Keller Williams, Coldwell Banker, eXp Realty, and RE/MAX. Distribution combines self-serve digital channels (website, app, Find a Pro referral network), content marketing (blog, podcast, social media, community), and direct enterprise sales. The company claims thousands of investors on the platform and reports customer outcomes such as an investor owning seven properties earning $200K annually. Bold Street is a private, founder-controlled company with no disclosed institutional funding rounds or parent organization in the source data.

Name

Bold Street

Legal name

Bold Street, Inc.

Website

https://boldstreet.ai

Company type

Private

Founded year

2021

Operating status

Operating

Headcount range

11–50 employees

Short description

Bold Street AI operates an integrated residential real estate investing platform combining AI-vetted deal search, a Find a Pro marketplace for agents/lenders/property managers, investor education (Bold Academy), and enterprise modules for brokerages. Founded 2021 in Phoenix, Arizona, it serves both individual investors and real estate franchises.

Ownership category

akta.pro rank

Product category

Real Estate Investment Platform

NAICS

Offices of Real Estate Agents and Brokers (53121)

SIC

Real Estate (6500), Investment Advice (6282)

akta.pro primary industry

Vertical/Specialty Search (e.g., jobs, real estate, travel, products) (BPAMAAAD)

Keywords

• Residential real estate investing
• AI deal matching
• Investor education platform
• Brokerage enterprise software
• Property manager matching

Headquarters

HQ city

Scottsdale

HQ country

United States

HQ region

North America

Offices3 records

Markets served

GTM type

B2B and B2C

Offering type

Software

Cost components

Personnel, Technology or R&D, Marketing or Sales, Operations

Revenue model

1. Platform Subscription Fees: Subscription-based access to the Bold Street platform providing deal search, analysis tools, and professional network connections. Users can access different tiers of service with varying feature sets.
2. Academy Educational Content: Educational platform offering on-demand courses, coaching, and real-world case studies for real estate investors. Basic access is free with premium content and coaching available through subscription.
3. Enterprise Solutions: Enterprise-tier services for brokerages and real estate firms including Bold Core Technology, Bold Investor Leads, and Bold Listing Service. Sold through direct sales with demo booking and custom pricing.

Pricing tiers

Go-to-market motion2 records

Distribution channels3 records

Marketing channels7 records

Core offering

Bold Street operates an AI-powered residential real estate investment platform that combines three offerings in one place: (1) AI-vetted deal search and analysis with automated matching to investor criteria, (2) a vetted professional network connecting investors with investor-friendly agents, lenders, and property managers, and (3) investor education through the Bold Academy. The platform also offers enterprise modules for real estate brokerages.

Product overview

Bold Street AI is a unified residential real estate investing platform comprising the core Bold Street AI marketplace, enterprise modules (Bold Core Technology, Bold Investor Leads, Bold Listing Service), the Bold Academy education sub-brand, and supplementary features including Top 10 Deals, Find a Pro matching services, and The Remote Investor Podcast. The platform connects investors with AI-vetted deals, vetted professionals (agents, lenders, property managers), and educational resources to facilitate residential property investments.

Differentiator

Problem solved

Functional benefit

Products and services

• Bold Street AI Platform Core residential real estate investing platform providing AI-vetted deal search, automated deal matching to investor criteria, access to the Find a Pro network of agents, lenders and property managers, and gateway to the Bold Academy. Serves individual residential investors.
• Bold Core Technology Enterprise-grade smart deal platform featuring Bold Investment Analysis, automated deal matching, unlimited investor buy boxes, lead nurturing with Top 10 Deals, and API access for standardized MLS listings. Sold to real estate brokerages and enterprise agent teams.
• Bold Investor Leads Investor connection service for brokerages that bundles Bold Academy content, lead nurturing via webinars, emails, in-person events, podcast and ad campaigns, and routing to Top 10 Deals per market. Targets brokerages seeking investor leads.
• Bold Listing Service White-label listing publishing service for brokerages that posts exclusives on boldstreet.ai for added traffic, runs a marketing engine for off-market exclusives, and enables brokerages to keep transactions inside their own client networks.
• Bold Academy Real estate investing education hub offering 20+ hours of on-demand learning, expert coaching, calculators and screening templates (cap rates, NOI, CMA, GRM), real-world case studies, and community access. Formerly operated as myFI Academy. Targets beginner and intermediate residential investors.

Quantifiable outcome

• 40% more deals through investor partnerships
• +1 more outcomes

Named customers9 records

Segments4 records

Ideal customer profiles4 records

Technology focussed Yes

API detail

Has API

Yes

API docs

API detail

Core technology

AI maturity

App detail

Integration1 record

AI capability5 records

Feature6 records

Scale indicators3 records

Recent moves6 records

Expansion highlights6 records

Direct peers

• BiggerPockets: BiggerPockets is the largest online community, education platform, and marketplace for residential real estate investors, directly competing with Bold Street's Bold Academy and Find a Pro offerings. Both combine investor education, deal analysis tools, and a vetted professional network serving beginner to experienced investors.
• Roofstock: Roofstock operates an online marketplace for buying and selling single-family rental investment properties, competing directly with Bold Street's Top 10 Investor Deals and deal-matching capabilities. Both serve investors seeking vetted, turnkey residential investment opportunities with property management coordination.
• DealMachine: DealMachine provides driving-for-dollars, lead list building, and deal analysis software for real estate investors and agents. It directly overlaps with Bold Street's Bold Core Technology in serving investors and agents who source and analyze off-market residential deals.
• PropStream: PropStream is a leading real estate data and analytics platform for investors and agents, offering comparable Bold Street functionality including property search, comps, and deal analysis. Both target residential investors and agent teams with subscription-based deal-sourcing and analysis tools.
• Mashvisor: Mashvisor provides AI-powered residential and Airbnb investment property analysis and search, closely paralleling Bold Street's AI-vetted deal-matching and Bold Investment Analysis features. Both are SaaS platforms for individual and SMB investors evaluating rental property opportunities.
• Connected Investors: Connected Investors runs a marketplace and community for real estate investors to find deals, funding partners, and contractors, comparable to Bold Street's three-sided marketplace of deals, partners, and guidance. Both serve individual investors with networking and deal-sourcing capabilities.

Broad incumbents

• Zillow: Zillow is the dominant US residential real estate search portal with extensive investor-adjacent features such as Zillow Offers history and Zestimate valuations. As a broad incumbent, it overlaps with Bold Street's deal-search surface but does not specialize in the investor-only workflow or vetted professional matching.
• Redfin: Redfin is a large US residential brokerage and listing platform with data tools and analytics for buyers and investors. It overlaps with Bold Street's deal-discovery layer but does not focus on the investor-only curated workflow or integrated agent/lender/property-manager matching.
• Realtor.com: Realtor.com is a major US residential listing portal operated by Move, Inc., providing property search and market data. It is comparable to Bold Street's investor-facing search and discovery capability but is a broad consumer portal rather than an investor-specialized platform.
• Homes.com: Homes.com is a national residential real estate portal from CoStar Group that provides property search and market data to consumers and agents. It is a broad incumbent competing with Bold Street's consumer-side discovery surface but lacks the investor-specialized workflow.

Market position

Strengths5 records

Weaknesses5 records

Competitive moat5 records

Key risks6 records

Key highlights7 records

Customer concentration

• Xx.com/BoldStreetAI
• YouTubeyoutube.com/@boldstreet
• Facebookfacebook.com/boldstreetai
• LinkedInlinkedin.com/company/mycompany
• Instagraminstagram.com/boldstreetai

Compliance3 records

Revenue estimate

Valuation estimate

Number of profiles

Profiles5 records

Funding overview

Funding rounds

Investors

Funding detail is available on the Subscription and Enterprise plan.Contact sales →

M&A

Investments

M&A and investment is available on the Subscription and Enterprise plan.Contact sales →

Frequently asked questions about Bold Street