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Sidestep

Travel · United States · Founded 1999

Travel search engine that generates revenue via advertising and referral fees MoreLess

Sidestep.com operates as a travel search engine that helps users find and compare flights, hotels, and car rentals. The platform serves budget-conscious travelers looking for the best deals on travel-related services. Sidestep.com aggregates data from various travel providers, allowing users to compare prices and options in one place. The company operates in the online travel market, which is highly competitive and includes major players like Expedia and Kayak. Sidestep.com generates revenue through affiliate marketing and advertising, earning commissions when users book travel services through their platform. The business model focuses on providing a user-friendly interface and comprehensive search tools to attract and retain users.

Keywords: travel search engine, flights, hotels, car rentals, budget-conscious, comparison tools, online travel market, affiliate marketing, advertising, user-friendly.

Talent graph

Sidestep's talent

Book a demo to see the people
Team profiled 19 named & role-tagged
Founders Hidden — book a demo/100 quality score
Key operators 1 quality Hidden — book a demo/100
Potential founders Hidden — book a demo likely future founders
Startup mafia Hidden — book a demo alumni-founded startups
Talent movements Hidden — book a demo in · Hidden — book a demo out past 12 months

Source: Dealroom Talent Intelligence.

Investors

5 investors on Sidestep's cap table

Sourced from Dealroom's funding history. Investor profile links are shown where available.

Series A 2 investors entered at this stage
Lehman Brothers
Trident Capital
Series B+ 3 investors entered at this stage
Saints Capital
Leader Ventures
Norwest Venture Partners

Global footprint

Where Sidestep has talent and traffic

Workforce by country
1 countries with
team presence
🇿🇦 South Africa100%
1 country shown

Market sentiment

What the market is saying about Sidestep

An AI-synthesized read of the highest-engagement posts about Sidestep on X over the past 7 days. We rank by likes & retweets, ignore corporate channels, and surface the themes that broke out from real people.

Reading the room on X — pulling top posts and synthesizing themes…

Source: X recent search ranked by engagement (likes + retweets) · Synthesis by Claude · Cached for 1 hour

See Sidestep on the full Dealroom platform

Live deal flow, founder pedigree, hiring signals, revenue trajectory, and the full cap table.