Headout
Headout operates a booking platform for tours and activities, serving 35 million guests across 81 destinations. The company has raised $58M, including a Series B in 2022, and operates with 779 employees.
The growth story
Headout grew from 136 to 779 employees between 2021 and 2026, raising $58M along the way, most recently a Series B in February 2022.
About
Headout sells an online marketplace for booking local experiences like guided tours and events. It targets travelers looking for last-minute activities in 81 cities worldwide, available in 7 languages.
The company has scaled to 35 million users since its 2015 founding, suggesting rapid adoption in the tours sector. Its $58M funding includes backing from 500 Global and AngelList.
Founders and leadership
Engineering is the largest function with 79 staff. The leadership team includes founders with backgrounds in travel tech and marketplace platforms.
The Headout org chart
Varun Khona (Co-Founder & CEO) leads 59 mapped leaders with 5 direct reports. Click +N to expand a team; names link to the person’s public profile.
Departments, and which ones grew
Headcount by function: Engineering 141 (+27% YoY), Operations 128 (+2% YoY), Media and Communication 73 (-13% YoY), Marketing 67 (+16% YoY), Business Development 50 (+11% YoY), Information Technology 38 (+36% YoY).
Talent flow
Headout recruits heavily from Amazon (14 hires) and Indian fintech Razorpay (10). Alumni frequently move to Google (6) and Uber (5). Median tenure is just 1 year, indicating high turnover.
Most common previous employers of Headout staff: Amazon (14), Razorpay (10), Zomato (9), Uber (8), EY (7), Unacademy (6). Former Headout employees most often moved to Google (6), Uber (5), Rippling (4), Amazon (4), Aftershoot (3), Zomato (3).
Alumni worth knowing
The Headout mafia
Alumni have founded 21 companies, including SixSense (73 staff) and Changa (52 staff), showing strong entrepreneurial spillover from the travel tech space.
21Akanksha Jagwani, was Product Designer until 2017Shubham Agrawal, was Senior Software Engineer until 2016Armaan Kandhari, was Operations Manager until 2015Vedant Maheshwari, was People Operations until 2016Rohan Rajpal, was Software Engineer until 2021Krishna Sai D V, was Operations Manager until 2023
Dilshad D, was Lead Data Analyst until 2024
Harsh Agarwal, was Intern until 2015
Pranay Goel, was Community Engagement - Analyst until 2016
Neil Agarwal, was Engineering & Product until 2025
Sayantan Paul, was Senior Lead - Catalog Operations until 2024
Aakanksha Singh Devi, was Associate Director Of Content until 2026
S K Prasad Iyer, was Lead - Digital Marketing until 2016
Siddeshwar Patri, was Growth Marketer until 2017
Dhairya Patel, was Software Engineer until 2023
Kimaya Joshi, was Product Manager - II until 2024
Julian Hernandez, was Tour Guide until 2018
Nikita Vidhyalankar, was L&D Business Partner until 2025
Anuragh Sivasubramanian, was Operations until 2016Hiring now
The company lists active openings on its careers page, though specific roles aren't disclosed in the data.
Web traffic
Traffic mix: 29% direct, 44% search, 4% social, 6% paid.
What this company is made of
Most common skills at Headout: Communication (307), Microsoft Excel (254), Microsoft Office (228), Problem Solving (219), Leadership (210), Teamwork (187), Project Management (180), English (169).
Where the team actually sits
Headout people are concentrated in Karnataka, India (159), India (15), Delhi, India (12), Greater Bengaluru Area (10).
Search footprint
Headout attracts about 73,360 organic search visits a month, traffic worth roughly $1M a month if bought through ads. It gained 46,235 ranking keywords and lost 40,281 in the last period.
What employees say
- Compensation
- 4.20 / 5
- Career opportunities
- 4.30 / 5
- Senior management
- 4.20 / 5
- Work-life balance
- 4.20 / 5
Frequently asked
Headout has 779 employees as of September 2026.
Headout has raised $58M in total, most recently a Series B round in February 2022.
Headout was founded in 2015 by Varun Khona, Parag Jain, Suren Sultania, Swati Sharma, Vikram Jit Singh.
Varun Khona (Co-Founder & CEO) sits at the top of Headout's reporting structure, with 5 direct reports.
The most common previous employers of current Headout staff are Amazon (14 people), Razorpay (10 people), Zomato (9 people).
Former Headout employees most often move to Google (6), Uber (5), Rippling (4).
At least 21 companies have a founder who previously worked at Headout, including SixSense, Changa, Portl.
Headout attracts about 73,360 organic search visits a month, worth roughly $1M a month in equivalent ad spend.
The most common skills among Headout staff are Communication, Microsoft Excel, Microsoft Office, Problem Solving, Leadership.
Headout staff are concentrated in Karnataka, India (159), India (15), Delhi, India (12).
Headout has about 141 people in Engineering, up 27% over the past year, as of September 2026.
Headout has about 128 people in Operations, up 2% over the past year, as of September 2026.
Computed from 295 current and 316 former Headout profiles, as of September 2026. Source: Crustdata.
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