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Shashank Deshpande, Managing Partner at Pentathlon Ventures

Shashank Deshpande

Managing Partner @ Pentathlon Ventures

Pune, India

Shashank Deshpande is a seed investor at Pentathlon Ventures in Pune focused on Information Technology and Internet. Shashank has a unique combination of business understanding, technical acumen and creative talent and has crafted customer experience of interactive systems for more than 15 years.Prior to co-founding Clarice, Shashank managed a multi-location team of 140 usability consultants at Human Factors International (HFI), the world's largestusability consulting company. He directed projects across Product Design, User-Interface Design & Usability evaluation.Before HFI, Shashank institutionalized usability as a function in Symantec (then VERITAS) with a high performing User-Centered Design (UCD) team of over 25 usability and design professionals. The team catalyzed usability evolution of over 15 major products; a large chunk of Symantec's product portfolio.In his career, Shashank has sensitized more than 500 professionals to UCD, in organizations like Symantec, Yahoo, CMC (now TCS), L&T, NASSCOM. He is a regular speaker at usability conferences across the country and is invited to teach at leading institutes including NID, Ahmedabad and IIT IDC, Mumbai.Shashank holds a degree in Mechanical Engineering and a Masters in Industrial Design from the National Institute of Design (NID), Ahmedabad.

Total investments:
9
Last investment:
Lead investor:
22%

Last updated:

Industries Shashank Deshpande invests in

Information TechnologyInternetSoftwareAppsSaaS

Stages Shashank Deshpande invests in

SeedPre-SeedAngel

Countries Shashank Deshpande invests in

IndiaUnited States

Round sizes

Seed $865k–$1.5MPre-Seed $99k–$550k

Round size

Seed
$865k–$1.5M
Pre-Seed
$99k–$550k

Investment Focus

Industry

  • Information Technology 3 (33%)
  • Internet 2 (22%)
  • Software 2 (22%)
  • Apps 1 (11%)
  • SaaS 1 (11%)
See all 15 industries →

Stage

  • Seed 6 (67%)
  • Pre-Seed 2 (22%)
  • Angel 1 (11%)

Country

  • India 7 (78%)
  • United States 1 (11%)

Investments

CompanyDescriptionRoundLinks
Rimigo Rimigo
Rimigo is the vacation made easy with end-to-end assistance.Stitching together a seamless vacation where your preferences guide everything. $550K / Pre-Seed / Apr 24, 2025
Deciml Deciml
Deciml app automatically rounds up online transactions and instantly invests the spare change. Seed / Apr 24, 2023
The Legal Capsule The Legal Capsule
The product is a technology driven legal solution which eases your efforts to create, collaborate, negotiate, e-sign, store and manage agreements and forms on a single platform. Our software can automate Legal, Human Resources, Accounting, Procurement Department and any other related department of a company.Given below are a few features of theproduct- - Collaborate and review documents instantly - E-signature using aadhaar/ Virtual sign - Online stamp paper procurement - E-KYC to authenticate ID proof and individualWe automate and customise the service according to your needs using the following: Automatic reminder for renewals Customisation of documents Cloud space Dedicated legal support on the go Virtual Company seal Seed / May 12, 2022
Dista Dista
Dista is an AI-enabled location intelligence platform that offers a wide range of solutions for businesses to power their mobility and field operations. Our cutting-edge cloud solutions help to quick-start your mobile operations, optimize each field interaction, and delight your customers. Derived from the Sanskrit word ‘Disht’ for positioning orgoal, the Dista location intelligence platform is used by more than 43000 users globally to supercharge their intelligent field operations. Powered by Google Maps and Google Cloud, Dista provides features like locators, grid definition & management, cockpit & dashboards, scheduling algorithms, route optimizer, asset tracking, and others to increase operational efficiency of businesses.The Dista platform comes packed with powerful solutions such as field service management, shared mobility solutions, field sales management, last-mile delivery management, logistics and distribution management, cab-hailing / ridesharing/shuttle software, location analytics, and more. $1.2M / Seed / Dec 20, 2021
Manch Manch
Manch is a SaaS based digital signature provider. $1.1M / Seed / Sep 28, 2021
ImaginXP ImaginXP
ImaginXP is a curriculum company with a focus on training and certification in UX Design and Design Thinking. $1.5M / Seed / Mar 01, 2021
Fudr Fudr
Fudr is a platform for digitizing restaurant chains to build long-term customer retention & loyalty. Fudr builds a white-labelled app to run targeted campaigns, reward loyal customers & manage payments. $98.6K / Pre-Seed / Feb 18, 2021
GigIndia GigIndia
GigIndia is a marketplace that provides on-demand work completion for companies through a gig workforce of jobseekers. The startup leverages technologies like machine learning and artificial intelligence for faster turnaround and quality checks. $865K / Seed / Jul 10, 2020
GigIndia GigIndia
GigIndia is a marketplace that provides on-demand work completion for companies through a gig workforce of jobseekers. The startup leverages technologies like machine learning and artificial intelligence for faster turnaround and quality checks. Angel / Sep 18, 2019

Co-Investors

Beyond Next Ventures Beyond Next Ventures 1 deal together
Bharat Inclusion Seed Fund Bharat Inclusion Seed Fund 1 deal together
Blaze Management Labs 1 deal together
Core91 Fund Core91 Fund 1 deal together
Expert Dojo Expert Dojo 1 deal together
Incubate Fund India Incubate Fund India 1 deal together
Pentathlon Ventures

About Pentathlon Ventures

VC Fund · Pune, India

Pentathlon Ventures is helps early stage technology companies grow their business by providing expertise, eco-system & capital.

Pentathlon Ventures Contacts

NameEmailPhoneSocials
Ajit Mayya
Ajit Mayya Venture Partner
Hemant Joshi
Hemant Joshi Co-Founder and Managing Partner
Sandeep Chawda
Sandeep Chawda Managing Partner
Shashank Deshpande
Shashank Deshpande Managing Partner

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FAQ

What does Shashank Deshpande invest in?

Shashank Deshpande invests primarily in Information Technology, Internet and Software startups, most often at Seed and Pre-Seed stage. Most of the 9 investments tracked by Shizune back companies in India. The Investment Focus section breaks down every industry, stage and country in the portfolio.

What is Shashank Deshpande's check size?

Shashank Deshpande typically joins rounds of $865k–$1.5M at Seed and $99k–$550k at Pre-Seed. These ranges are 10th–90th percentile round sizes calculated from confirmed public funding rounds, so they are a realistic guide to the rounds Shashank Deshpande participates in.

When did Shashank Deshpande last invest?

The most recent investment recorded for Shashank Deshpande closed in Apr 2025. Shizune tracks 9 investments in total for this profile, including round sizes, stages and portfolio companies, all sourced from confirmed public funding rounds and refreshed monthly.

Is Shizune's investor data accurate?

Yes — every stat on this profile is calculated from confirmed public funding rounds monitored across hundreds of sources since 2020. This profile was last refreshed in Aug 2026 and is updated monthly. Spotted something off? Use the “Suggest an edit” link near the top of the page.

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