Jan 2024 – Mar 2025 · 1 yr 2 mos

• Square restructured from a GM-led model to a functional model. Working in a small group, I helped restructure all of Square from a GM-led organization to a functional one, also resulting a personal change in role to CPO and Head of Business Org.
• Product + Business Org remit included:
• Leading Product Management, Marketing, Partnerships and Industry Relations worldwide for Square.
• Responsible for overall Product Strategy, medium/long-term product direction and 3-year long range planning for achievement of Rule of 40 via product and GTM execution.
• Direct reports included Heads of Product for various lines of business (e.g. Banking, Point of Sale), Square CMO, Head of Partnerships, Head of International Expansion, Head of Industry Relations
• Also responsible for representing Square at Block Board of Directors, partnering with CFO and others on financial and OpEx targets for Square BU
• Reported to Block's CEO

Jan 2022 – Dec 2023 · 1 yr 11 mos

• Continuing prior responsibilities as GM for Square Point of Sale business, alongside key ecosystem products (Invoices, Loyalty, Marketing, Gift Cards, Web POS). Functional remit included Product, Eng, Design, Data Science, Product Marketing.
• Added to prior responsibility with two more organizations - Square Staff (comprising Square Payroll, Team Management and the recently acquired Crew App) as well as Square Online (comprising online store, self-serve ordering, online checkout and Weebly). Direct P&L responsibility across all 3 organizations and direct organizational reporting relationships across a talented group of ~650 folks.
• Reported to Square's CEO (for this and prior Square roles).

Jul 2018 – Apr 2022 · 3 yrs 9 mos

• Leading both our flagship Square Point of Sale business unit and our CRM business unit. Responsibilities include overall P&L ownership and organizational management across multiple functional disciplines, including Product, Engineering, Design, Product Analytics and Product Marketing. Overall team management responsibility with team of XXX and top line revenue responsibility of $YYYm in a challenging, high growth environment. We are hiring as fast as we can humanly keep up so we can continue to serve our 2M+ sellers with our diverse and rapidly growing ecosystem of first-party products and 3rd party APIs.

Oct 2015 – Jul 2018 · 2 yrs 9 mos

• Continuing to help local businesses grow their business at Square; GM for Customers/CRM business unit encompassing a variety of Square's seller-facing products - Receipts, Directory, Loyalty, Feedback, Online Store, Marketing, Gift Cards. Responsible for troublemaking, P&L ownership of business unit, functional leadership across Product, Eng, Design, Analytics and Product Marketing. Plus whatever else it takes to help build a great business at Square.

Jan 2020 – Present · 6 yrs 4 mos · San Francisco Bay Area

• Angel investor and occasional LP in friends' funds. Select investments:
• Ready Networks
• Bridge (acquired by Stripe)
• Power Finance (acquired by Marqeta)
• Tennr AI
• Ease Health
• Graphite.dev (acquired by Cursor)
• Console AI
• Moment Financial
• Edra.ai
• Forage Financial
• Sparkpoint
• Siro Voice AI
• Sequence (UK)
• Spade.dev
• Span AI
• Farmraise
• Safara
• Reforge
• Martini.ai
• Ivy Invest
• Leap Forward Ventures (LP)
• Dash Fund I and II (LP)
• Operator Collective (LP)

Jan 2011 – Oct 2015 · 4 yrs 9 mos · San Francisco · On-site

• (LocBox was acquired by Square in Oct'15 with the team and technology getting folded into Square's emerging CRM product line)
• LocBox helps offline/local businesses generate revenue and foot traffic from existing and new customers with campaigns that run on Email, Facebook, Facebook Ads, Twitter, Google AdWords and the business'​ own website - all from one universal dashboard.
• As Founder/CEO duties have varied over time and include/included
• Setting product vision and general direction. Stubborn on vision, flexible on details
• Overall P&L management in the business and key levers of the business including cash position, gross margin, operating income (loss, really) management.
• Executive team management, direction, KPI-setting and measurement
• Building first prototype when I was starting up
• Raising seed round
• Recruiting a great co-founder and early team
• Raising Series A with great investors
• Recruiting Heads of Sales, Success, Operations, Marketing, Engineering and in general recruiting team members through any and all means possible. Have likely talked to 1000+ prospective candidates over 4 years to build a team of 40.
• Defining early versions of the product end-end before eventually firing myself from the role with a much better hands-on Head of Product.
• Reading customer feedback and calling customers to understand positive and negative feedback
• + everything else in between that goes in running a 40 person operation across teams

Apr 2010 – Dec 2010 · 8 mos

Oct 2008 – Jul 2010 · 1 yr 9 mos

• Responsible for distribution of Kosmix technology to publishers and developers and for P&L for the same distribution channels. As first member of the team, responsible for prototyping various distribution ideas, working with VP BizDev to figure out partnership areas within the online advertising industry, working with Engineering and Design to quickly bring ideas to fruition, etc.
• After a project path was picked, responsible for working closely with VP BizDev as well as founders to set the vision, get v1 to market, help Sales/BD get large publishers on board and help scale up the operation from scratch.
• Kosmix was acquired by Wal-Mart in early 2011 and formed the genesis of WalMartLabs.

Mar 2007 – Dec 2009 · 2 yrs 9 mos

• Product Manager for Kosmix RightHealth, a top 5 Hitwise site and a top 10 comScore site in the health information category. Role involves defining product vision and roadmap, working with a cross-functional engineering/design team to launch product features, working with public relations, owning and delivering on product engagement metrics (abandonment, user satisfaction, pageviews).

Jan 2007 – Sep 2008 · 1 yr 8 mos

• Contributor to VentureBeat, a Silicon Valley tech money and innovation news site. Wrote stories in the search and mobile spaces. Helped organize the first MobileBeat conference in 2008 where responsibilities included sourcing and interviewing potential panelists, industry research on interesting mobile startups (mind you, this was early '08) and other fun sub-projects. Interviewed Jimmy Wales 1:1 for a story about Wikia Search which was quite fun. Find full list of stories here: http://venturebeat.com/author/saumil-mehta/

Aug 2005 – Mar 2007 · 1 yr 7 mos

• Software Engineer in Voltage Security's Server engineering team. Worked with senior developers to implement Voltage's Secure Messaging software. Also spent requisite amount of time getting intimidated by the sheer brainpower of the cryptographers and other security experts in the room. Learned a lot about building software in a small startup. Watched the messy realities of birthing, marketing and selling enterprise software products in a small startup, up close and personal. Learned by doing and through continual (and likely sometimes annoying) probing and asking questions of anyone that would care to share their experiences with me.
• Voltage Security was acquired by HP in 2015.

Jan 2005 – Jan 2005 · 0 mo

• Worked as a developer on Ning's social apps platform (prior to the social-networks-for-everyone) in 2005 when the company was called 24HourLaundry. Helped Ning exec team with feedback on the platform during its early iterations.
• Learned an incredible amount from Gina Bianchini and Marc Andreessen in a very short period of time in the early days of the social web.
• Ning was acquired by Glam Media (now Mode Media) in 2012.

Jan 2004 – Jan 2004 · 0 mo

• Built early prototype for the infrastructure that eventually became part of Windows Live Mail. Windows Live Mail uses Ajax-like technology to perform heavy client-side operations and I worked with 2 other engineers (and a dev lead) on this plumbing.

Jan 2004 – Jan 2004 · 0 mo

• Wrote the early chunks of code that eventually wound up becoming Windows Mail 11 (aka Windows Live Mail formerly known as Hotmail). Worked with a Senior Engineer to define architecture and build prototype code that was tried end-end on the Hotmail platform and (eventually) rolled into Hotmail production.