Toba Capital’s Patrick Mathieson on the Firm’s ‘Two Bites of the Apple’ Strategy

Minnie Ingersoll
Minnie Ingersoll is a partner at TenOneTen and host of the LA Venture podcast. Prior to TenOneTen, Minnie was the COO and co-founder of $100M+ Shift.com, an online marketplace for used cars. Minnie started her career as an early product manager at Google. Minnie studied Computer Science at Stanford and has an MBA from HBS. She recently moved back to L.A. after 20+ years in the Bay Area and is excited to be a part of the growing tech ecosystem of Southern California. In her space time, Minnie surfs baby waves and raises baby people.
Toba Capital’s Patrick Mathieson on the Firm’s ‘Two Bites of the Apple’ Strategy
Patrick Mathieson

On this episode of the LA Venture podcast, Toba Capital Partner Patrick Mathieson discusses his thoughts on investing in SMB platforms, gross revenue retention, and other things he looks for when investing.



Headquartered in Southern California, Toba Capital is a venture capital firm focused on early stage B2B software companies. On average, Mathieson said Toba will add 12 to 15 companies to its portfolio in a year.

“The thing that we love to do is lead Series A or Series A-like deals,” he said. “It might be called seed, or B, but in that Series A range — maybe a $10 million check.”

The firm is 10 years old but Mathieson says they are just recently working on growing their reputation and presence within the industry.

Unlike other a traditional VC fund with outside LPs, Mathieson said “we don't have these 10 year holding periods with a bunch of LPs to return capital to. We basically have a pool of capital that we sort of grow like a pie over time.”

Mathieson describes their ideal ownership strategy as a “two bites of the apple strategy.”

“Maybe you leave the (Series) A and then lead an extension [funding round] and maybe double the check size,” he explained. “Then find a great growth partner to lead the rounds beyond that. And maybe leading that second round, we own more than you would have for traditional A. We own 20-25% and then dilute a little bit down from there, rather than starting at 12-15%.”

With over 8 years spent at Toba, Mathieson has learned from his colleagues and mentors about what it takes to help founders.

“There is this combination of being a good listener and [having] empathy for just how darn hard it is to build a company,” Mathieson said. “And also a less is more approach.”

For Mathieson, the key is understanding both perspectives–the VC and the founder.

For VCs, as soon as you receive the board deck, Mathieson says its easy to poke holes in the plan.

Building a company can be “really gnarly and messy and just trying to gain purchase on something and whether it's some sort of sales flywheel or product market fit. It's not about doing everything right. It's about finding the one thing that really will create momentum.”

Mathieson also sits on the board for several companies including business management platform Boulevard, on-demand childcare service application Brella and inventory management software Candid Wholesale to name a few.

Having worked with a handful of companies in his role as an investor and board member, Mathieson expressed how he favors small and midsize businesses (SMBs) versus enterprises.

“It's what I know,” he said. “It feels more uncrowded. I'm not an incredibly technical investor and I think that a lot of enterprise investing is in these highly horizontal business applications that are very IT centric and have a lot to do with the underlying technology.”

He added, “I'm just interested in commerce. So I think that these products that are business management platforms for small businesses, that is the stuff that makes the hair on my neck stand up.”

Aside from his role as an investor, Mathieson also writes blogs in his spare time frequently centered around business and investing.

“I think gross revenue retention is totally underrated,” he said. “I spent a lot of time looking at public company investor presentations and if you look at which ones report gross revenue retention, it's almost none of them and it's only the fabulous companies.”

Mathieson said the really best companies have a 97-98% gross logo retention.

“Which basically means no one leaves and what you're trying to do in SAAS is build this like an annuity stream that just goes on and on and on,” he said.

dot.LA Reporter Decerry Donato contributed to this post.

Click the link above to hear the full episode, and subscribe to LA Venture on Apple Podcasts, Stitcher, Spotify or wherever you get your podcasts.

This podcast is produced by L.A. Venture. The views and opinions expressed in the show are those of the speakers and do not necessarily reflect those of dot.LA or its newsroom.

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“Millions of Dollars Completely Wasted”: Without Neuromarketing, Tech Firms’ Ads Get Lost in the Noise

Samson Amore

Samson Amore is a reporter for dot.LA. He holds a degree in journalism from Emerson College and previously covered technology and entertainment for TheWrap and reported on the SoCal startup scene for the Los Angeles Business Journal. Send tips or pitches to samsonamore@dot.la and find him on Twitter @Samsonamore.

“Millions of Dollars Completely Wasted”: Without Neuromarketing, Tech Firms’ Ads Get Lost in the Noise

At Super Bowl LVII, advertisers paid at least $7 million for 30–second ad spots, and even more if they didn’t have a favorable relationship with Fox. But the pricey commercials didn’t persuade everyone.

A recent report from advertising agency Kern and neuroscience marketing research outfit SalesBrain is attempting to answer that question using facial recognition and eye-tracking software.

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https://twitter.com/samsonamore
samsonamore@dot.la

Behind Her Empire: ComplYant Founder and CEO Shiloh Johnson on Helping Small Businesses

Yasmin Nouri

Yasmin is the host of the "Behind Her Empire" podcast, focused on highlighting self-made women leaders and entrepreneurs and how they tackle their career, money, family and life.

Each episode covers their unique hero's journey and what it really takes to build an empire with key lessons learned along the way. The goal of the series is to empower you to see what's possible & inspire you to create financial freedom in your own life.

Behind Her Empire: ComplYant Founder and CEO Shiloh Johnson on Helping Small Businesses

On this episode of Behind Her Empire, ComplYant founder and CEO Shiloh Johnson discusses her journey to building a multimillion dollar business and making knowledge of taxes more accessible.


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‘Expand Past the Stage’: How These LA-based Ticketing Platforms are Using The Metaverse to Take On Ticketmaster

Andria Moore

Andria is the Social and Engagement Editor for dot.LA. She previously covered internet trends and pop culture for BuzzFeed, and has written for Insider, The Washington Post and the Motion Picture Association. She obtained her bachelor's in journalism from Auburn University and an M.S. in digital audience strategy from Arizona State University. In her free time, Andria can be found roaming LA's incredible food scene or lounging at the beach.

‘Expand Past the Stage’: How These LA-based Ticketing Platforms are Using The Metaverse to Take On Ticketmaster
Evan Xie

When Taylor Swift announced her ‘Eras’ tour back in November, all hell broke loose.

Hundreds of thousands of dedicated Swifties — many of whom were verified for the presale — were disappointed when Ticketmaster failed to secure them tickets, or even allow them to peruse ticketing options.

But the Taylor Swift fiasco is just one of the latest in a long line of complaints against the ticketing behemoth. Ticketmaster has dominated the event and concert space since its merger with Live Nation in 2010 with very few challengers — until now.

Adam Jones, founder and CEO of Token, a fan-first commerce platform for events, said he has the platform and the tech ready to take it on. With Token, Jones is creating a system where there are no queues. In other words, fans know immediately which events are sold out and where.

“We come in very fortunate to have a modern, scalable tech stack that's not going to have all these outages or things being down,” Jones said. “That's step one. The other thing is we’re being aggressively transparent about what we’re doing and how we’re doing it. So with the Taylor Swift thing…you would know in real time if you actually have a chance of getting the tickets.”

Here’s how it works: Users register for Token’s app and then purchase tickets to either an in-person event, or an event in the metaverse through Animal Concerts. The purchased ticket automatically shows up in the form of a mintable NFT, which can then be used toward merchandise purchases, other ticketed events or, Adams’s hope for the future — external rewards like airline travel. The more active a user is on the site, the more valuable their NFT becomes.

Ticketmaster has dominated the music industry for so long because of its association with big name artists. To compete, Token is working on gaining access to their own slew of popular artists. They recently entered into a partnership with Animal Concerts, a live and non-live event experiences platform that houses artists like Alicia Keys, Snoop Dogg and Robin Thicke.

“You'll see they do all the metaverse side of the house,” Jones said. “And we're going to be the [real-life] web3 sides of the house.”

In addition, Token prides itself on working with the artists selling on their platform to set up the best system for their fanbase, devoid of hefty prices and additional fees — something Ticketmaster users have often complained about. Jones believes where Ticketmaster fails, Token thrives. The app incentivizes users to share more data about their interests, venues and artists by operating on a kind of points system in the form of mintable NFTs.

“We can actually take the dataset and say there’s 100 million people in the globe that love Taylor Swift, so imagine she’s going on tour and we ask [the user], ‘Would you go to see her in Detroit?’ And imagine this place has 30,000 seats, but 100,000 people clicked ‘yes,’” he explained. “So you can actually inform the user before anything even happens, right? About what their options are and where to get it.”

Tixr, a Santa-Monica based ticketing app, was founded on the idea that modern ticketing platforms were “living in the legacy of the past.” They plan to attract users by offering them exclusive access to ticketed events that aren’t in Ticketmaster’s registry.

“It melts commerce that's beyond ticketing…to allow fans to experience and purchase things that don't necessarily have to do with tickets,” said Tixr CEO and Founder Robert Davari. “So merchandise, and experiences, and hospitality and stuff like that are all elegantly melded into this one, content driven interface.”

Tixr sells tickets to exclusive concerts like a Tyga performance at a night club in Arizona, general in-person festivals like ComplexCon, and partners with local vendors like The Acura Grand Prix of Long Beach to sell tickets to the races. Plus, Davari said it’s equipped to handle high-demand, so customers aren’t spending hours waiting in digital queues.

Like Token, Tixr has also found success with a rewards program — in the form of fan marketing.

“There's nothing more powerful in the core of any event, brand, any live entertainment, [than] the community behind it,” Davari said. “So we build technology to empower those fans and to reward them for bringing their friends and spreading the word.”

Basically, if a user gets a friend to purchase tickets to an event, then the original user gets rewarded in the form of discounts or upgrades.

Coupled with their platforms’ ability to handle high-demand events, both Jones and Davari believe their platforms have what it takes to take on Ticketmaster. Expansion into the metaverse, they think, will also help even the playing field.

“So imagine you can't go to Taylor Swift,” Jones said. “What if you could purchase an exclusive to actually go to that exact same show over the metaverse? An artist’s whole world can expand past the stage itself.”

With the way ticketing for events works now, obviously not everyone always gets the exact price, venue or date they want. There are “winners and losers.” Jones’s hope is that by expanding beyond in-person events, there can be more winners.

“If there’s 100,000 people who want to go to one show and there's 37,000 seats, 70,000 are out,” he said. “You can't fight that. But what we can do is start to give them other opportunities to do things in a different way and actually still participate.”

Jones and Davari both teased that their platforms have some exciting developments in the works, but for now both Token and Tixr are set on making their own space within the industry.

“We simply want to advance this industry and make it more efficient and more pleasurable for fans to buy,” Davari said. “That's it.”

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