Seattle VC Profile: Andy Liu, Unlock Ventures

When I started Ascend in 2019, I realized even though I was o-l-d OLD, I had more in common with the folks in town who were earlier in their professional investing journeys than the venerable VC’s I’d pitched as a founder. I admire and respect the new wave of Seattle/Pacific Northwest venture capitalists, and thought it would be fun to profile some of our region’s up and coming VC talents in these pages. —KW

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Andy Liu of Unlock Ventures is a founder’s founder. His track record raising venture, exiting his two startups, and angel investing prolifically, combined with a poker master’s love of the game, makes Andy unique in the Seattle ecosystem.

What made you decide to be a professional investor?

I get fired up helping entrepreneurs achieve their goals and dreams.

What did you do before becoming an investor and how does that benefit your founders?

I started and exited two venture-backed companies and can empathize with the entrepreneurial journey. Learned a ton of good and hard lessons along the way.

What are your most successful investments so far?

We are still early but many of our companies are performing well including Possible Finance, Dolly, Fight Camp, and Outer to name a few.

Why should founders want you on their cap table?

We hustle hard for our founders assisting on the board, taking late night calls, introducing new anchor customers, new hires, helping with financing strategy, amongst other things. While we don't operate the company, we understand how difficult it is to build a company from the ground up and we want to be as helpful as the founder would like us to be. In addition, we host learning events, summits, and build strong networks for our entrepreneurs to thrive. They become a part of our community.

How many new pitches (actual calls/zooms) do you take per month?

I average about 25-30 per month.

How many new investments do you make per year?

We average about 8 investments per year.

What's your sweet spot(s) in terms of check size, valuation, and vertical?

We invest in pre-seed and seed stage. Our average check size is between $750K-$1.5M for the initial check and target ownership in the range of 10-25% although there isn't a hard and fast rule. We are pretty broad in verticals - it is all tech and we won't do biotech or medtech. We like companies that have a strong, sustainable competitive advantage around data.

What one portfolio company do you want to hype for us here?

Keep an eye out on Concreit. Great team and product, gaining real traction.

What do you think the next ten years looks like for Seattle/Pacific Northwest startups?

Not much to say here except that we're VERY bullish.

What song is currently getting the most run on your Spotify/Apple Music?

Waka Waka

Favorite shoes?

NB Running Shoes

Favorite cooking ingredient?

Sesame Oil

Anything else to say?

Go get a great bowl of ramen!

Growing Ascend - Welcome Jen!

Running a venture capital fund requires a lot more than just meeting entrepreneurs and making investments. As one of my favorite LPs is quick to remind me, "any a**hole can write a check."

The real work happens behind the scenes. Thousands of pitches need to be screened. CRM needs to be updated. Portfolio companies need support; from recruiting to service provider sourcing, from investor discovery to sales lead sourcing. Networks and relationships need to be nurtured. LPs need to be engaged. Advisors need to be connected in to founders. The fund itself as a set of entities needs to be administered, budgets and expenses managed, compliance and security minded. Its service providers need oversight. The website needs to stay fresh. Blog posts need creating. Community engagement and events require planning. Meetings need to be coordinated.

If you've ever worked with me, you know very few of the items on the list above are in my "sweet spot." But as they're integral to the success of our funds and founders, they need proper attention and investment. Just like a solo startup founder who has discovered product/market fit, I need to start building a world class team to support our growth at Ascend.

That's why I am so stoked to share that we've made Jen Haller our first hire at Ascend. Yes, it's truly "we" now!

Jen is an absolute dynamo. Her title will be Chief of Staff but in reality she'll do a bit of everything. She's been a classic utility infielder at a few of Seattle's most successful startups of the 2010s (Urbanspoon, Axon); she was part of the Paul Allen/Vulcan family via Stratolaunch; and most recently she helped Ascend portfolio standout Attunely scale through their Series A.

Jen is an awesome human. Aside from her selfless and well documented courage as the first recipient of Moderna's trial COVID vaccine, she's a foster parent for special needs dogs and has a long history of civic involvement from volunteering for social justice causes to political organizing. She is also a supermom to two teens, and in her spare time, enjoys trying to relax.

If you haven't met her yet, I cannot wait for you to meet Jen. She's just the person we need to help Ascend begin its next phase of growth!

Seattle VC Profile: Ben Nahir, Elevate VC

When I started Ascend in 2019, I realized even though I was o-l-d OLD, I had more in common with the folks in town who were earlier in their professional investing journeys than the venerable VC’s I’d pitched as a founder. I admire and respect the new wave of Seattle/Pacific Northwest venture capitalists, and thought it would be fun to profile some of our region’s up and coming VC talents in these pages. —KW

What made you decide to be a professional investor?

Right place, right time. I left my career in academic research in 2014 to begin an MBA at Portland State University. I started working with TiE Oregon, an angel group in Portland, OR, in 2016 as I was wrapping up my degree. I knew about the startup and angel community abstractly but didn't have a good sense of what it was really like. 5.5 years later, I found I absolutely love working with entrepreneurs and helping them navigate the challenges of starting companies.

What did you do before becoming an investor and how does that benefit your founders?

I spent 12 years as a research neurophysiologist. While that by itself may not be helpful, my education and training as a scientist taught me how to identify problems quickly, ask targeted, probing questions, and come up with potential solutions and ways to test them. More than having the right answer, I have found helping entrepreneurs come up with solutions through asking the right questions is incredibly valuable. I'm sure my in-depth knowledge of the rat brain will come in handy one day, though.

What are your most successful investments so far?

Despite being a relatively young fund, having been founded in 2016, we have realized 4 exits to date. One of our first investments, RFPIO, exited within 2 years. Brandlive provided us another (partial) exit this year and we are very excited to see this company continue to grow. The majority of our portfolio is still active and we have several companies positioning for new fundraising or potential exits this year. TrovaTrip, our last investment from Fund 1, just closed a Seed round led by PSL. We participated in that round out of Fund 2 and are very impressed with their growth trajectory.

Why should founders want you on their cap table?

Our General Partners are all seasoned entrepreneurs (including 2 IPOs) and have weathered the ups and downs of the last 20+ years. We believe very strongly in mentor capital and engage with our portfolio companies in whatever way makes the most sense to help them succeed.

How many new pitches (actual calls/zooms) do you take per month?

Too many? Just pitches for new companies is ~25-30 per month.

How many new investments do you make per year?

We hit the ground running with Fund 2. Since October 2020, we've made 10 new investments and 7 follow-ons from Fund 1. We are targeting 5-6/year but are not terribly strict on that if we see good opportunities. Though at this point, we are only going to make a few more investments to round out the portfolio.

What's your sweet spot(s) in terms of check size, valuation, and vertical?

Check size: $250k - $1M, depending on a lot of factors

Valuation: $5-15M, though we are participating in some much larger rounds too. We are still feeling this out as we mature from a pre-seed to a seed stage fund.

Vertical: technology (software) generally and healthcare in particular. We are pretty industry agnostic and are more interested in compelling problems and business models. Given the breadth of our team and partners, we believe we can add value across industries by helping entrepreneurs with the fundamentals of managing and growing their companies.

What one portfolio company do you want to hype for us here?

Fund 2: Time Study. Kishau Rogers is an amazing founder and created a simple, elegant solution for time management within hospitals. She is a no-nonsense leader who gets things done but is incredibly supportive and empathetic with her team.

Gap Fund: biomotum. Ray and Zach are developing a lower extremity, soft-robotic exoskeleton to help kids with Cerebral Palsy learn to walk.

What do you think the next ten years looks like for Seattle/Pacific Northwest startups?

We closed more than 17 investments entirely virtually in the last year and a half. I expect this trend will open up access to capital across the country. But, with investors gaining visibility into so many more markets, the competition for those investment dollars will increase even more. We may see increased maturity and development as a requirement for earlier seed and pre-seed rounds.

What song is currently getting the most run on your Spotify/Apple Music?

I've been listening to Anihmed's Deep House playlists on YouTube. Good beat that helps me focus, especially on diligence work. My 3-year-old son is really into mariachi music right now. So that provides a great contrast.

Favorite shoes?

I just replaced my Lems after about 5 years - with another pair of Lems. For formal occasions, I love my Primal Professionals. I'm all about minimalist shoes.

Favorite cooking ingredient?

Bacon. Garlic. Onion. But really, bacon.

Seattle VC Profile: Anthony Bontrager, WestRiver Group

When I started Ascend in 2019, I realized even though I was o-l-d OLD, I had more in common with the folks in town who were earlier in their professional investing journeys than the venerable VC’s I’d pitched as a founder. I admire and respect the new wave of Seattle/Pacific Northwest venture capitalists, and thought it would be fun to profile some of our region’s up and coming VC talents in these pages. —KW

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Anthony Bontrager and I are both recovering adtech founders. He’s a straight shooter, keen operator, and highly effective advisor to the founders he works with. But what’s most impressive about Anthony is his heart - I’ve seen his kindness and generosity firsthand over the years and have grown to respect him all the more. Lucky to call him a friend.

What made you decide to be a professional investor?

Having been an entrepreneur for a significant part of my career (20+ years), the path to becoming a full-time investor was both gradual and natural. Between startups I very often found myself helping other entrepreneurs or VC’s with introductions, diligence, networking, etc. purely as part of my being part of and giving back to the entrepreneurial community. I approached this both with the goal of helping colleagues but also as a learning experience. I really enjoyed the exposure to new ventures, ideas, teams, etc. and ultimately realized that investing in and helping other entrepreneurs succeed was where I’d find the most fulfillment.

What did you do before becoming an investor and how does that benefit your founders?

Prior to becoming a full-time investor, I was the founder/CEO of two startups and prior to that was a senior executive at two publicly traded companies in the telecom and broadcasting spaces.

What are your most successful investments so far?

As most investors would say, "I love all my children!” However, one company, Qorus Software, continues to raise the bar in terms of performance, transparency, and team cohesion. While we pride ourselves on the amount of diversity within our portfolio, Qorus again leads by example and is by far our most diverse team to date. Additionally, our investments in Usermind, PTO Exchange and Wicket Labs are exciting examples of founders grinding it out and driving growth.

Why should founders want you on their cap table?

I’m very much a roll-up your sleeves investor and am an active board member. This can take the form of working with founders to develop a more formalized go-to-market strategy, or a true financial/operating plan so they understand how their business operates and the KPIs necessary to drive to success. In other areas, it’s with critical customer or partner introductions through relationships I’ve built over nearly 30 years. Last but not least, is helping founders understand the necessity of proper governance - both at the board level but also at the operational level - and how this will provide long-term benefit for them. This is an often overlooked and least understood issue with founders and its critical to get this right at the start and build proper muscle memory for it.

How many new pitches (actual calls/zooms) do you take per month?

I take approximately 15 to 20 pitches a month. Any more and I feel you’re doing a disservice to the prospective companies and your existing portfolio commitments.

How many new investments do you make per year?

Our Fund has typically targeted roughly 3 to 5 new investments per year

What's your sweet spot(s) in terms of check size, valuation, and vertical?

For our technology investing thesis in the PNW region, our initial check size ranges between $500k to $5M, and typically look set aside upwards of $10M per company for follow-ons, etc. We invest typically at the inflection point of post-revenue/pre-scale, meaning we want to see some sort of modest traction with customers buying off rate-card, and not simply a collection of POC customers. Speaking of our technology investing thesis in the PNW specifically, our focus is on SaaS companies leveraging AI/ML across large datasets as the foundational element of their business. This can manifest itself across several verticals - productivity platforms, unstructured / structured data management, FinTech, sales enablement, digital media, etc. While we have some companies that sit a bit outside these areas, this represents the bulk of our focus.

What one portfolio company do you want to hype for us here?

Qorus Software. An exceptional team that’s taking significant market share in the sales enablement/RFP market and growing rapidly. Just crushing it.

What do you think the next ten years looks like for Seattle/Pacific Northwest startups?

The PNW region has always punched above its weight from an entrepreneurship perspective, but only recently has it gotten the respect it deserves from outside our region, thanks to the rise of unicorn companies such Concur, Auth0, Qumulo, Smartsheet, etc. I see this trend continuing as the region maintains its status as the cloud capital of the world.

What song is currently getting the most run on your Spotify/Apple Music?

Let It Ride by The Blue Stones

Favorite shoes?

To Boot New York brown monkstraps

Favorite cooking ingredient?

Wine

Anything else to say?

I love cycling in the Pacific Northwest, working with the best and brightest entrepreneurs our region has to offer, and am a proud parent of a CU Boulder student.

Vancouver VC Profile: Annika Lewis, Vanedge Capital

When I started Ascend in 2019, I realized even though I was o-l-d OLD, I had more in common with the folks in town who were earlier in their professional investing journeys than the venerable VC’s I’d pitched as a founder. I admire and respect the new wave of Seattle/Pacific Northwest venture capitalists, and thought it would be fun to profile some of our region’s up and coming VC talents in these pages. —KW

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Annika Lewis is a must-follow on Twitter. She’s incredibly curious, has a keen mind and wealth of experience, and isn’t afraid to learn in public. I met her on my last business trip pre-pandemic, and she’s been on fire since then. She’s one of the most knowledgeable analytics investors in the Pacific Northwest.

What made you decide to be a professional investor?

Being an investor wasn't on my radar until all of a sudden it was. I first learned about the VC world when I was working in Corporate Strategy at a big company and found myself on a project where I got to work closely alongside the company's internal venture arm. I quickly fell in love with going out and talking to founders and hearing their big visions for the world - I couldn't believe this was a full-time job. The rest is history.

What did you do before becoming an investor and how does that benefit your founders?

I spent six years at Capital One, where I held multiple roles in Analytics. I had a chance to work within many different functions - Marketing, Product Development, Strategy, Corporate Innovation - so I've worn lots of hats, which is great when working with founders. Since Analytics is a passion of mine and is the common thread across all my work, I focus largely on investments in Analytics & Data Infrastructure, and that's where I tend to lean in when working with founders.

Beyond my expertise in Analytics, what I think helps me most as an investor is the variety I've had not just in my work, but also in my life. I've lived in two countries & four cities. I've worked at a 10-person company and a 10,000-person company. I quit my corporate job outright and dropped everything to backpack around the world for a year. I studied Mandarin for five years and spent a summer living in China. My diversity of experience has helped me learn & grow & connect with founders more than anything else in my career.

Why should founders want you on their cap table?

I'm all about leveling the playing field between founders & investors. For example, I think the information asymmetry that exists between investors and founders is super detrimental, so I make a point of doing my part to help founders learn about what taking VC money looks like, what to look out for in a deal, and how to decipher legalese on a Term Sheet. In fact, I run a (free) Zoom course with another VC for early-stage founders on just this. I'd love to have more PNW founders in the mix!

How many new pitches (actual calls/zooms) do you take per month?

15-20, but always open to more.

How many new investments do you make per year?

2-4

What's your sweet spot(s) in terms of check size, valuation, and vertical?

$2-5M first check size. Areas of focus are Analytics, Deep Tech, and Computational Biology.

What one portfolio company do you want to hype for us here?

Canalyst is an awesome PNW up-and-comer here in Vancouver. One to watch!

What do you think the next ten years looks like for Seattle/Pacific Northwest startups?

Oh man, I'm just so excited for our little ecosystem. I'll admit, after moving back from NYC three years ago, I did feel like I was coming back to a bit of a business desert - but seeing how far we've come since then and getting glimmers of what's ahead, I think the world is starting to take the PNW more and more seriously beyond just the Amazons & Microsofts of the world. And my hometown of Vancouver, which has historically been a bit of a tech laggard to Seattle, is starting to punch above its weight class. I predict we see at least one new PNW decacorn within the next ten years.

What song is currently getting the most run on your Spotify/Apple Music?

I recently re-discovered Concrete Schoolyard by Jurassic 5. It slaps.

Favorite shoes?

My Vasque hiking boots. They've carried me on trails from Nepal to Kilimanjaro and full-circle back home to the PNW. They get much more frequent use now that I live here again!

Favorite cooking ingredient?

Trader Joe's "Everything but the Bagel" seasoning. Since we don't have Trader Joe's in Canada, I'm desperate for the border to re-open so I can make one of my day trips down to Bellingham and re-stock.

Seattle VC Profile: Will Finney, SeaChange

When I started Ascend in 2019, I realized even though I was o-l-d OLD, I had more in common with the folks in town who were earlier in their professional investing journeys than the venerable VC’s I’d pitched as a founder. I admire and respect the new wave of Seattle/Pacific Northwest venture capitalists, and thought it would be fun to profile some of our region’s up and coming VC talents in these pages. —KW

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Will Finney is one of the most active investors in the Seattle venture capital market. He and the SeaChange Fund team deploy ~$6M per year across a broad range of categories. And while Will is incredibly humble, he’s backed some of the region’s most successful companies. Will’s own experience as a founder and his calm demeanor make him a valuable asset to founders, and a great collaborator.

What made you decide to be a professional investor?

I have a passion for helping founders and a continuous learning mentality that dovetails nicely with venture. At the end of the day, I want to help elevate the town I grew up in. Having gone the founder route prior, resources available at an early stage were few and far between, I want to be part of that solution. Regardless of the stage of an idea/company I am always happy to meet.

What did you do before becoming an investor and how does that benefit your founders?

Prior to this I was at two startups BevPass (failed, founder) and Pivotal Living (exit 2016, early employee), and then a prior life at a macro focused currency fund. I’ve been on both sides of the equation (failed/successful). I think this translates well into my current role. The funding ecosystem is not easy and therefore compassion, time, and experience are critical components I can share to help elevate founders in the PNW.

What are your most successful investments so far?

Thrive Causemetics, CSATS, Prescryptive, Lockstep, Factal, Slumberkins, Violet

Why should founders want you on their cap table?

The network provided by our LP base is a remarkable resource and something I believe sets us apart. But, I would also encourage founders to do their own diligence on their capital partners, get out and talk with their portfolio co’s. I am always impressed when a company has independently studied up on us.

How many new pitches (actual calls/zooms) do you take per month?

It varies, but on average I take 8-10 per week.

How many new investments do you make per year?

We target 8-12 investments annually.

What's your sweet spot(s) in terms of check size, valuation, and vertical?

$500k-$750k check, valuations or caps sub $20m (ideally sub $8m), vertically agnostic

What one portfolio company do you want to hype for us here?

You’re asking me to pick a favorite child. Prescryptive. But also Yesler that we are in together. They’re both disintermediating large incumbents in their respective industries.

What do you think the next ten years looks like for Seattle/Pacific Northwest startups?

I believe that Seattle has become one of, if not the epicenter for cloud computing. Additionally we’re now a first stop for net new engineering offices and lets not forget our cities biotech heritage. This has attracted a lot of world-class talent. I hope we will better enable founders to start companies. The golden handcuffs are often hard to break but a tremendous amount of potential innovation is sitting in our own backyard. We just need to elevate the resources available to potential founders. Ken and Sean are doing a great job of this with V/O.

What song is currently getting the most run on your Spotify/Apple Music?

Glass Animals - Cane Shuga

Ford. - Dusk

Favorite shoes?

You’re going to hate this answer, but I’m on my fourth pair of AllBirds. (Ed. - he was right.)

Favorite cooking ingredient?

Going through a big spice stage over the last year, a must is Momofuku Chili Crunch and Bend Sauce Co - Hot Chipotle

Anything else to say?

Thanks for the opportunity and look forward to collaborating on more deals!

Seattle VC Profile: Andrew Dumont, Curious Capital

When I started Ascend in 2019, I realized even though I was o-l-d OLD, I had more in common with the folks in town who were earlier in their professional investing journeys than the venerable VC’s I’d pitched as a founder. I admire and respect the new wave of Seattle/Pacific Northwest venture capitalists, and thought it would be fun to profile some of our region’s up and coming VC talents in these pages. —KW

Andrew Dumont helped inspire me to launch Ascend. He’s a next-level operator, a founder-first investor at Curious Capital, and a no-BS wise counsel to many of us in the Seattle venture capital ecosystem. He’s the kind of friend you want in your corner, whether you’re a startup founder or a VC.

What made you decide to be a professional investor?

The main thing that made me want to become an investor and start Curious was my move back home (I grew up in Bellingham) to Seattle, after a stint in New York. At the time, I was dealing with some family health issues and had just finished the acquisition of Bitly after a bit of a slog, and was ready to spend as much time as possible helping and supporting local entrepreneurs. I have always felt like Seattle's seed/pre-seed ecosystem was lacking. Investing is a great vehicle to do that.

I have been around VC my entire career, both in growing venture funded companies and while at betaworks (one of the first venture studios, which also frequently did seed investments). I certainly don’t think of myself as a professional investor, though. At this stage of my career, I’d much rather be building companies, so investing has become a part-time activity for me. This also allows me to add real value as an investor by still very much being in the game as an operator.

What are your most successful investments so far?

Fund I has performed exceptionally well, far better than I thought it could honestly. Of the 18 companies I've invested in, 6 of them have been acquired, with 4 of those going to publicly traded companies. Some standouts in that group of companies were Streem (in Portland) that was acquired by Frontdoor, Timber (in New York) that was acquired by Datadog, and Vendorhawk (in Seattle) that was acquired by Servicenow.

But honestly, I don’t take any credit for these outcomes and am a firm believer that the ones that should be celebrated in successful outcomes are the entrepreneurs that build them. Seed and pre-seed investing is very much a gamble and there's a lot of luck involved. No exception here.

Why should founders want you on their cap table?

I have deep operational expertise in customer acquisition and growth. It’s somewhat of a rare skillset and something I've found to be a pain point for almost every early stage company. Both in terms of strategy of GTM and making the key growth hires. I offer this up to every company I invest in and am there to help every step of the way with it.

How many new pitches do you take per month?

The first few years of working on Curious, I was a lot more active and having anywhere from 20-30 conversations with entrepreneurs each month. I really don’t like the frame of most VC pitches, though, so I generally tell the entrepreneur to put away the deck and just talk me through their business, the challenges they see, and how I can help them. I generally decide whether or not to invest after that discussion.

How many new investments do you make per year?

Previously, it was 5-10 per year. I’ve since pulled that back to 1-5 per year. My intention in the short term is not to raise another fund, so I'm slowing down pace and mixing in more personal investments.

What’s your sweet spot in terms of check size, valuation and vertical?

My check size is anywhere from $25K-$100K. I generally don’t care about valuation at the stage I invest, which is typically pre-seed. On vertical, I’m willing to invest in anything as long as I can get passionate about the problem and team.

What one company do you want to hype for us here?

Tough to only pick one, but I’m a huge fan of Aaron and the team at Blokable. They’re tackling the massive problem of affordable housing. This is my only hardware investment and has been incredible to watch them go from a single Blok unit to a full-scale production.

What do you think the next ten years will look like for Seattle startups?

There’s better spokespeople for Seattle than me, but generally I think the future of Seattle is very bright from a talent perspective. There are great technologists moving here every day and more and more focus being put on the most strained spot of the ecosystem historically, which was access to capital for early stage founders. I’m optimistic.

What song is currently getting the most run on your Spotify?

I tend to rotate between Frank Ocean, Nils Frahm and Sza. Song… I’d say Fundamental Values by Nils Frahm.

Favorite cooking ingredient?

Malden Sea Salt and Partanna Olive Oil, can’t cook without them.

Anything else to say?

That’s all I’ve got. :)

Ascend Venture Capital LP Profile: Justin Moon, Partner, Perkins Coie #openlp

When I was a founder, I had no idea what a Limited Partner in a venture capital fund was. Now that I run my own fund, I want to bring transparency to founders and let them know where our money comes from. Our LP’s are an incredible group of individuals who often advise our founders and myself as we strive to create the next generation of world-changing startups (and funds!). -KW

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Justin is one of my closest friends. He’s co-chair of Perkins Coie’s Technology Transactions & Privacy practice, and has worked pro bono for the Northwest Immigrant Rights Project since 2008. He’s a remarkably empathetic, pragmatic, and skilled attorney - a rare triple threat with an impressive deal-making track record. I’m honored to have him as an LP in Ascend, and stoked he took the time to share his wisdom here.

We met in law school - you clearly had a better head (and heart) for it than I did! 20 years later, you've worked on dozens of big M&A transactions in the technology space for a top Seattle firm. What would you tell founders they should keep in mind while growing their startup, that will best set them up for a successful exit?

With respect to law school, perhaps you just executed on your exit strategy a few decades before me. You’re always ahead of the curve, Kirby. From a business perspective, our deal lawyers would say build a fast-growing, independent company that solves a significant customer problem in a large market, and you will have your choice of when/how to exit. As my partner Lee Schindler says, “the exit is an output, not an input.”

It also sounds a little trite, but in the tech M&A space, a target’s most valuable assets are its IP (and I would include data in IP) and its people. Founders are working with limited resources and need to be super strategic around how to allocate those assets. From a legal perspective, you should allocate those assets to ensuring that your company’s processes and policies (including its use of open source software) around its IP development and protection are tight. The upfront costs pale in comparison to what it might cost you down the line to clean up any gaps. From a people perspective, we’re in seller’s market, especially post-pandemic, so the ability to attract, develop and retain top talent is and will continue to be a key differentiator. Nice exits are driven by a buyer’s interest in the target’s IP or its people. Great exits are driven by a buyer’s interest in the targets IP and its people. Do both and do them well.

From the buy-side perspective, what are the top three drivers of valuation and motivation to close a deal? What does a startup need to do to help the deal sponsor get over the finish line?

In terms of motivation, the key driver is the target’s ability to solve a problem, either for the buyer or end users. Are the target’s products and services solving a problem for the user and doing it a way that aligns with the buyer’s view of how to solve the same problem? The buyer is typically looking to expand an existing line of business (where it is more efficient to do so through acquisition) or looking to expand into a new line of business that’s complimentary to an existing line of business.

In terms of valuation, my comment above re IP and talent apply here as well, and Lee also weighed in with the following three key valuation drivers:

1. Value – Do something for customers that no other company can do as well.

2. Opportunity – Demonstrate growth and future opportunity to avoid valuations based on current metrics.

3. Feasibility – Help the buyer understand how the startup’s business, technology and team can integrate with buyer and make the whole greater than the parts.

What's the most common deal killer in an acquisition scenario?

From a business perspective, lack of scalability. The solution a target offers to customers needs to be able to scale (from a legal and technical perspective) in the hands of an acquirer. Shortcuts that work for startups often don’t work for acquirers.

From a legal perspective, and this goes back to my first response above, IP issues are quick killers. This can show up as issues with ownership or use rights, privacy and security vulnerabilities, or a lack of elegance or sophistication in the target’s tech.

From a talent perspective, there needs to be some substance behind the style. Buyers want to add talent, not just tech.

Switching it up, you toured with Alice in Chains before you made the move to lawyering. What's your best grunge era road story?

Ha. “Toured” with Alice in Chains might be generous, but road stories stay on the road (or something like that). I’ll give you an AiC story, though, since you asked. In 1990, I was a seventeen-year-old senior in high school. AiC had just released Facelift. One of my best friends at the time got kicked out of school and with his newfound freedom, he basically became a male groupie and somehow managed to ingratiate himself into the local rock scene.

Through all of that, we met a woman named Demri Parrott. If you’ve seen Almost Famous, she was our own Miss Penny Lane, and she also happened to be the girlfriend of Layne Staley, the lead singer for AiC. Demri epitomized everything that was cool in the Seattle rock scene; her taste in music was impeccable, she was a great artist and she had this infectious smile and personality that attracted people to her. She was a firefly. She was also older and cooler than us, but for whatever reason, she seemed to have a soft spot in her heart for our little crew of rock boys. As a result, we ended up spending a bit of time at the apartment she shared with Layne; so much time that her couch quickly turned into a crash bed for one of my friends who decided that it was more to stay with Demri and Layne than it was to go home to Mom and Dad.

So, after another late night at their garden apartment near the old Lobo Inn, I headed home in my Volkswagen Van (nicknamed the “Shame Train” by Cole from Sweet Water) and just before I leave, my couch crashing buddy asks me to come back in the morning to pick him for school. A few short hours later, I’m back at Demri’s apartment to pick him up. I push the buzzer button next to her name. Nothing. I push it again. Nothing. Hmm. Figuring they all must be passed out and without giving it much thought, I reach into my wallet for my bank card and just like you’ve seen in the movies and on TV a hundred times, I pull out my card and begin to slide it into the door slot. To my utter shock and disbelief, the door opens. A short flight of stairs later, I’m at her apartment door. I knock. Nothing. Another knock. Nothing. Without thinking twice, I pull out my card again and of course, it works again. Now I’m inside and the glamour of the night before has faded. Shades half drawn, my buddy is face down on the couch, fully clothed and snoring. Half empty beers and cigarette butts stubbed into ashtrays clutter the coffee table beside him. We’re running late now, so I shake him and tell him we need to go. Now. As we shuffle out, I steal a quick glance past the open bedroom door and see Demri and Layne sleeping peacefully. 15 minutes later, me and my buddy are sitting in English class, daydreaming of the night before and the adventures that lie ahead.

What song is currently getting the most run on your Apple/Sonos/Spotify?

Maybe I’m showing my age here a bit, I still think of music in terms of albums, rather than songs. My musical tastes are also a little all over the map, but what I’m listening to ant any point in time tends to track my mood. So, during the pandemic, which for me (like a lot of people) was a bit of a more reflective time, I was digging stuff that feeds my mind in a more thoughtful and introspective way. For me, that’s Stevie Wonder’s Songs in the Key of Life, Curtis Mayfield’s Curtis and Marvin Gaye’s What’s Going On. At this point I think we almost take it for granted, but What’s Going On is just a masterpiece, especially when considered in light of era in which it was created and the push back that Marvin got for making that record from Berry Gordy.

As we emerge from the pandemic and head into an open summer, what I’m playing is shifting to stuff that wants to be blared from an outdoor speaker or car stereo. For me, that’s New York hip hop from artists like A Tribe Called Quest, De La Soul and Biggie. And it’s 70s rock from Led Zeppelin and the Who, early 90s-era stuff from Soundgarden and Spoon, and early Strokes.

Favorite shoes?

Current: Adidas Stan Smith Prime Blue. All time: Nike Air Max and Jordan 3s.

Favorite cooking ingredient?

Meat: grass-fed beef from Crowd Cow. Vegetables: riced cauliflower.

Anything else?

You mentioned law school as our first date, but before we met, we were also both attended small, liberal arts schools back east where we studied writing and literature. Finding time to write is hard, but I always find time to read. My two favorite reads from last year were Jonathan Lethem’s Fortress of Solitude, (thanks again for the recommendation!) and Adam Grant’s Think Again. I would highly recommend Fortress as a beach summer read - great coming of age story. Think Again should be a must read for your founders. It’s full of insightful information and guidance that has broad application across industries and disciplines.