Westbound State of the Market 2025

Westbound State of the Market 2025

10 stats defining VC this year, brought to you by Carta

At this year’s Summit, I asked Carta’s Peter Walker to cut through the noise and share this year’s venture markets data. His answer? The rules of the game have changed and they have the data to prove it:

1. Teams are staying leaner for longer

Average full-time, equity-holding headcount is shrinking at every stage. Seed teams have fallen from 6 to 5 employees (-16%), Series A from 20 to 15 (-9%), and Series C from 101 to 79 (-19%). Founders are keeping burn low and hiring sprees at these stages are no longer a status symbol.

2. Fewer companies are making it to Series A

The graduation rate from Seed to Series A has dropped sharply since 2021. Many recent cohorts see sub-15% progression within the first 18 months: a sobering stat for early-stage founders and their investors.

3. The fundraising clock has slowed

The trend of raising a new round every 18 months is fading. Median time from Series A to B is ~2.1 years, and B to C stretches to 2.5 years.

4. ARR bar for Series A has skyrocketed

B2B founders are expected to show far more traction: median ARR has grown from $1.3M in 2021 to $2.9M in 2024, and top quartile ARR has jumped to $6.8M.

5. Bridge rounds are becoming standard practice

Bridge financing isn’t just for distressed companies anymore. In Q1 2025, 46% of Seed rounds were bridges (up from a 35% average since 2020), and Series C bridge rounds jumped to 28%. Even performing companies now need more runway to  get to the higher bar.

6. AI SaaS still commands a valuation premium

At Series A, AI SaaS startups are valued 25% higher than their non-AI peers ($54M vs. $43M). At Seed, the premium is 41% ($18.1M vs. $12.9M).

7. Not all sectors are created equal

Cybersecurity, AI software, and hardware lead both valuation and raise size benchmarks at Seed. Social media remains an outlier, raising large rounds despite macro headwinds.

8. Series A valuations are near record highs

Median pre-money valuation in Q1 2025 reached $49.5M, second only to the 2021 peak. Investors are paying up for companies that clear the higher-traction bar.

9. Seed valuations have never been higher

Despite slower Series A progression, median seed valuations are at an all-time high of $15.6M. This was surprising for investors and founders in the room, but the data backs it up.

10. Capital flows have normalized

The late-2022 spike in venture funding – fueled in part by generative AI’s breakout – has cooled. Capital raised per quarter now hovers around $23B, far below the 2021 peak of nearly $68B.

The takeaway for founders and LPs: This is the “higher bar, longer climb” era. More proof points are required to raise, the path between rounds is longer, and sector dynamics matter more than ever. In practice, that means:

  1. Planning for longer fundraising cycles: Median time between rounds now stretches past two years. Runway management is non-negotiable.’
  2. Traction is the new currency: With ARR expectations and sector benchmarks higher, hitting milestones before raising isn’t optional.
  3. You need to position with purpose: A premium in AI and cybersecurity shows that markets still reward clarity and category strength.

The winners will be those who conserve capital, hit traction milestones, and position themselves in markets where the premium justifies the pace. At Westbound, we help founders understand how the game has changed and help them build with the discipline and category clarity to win in this new era. If this is something you’re navigating, we’d love to chat.

Values As a Compass: Field notes from Summit 2025

Values As a Compass: Field notes from Summit 2025

Last week, our community of founders, builders, investors, and change-makers gathered for my favorite Westbound tradition: our annual summit. Over two days in Healdsburg, advisors, investors, and operators shared their expertise and founders provided fresh perspectives, accelerating everyone’s growth. 

My journey from Venezuela to Northern California twenty-three years ago taught me that while your surroundings can shift overnight, your values travel with you. 

This is not unlike what leaders experience as their organizations grow and their roadmaps blur. In times of uncertainty, you need more than a playbook. You need a North Star and principles for how you will navigate towards it. This year’s summit focused on exploring how values shape stronger daily decisions and give organizations a lasting competitive edge:

  1. Clarity amid turbulence: Shared values can help teams cut through noise and analysis-paralysis;
  2. Execution speed: These same principles collapse decision-making time on a daily basis. Organizations with this kind of alignment move faster without sacrificing integrity; and,
  3. An enduring advantage: This isn’t just a feel-good mantra. Data shows this is how you win.  A multi-decade McKinsey study of 1,000 organizations found that companies with healthy values, vision and strategy-aligned cultures dramatically outperformed peers on total shareholder return. 

Many of our speakers spoke about how they’ve brought our Summit theme – Values as a Compass –  to life throughout their organizations and careers:

  • The San Antonio Spurs’ R.C. Buford lifted the curtain on how the team’s basketball philosophy shapes their entire organization and has guided them through multiple championships; 
  • Character.AI’s Erin Teague, Sierra’s Clay Bavor, and Next Play Ventures’ Brian Rumao discussed how to scale AI-native companies and how team structures shift when models sit at their core;
  • Jeff Weiner shared how he translated long-term vision into everyday operating principles during his 11-year CEO tenure at LinkedIn with his vision-to-values framework;
  • Visa’s Frank Cooper and Sixth Street’s David Sutphen unpacked the habits behind durable brands, from full immersion in your industry and cultivating taste to hiring in the age of AI, and
  • Acrew’s Theresia Guow unpacked how her values-first investing ethos – honed from Accel to starting Acrew – guides everything from taking a bet on a founder to building winning teams. 

In breakouts, Westbound Network industry experts shared practical tactics, from go-to-market frameworks to resilience rituals, that our community can put to use immediately. Special thanks to Wemimo Abbey, Jane Alexander, Steve Benjamin, Maria Colacurcio, Somesh Dash, Joelle Emerson, Prakash Janakiraman, Fern Mandelbaum, Danielle Naftulin, Satya Patel, James Slavet, Mike Smith, Peter Walker, and Russell Wolff.

It was a privilege to bring the kinds of conversations we typically have one-on-one in founder coaching sessions into a community setting, where we could learn from and with each other. That’s why we offer culture coaching to help our founders codify and operationalize their values, and hire with them in mind.

Finally, we’re deeply grateful to our sponsors who partnered to make this event successful: AWS, Carta, Cleary, Esusu, Latham & Watkins, MetLife, Ramp, SVB, Visa, and Wilson Sonsini.

Questions, reflections, or speaker stories to add? Email me or tag @WestboundEquity so we can keep amplifying the wisdom that surfaced in Healdsburg.

Westbound Summit 2024

Westbound Summit 2024

Last month, our Westbound community gathered in Healdsburg, California for Summit 2024  – our annual gathering providing Westbound-backed founders with connectivity and exposure to some of the technology industry’s most impactful individuals and ideas. 

In addition to our firm focusing efforts on closing the funding gap, we also prioritize addressing the gaps in social capital. Our Advisors and LPs, collectively known as the Westbound Network, commit their social capital and expertise to our founders at every stage of the company-building process. In turn, our founders provide insight, inspiration, and learning & impact opportunities to our Network members. It’s our virtuous cycle in action.

At the Summit, we witness the magic of this exchange of social capital in real life. Through fireside chats, breakout sessions, and shared meals, existing relationships are deepened, new connections are made, and knowledge is shared. And our community of founders, impact leaders, investors, and industry leaders are all better for it. Attendees leave the Summit feeling reenergized, recharged, and better equipped to lead their organizations. Simply put, our founders feel seen.

This year’s Summit featured some of our earliest backers and advisors, along with new friends leading some of the tech industry’s most important conversations in the age of AI:

  • Jeff Weiner shared lessons grounded from his experiences as LinkedIn’s CEO, including how to manage compassionately and how to maintain company culture and values through periods of hypergrowth. 
  • Dr. Joy Buolamwini, a leading expert in reducing bias and harm in AI, discussed how we can “transform a system so that we get to enjoy and experience the promises of what AI can be.”
  • Alan Waxman and Andre Iguodala reminded us of a winner’s mindset: having a prepared mind, taking the shot, and putting in the work when no one else is watching.
  • Peter Walker, Carta’s Head of Insights, shared the latest trends from the startup ecosystem. 

We also connected in smaller breakout sessions over a range of topics from fundraising to nailing product-market fit to how to unlock support and seize the moment as leaders. We’re grateful to the members of the Westbound Network who facilitated these roundtable discussions: Brian Rumao, Charles Hudson, Collin Wallace, Dan Bomze, David Stiepleman, Fern Mandelbaum, Ivy McGregor, Meg Garlinghouse, Mike Smith, Monique Woodard, Peter Walker, and Richard Smith.

And finally, thank you to our amazing event partners: Carta, SVB, Cleary, JP Morgan, Cooley, AWS, Gunder, Metlife – for their collaboration and presence during our special two days together.

The Summit is one of the many levers we pull in achieving our vision of investing financial and social capital into exceptional ventures led by, solving for, or built with underrepresented people of color. We look forward to next year!

Will

We’re Building a Virtuous Cycle and Want You to Join Us

We’re Building a Virtuous Cycle and Want You to Join Us

All while answering Darren Walker’s call to “implicate” ourselves in our social justice commitment.

Imagine you’re a world-class climber taking on Mount Everest. You have the skill, grit, and strength to scale the 29,000-foot mountain, but you’re also determined to haul five promising young athletes to the summit with you.

For too many founders I’ve worked with — particularly those who are Black or Latina/o — this is what building their companies feels like.

“Lifting as we climb” is a well-known refrain for a lot of racially underrepresented high achievers. So many harbor a sincere and deep sense of responsibility to elevate their communities, even as they pursue their own success. The issue? Both company leadership and effective social impact work require time, expertise, resources, and focus. Divided attention from founders can be a death blow to a young company’s chances of success. It can also shortchange well-intended racial equity efforts.

Our mission at Westbound is to build a virtuous cycle of wealth creation and opportunity for and with underrepresented people of color. We stood up the Westbound Community Foundation alongside the fund and committed 50% of our carry to support the Foundation’s core work: funding and scaling organizations that create opportunity for underrepresented talent. Since carry doesn’t come for several years, we partnered with Sixth Street, Next Play Ventures, and other Westbound LPs to capitalize the Foundation so we could start this work on day one.

Ford Foundation President Darren Walker captured our thinking in his interview on a recent episode of 60 Minutes. “I am a capitalist,” he told Leslie Stahl. “[But] I want to challenge capitalism to do what you are supposed to do, which is provide opportunity.”

So do we, by way of providing opportunity to the people that are so powerfully served by our Foundation’s grantees. But what we didn’t anticipate was just how much our significant and ongoing commitment to the Foundation would also unlock our founders’ ability to fully immerse themselves within their zones of genius as they build their companies. The Foundation gives them peace of mind that they are driving social impact and racial equity directly through the value they create as entrepreneurs.

It’s a #VirtuousCycle: when they win, the communities they care about also win, as resources flow to organizations like Harlem Children’s Zone, HBCUvc, NextChapter, and YearUp. For people as committed to justice and equality as our founders are, this is a primary reason for partnering with us.

We’re excited that more venture firms are looking to do their part to power this virtuous cycle. We’re still building and have a lot of learning ahead, but I want to offer three of my early observations about why the Foundation is already such a powerful engine of motivation for our community, and how Westbound is responding to Darren Walker’s call for radically accountable philanthropy — and capitalism. Here’s what we’ve learned so far:

1. Our commitment is credible to founders because it’s authentic and bold.

Too many companies’ social justice and racial equity investments don’t nearly match the scale of change they say they want to effect. Our founders know lip service and performative effort when they see it, and they’ve long side-eyed the types of perfunctory commitments that Bessemer Ventures’ Elliot Robinson calls “diversity theater”.

So it matters a lot that our founders recognize our financial commitment to the Westbound Community Foundation as an authentic and meaningful pledge demanding good-faith, skin-in-the-game leadership. It’s a commitment we embedded into our business model that puts real money where our intent is. It makes our mission endemic to every single move we make, no exceptions.

Walker went big and bold, even for the massive Ford Foundation, when he launched the first-ever social bond issue, selling out all $1 billion in AAA-rated bonds in less than an hour last June. In distributing the funds over the next two years, the foundation will almost double the percentage of the $13.7 billion endowment it grants annually.

We’re much smaller, but we’re putting real capital on the line, funding powerful social impact initiatives by reinvesting half the money we would have taken home into this work. Founders have a visceral reaction to both the immediacy of our impact (we’re funding best-in-class impact leaders and organizations right now) and the durability of our commitment. It’s something they just aren’t seeing done by others.

2. Our mission is a beacon: it attracts the right founders, team members, and partners.

The Westbound Fund invests in exceptional founders realizing their bold vision. In turn, the realization of that vision fuels direct social impact, driven by the 50% carry we commit to the Foundation. Our mission is a center of gravity that attracts purpose-driven team members, founders, advisors, LPs, and strategic partners.

Decades before he led the Ford Foundation, Darren Walker felt its impact as a preschool student thanks to the foundation-supported Head Start program. Similarly, several of our founders are alumni of the programs we support, like Management Leadership for Tomorrow. Purpose-driven founders like Julia Collins, Garry Cooper, Maria Colacurcio, Brenton Howland, and Abbey Wemimo chose Westbound because we share their commitment to creating opportunity for others.

Our mission has attracted an incredible network of talented, engaged, values-aligned and world-class business and impact leaders — people who want to use their skills to drive impact. They’re inspired to be a part of our movement, and they’re collaborating closely with our founders to build businesses that power the virtuous cycle and move the entire ecosystem forward.

We’ve already seen how much having — and promoting — the right vision to values attracts the right people and partners. For Westbound, there’s been a direct line from explicitly sharing our values, to boldly living them with our 50% commitment, to improving opportunities for Black and Brown talent.

3. The flywheel between our venture and philanthropic activity has been “Vision Critical”

I like the distinction Walker makes between “generosity” and “justice” in giving. Generosity, he says, centers the giver. But justice demands deep philanthropic engagement that challenges systemic inequality and “implicates” the giver.

We set up Westbound in a way that implicates us all. The virtuous cycle flywheel we conceived required building a philanthropic organization that had real agency — while it is not at the service of the fund, the Foundation delivers momentum to our ecosystem that keeps the cycle turning.

That’s why the Westbound Community Foundation is not a mere beneficiary of the fund. Instead, we engineered the connectivity between the fund and foundation to be value additive, empowering the Foundation to make a significant and game-changing impact in venture and tech. Under the leadership of my partner Jason Norman, the Foundation is becoming a powerful player in influencing our ecosystem. It’s opening doors for new kinds of conversations, collaborations, and co-creations.

Our Foundation has backed true forces of nature — leaders like Jehron Petty of ColorStack, Rhonda Allen of Dev/Color, Olatunde Sobomehin of StreetCode Academy, and Jacob Martinez of Digital Nest,. They’ve taken their learnings from partnering with Westbound and applied them to opportunities throughout the broader industry and community — providing our founders with tangible examples of the impact their relationship with Westbound makes possible.

The Westbound Fund & Foundation will be rich sites of learning and impact that strengthen each other to turn the virtuous cycle flywheel, ramping and sustaining our momentum. And the work of our founders, free to focus on building, will be the core engine that drives the success of both.

Last summer, Darren Walker asked a simple but provocative question: are you willing to give up your privilege? Are you ready to get into the arena, test new models, listen to new (to you) voices, and actively and systematically work to stamp out inequality? We’re in, and we’re committing to sharing more of what we learn so other firms can leverage our experience to address systemic inequality and power a virtuous cycle. Let’s go.

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