2020 Table Stakes Summit<\/a>, we joined Ade Ajao (co-founder & managing partner, Base10), Isa Watson (founder & CEO, Squad), and Ariel Kaye (founder & CEO, Parachute)\u00a0for an honest discussion about their fundraising experiences.<\/p>\n(This transcript has been edited and condensed for length and clarity.)<\/i><\/p>\nHearing \u201cno\u201d from investors<\/b><\/h2>\n
Ade: Isa and Arielle, thank you both so much for being here. Let’s go straight into it: I<\/span><\/b>\u00a0think when you Google \u201cHow to raise capital for a startup,\u201d one of the first things you\u2019ll see is that you have to be ready to receive a lot of \u201cno\u2019s.\u201d\u00a0 What are some investor \u201cno\u2019s\u201d that have particularly stuck with you?<\/span><\/p>\nIsa:\u00a0<\/b>I think founders have a tendency to take the word \u201cno\u201d too personally, because it\u2019s like, \u201cThis is my baby. I\u2019ve put everything into this, I think about this 24\/7.\u201d\u00a0<\/span><\/p>\nBut the interesting thing, at least in my experience, is that the firm that led our last round – a pretty notable firm – actually told us \u201cno\u201d at first. They said \u201cno\u201d in January, and by April, I had a term sheet. So sometimes, \u201cno\u201d can also mean \u201cI want to see more,\u201d or \u201cI want to take another look at this later.\u201d Sometimes no <\/span>does<\/span> mean no, but a \u201cno\u201d can also be translated into a \u201cyes\u201d as well. That\u2019s something that has always stuck with\u00a0 me.<\/span><\/p>\nAriel:\u00a0<\/b>I think there are a few different kinds of \u201cno\u2019s,\u201d right? Some very painful types, in my experience. There\u2019s the type of \u201cno\u201d where you quickly realize that your time\u2019s been wasted — perhaps the investor is just looking to learn more about your business, or your category, or the team you\u2019re building. That kind of \u201cno\u201d is frustrating because your time is precious, and you want to be respected for your time.<\/span><\/p>\n“When you feel passionate about what you’re building, and when you\u2019re certain that what you’re doing adds value and you believe in it…it’s important to let those \u201cno\u2019s\u201d just be a reminder that they don’t get it.”<\/span><\/p><\/blockquote>\nThere\u2019s another type of \u201cno\u201d that\u2019s probably even more painful, which is the \u201cno\u201d that comes after countless meetings, or a partner presentation — you know, the ones that you think are <\/span>really<\/span><\/i> at the finish line. That \u201cno\u201d can make you feel a bit more blindsided.<\/span><\/p>\nBut when you feel passionate about what you’re building, and when you\u2019re certain that what you’re doing adds value and you believe in it…it’s important to let those \u201cno\u2019s\u201d just be a reminder that they don’t get it. I’ve had investors come back to me years later and say, \u201cYou’re the one that got away,\u201d and \u201cI wish I would have invested sooner.\u201d And that can be validating. [Fundraising is] just a process, and you have to be resilient. You have to have thick skin.<\/span><\/p>\nAde:\u00a0<\/b>If it makes anyone feel any better, when I think back to my time as an entrepreneur, I think the worst \u201cno\u201d I got when I asked an investor what he didn\u2019t like about the business, he said \u201cIt wasn\u2019t really the business. It was the founder. So if that ever changes, let me know.\u201d We did not talk much after that (laughs).<\/span><\/p>\nVenture\u00a0capital vs. other types of funding<\/b><\/h2>\n
Ade:\u00a0<\/b>Isa, going back to you — why did you decide to go straight to venture capital? Did you ever consider any other kind of funding?<\/span><\/p>\nIsa:\u00a0<\/b>I think venture capital is prominent because it gets a lot of coverage, right? That’s how you can land a Tech Crunch piece, or a top Wall Street Journal piece, et cetera. But oftentimes, we don\u2019t think about the fact that there’s so many different forms of capital. You have to decide which one is best for your business.<\/span><\/p>\nFor a venture-backed business, you’re going to want to talk about a total addressable market that’s in the billions. You’re going to want to talk about being able to get a significant piece of that market — and if you can achieve that by leveraging a certain type of efficient process, then that\u2019s a VC-backable business.\u00a0<\/span><\/p>\n“Venture capital is just one form of fundraising. If you\u2019re not a fit for VC, I don\u2019t think that\u2019s a bad thing.”<\/span><\/p><\/blockquote>\nOftentimes I find myself giving advice to founders with service businesses, or brand agencies, that maybe venture capital isn\u2019t the right path for you. Your path is going to be a more steady, consistent pathway. Venture capital is just one form of fundraising. If you\u2019re not a fit for VC, I don\u2019t think that\u2019s a bad thing. You\u2019ll probably get less diluted (laughs).<\/span><\/p>\nAriel:\u00a0<\/b>When I started in 2013, venture capital was all I really knew. I wasn\u2019t aware of other alternative forms of raising. So I joined an accelerator program, and through that was introduced to a number of VCs. That was just what I thought the path was — but venture is not the only way to raise capital. There are alternative forms of capital. At this point we\u2019ve raised money from angel investors, family offices, private equity funds…I don\u2019t think there\u2019s a cookie-cutter way to raise money.<\/span><\/p>\nAt the end of the day, when meeting investors, you want to make sure that you have a similar vision and similar expectations. You want to know how you\u2019re going to spend that capital and what their appetite is for potential outcomes — is it a five-year plan? A ten-year plan? What are the time horizons they\u2019re thinking about? Different types of funds have different types of mandates that they\u2019re working with.<\/span><\/p>\n“At the end of the day, when meeting investors, you want to make sure that you have a similar vision and similar expectations.”<\/span><\/p><\/blockquote>\nAde:\u00a0<\/b>I think you touched on many good points. As a former founder, I\u2019ve found it interesting to experience firsthand the incentives and motivations you have as a VC. I wish I had understood that better when I was choosing who I was going to partner with.<\/span><\/p>\nChoosing investors carefully<\/b><\/h2>\n
Ade:\u00a0<\/b>Isa, you have really solid venture capital backers. How did you choose those particular partners?<\/span><\/p>\nIsa:\u00a0<\/b>There are a few elements — one is more rational, and another is more relationship-oriented. For the rational standpoint…we had a lot of top-tier firms that wanted to participate in our seed round, but I didn\u2019t want to take on that signaling risk. For instance, if you have Sequoia on your cap table too early, and then you get to the Series A and Sequoia doesn\u2019t lead it, then Lightspeed\u2019s looking at you crazy talking about, \u201cOh, well why isn\u2019t Sequoia leading it? Maybe we don\u2019t want to go too close to that.\u201d So as a founder, I\u2019m really interested in the stage that they specialize in.<\/span><\/p>\n“When it comes to selecting people for your cap table…who\u2019s going to have those hard conversations with you, and really look out for your best interests?”<\/span><\/p><\/blockquote>\nThe second thing – I find that people don\u2019t like to talk about this often, but I\u2019m just going to keep it a hundred percent real – is that as a VC-backed CEO and founder, somebody\u2019s going to try to fire you. So when it comes to selecting people for your cap table, who will actually pull you into a corner and be like, \u201cThis is what\u2019s happening.\u201d Who\u2019s going to have those hard conversations with you, and really look out for your best interests?<\/span><\/p>\nThose things matter to me a lot. Do I like you? Do I trust you? I do a lot of founder back-channeling. I want to know all the dirt. Give me all the tea so I can make the best decision for me. <\/span>When you talk to founders, a lot of times they think VCs have the power because they have the money. No, no, no. They need <\/span>us<\/span> to make the money. They need us more than we need them. I think it\u2019s an honor for VCs to be invested in us. It\u2019s a privilege. We should treat it as such, and make sure we\u2019re bringing on the best strategic partners.<\/span><\/p>\nAde:\u00a0<\/b>Do you feel that when you\u2019re transparent with a VC, they respond in kind?<\/span><\/p>\nIsa:\u00a0<\/b>The VC world is a very insular world. <\/span>When I first came into the VC world, I felt intimidated. But the reality is that they’re human, I’m human. We both have 46 chromosomes. There’s no reason for me to be intimidated by them. So for me, I show up as me.<\/span> My board loves it…but I\u2019m not trying to be for everybody. People should understand that with VCs, you\u2019re not going to just marry anybody. You shouldn\u2019t just jump into bed contractually with anybody that you\u2019ll be working with for ten years.<\/span><\/p>\n“When I first came into the VC world, I felt intimidated. But the reality is that they’re human, I’m human. We both have 46 chromosomes. There’s no reason for me to be intimidated by them. So for me, I show up as me.”<\/span><\/p><\/blockquote>\nAriel:\u00a0<\/b>One of the benefits of working with investors who are former operators is that they\u2019ve been in your shoes. There\u2019s something to be said about having someone that you can look at and say, \u201cI need you to take off your investor hat. Now put on your founder hat, or put on your operator hat, and let\u2019s talk through how to tactically fix this problem.\u201d That\u2019s just an added benefit, and something to think about as you\u2019re kind of thinking about who you want to be involved in the company.<\/span><\/p>\nAde:\u00a0<\/b>Obviously as a former operator I have a little bit of bias here…but do you find that there is a level of empathy, founder-to-founder, that\u2019s more difficult to achieve with purely financial-background LPs?<\/span><\/p>\nAriel:\u00a0<\/b>Yes and no. I think it’s on a case by case basis. I have some really phenomenal investors who are purely professional investors, and I have really great relationships with them. But yeah, I think in some cases it can be easier to be a little bit more vulnerable, and to see that empathy and perspective, with a founder. There’s something different about the experience of being a founder — the pressure, the weight, the intensity. So I do think yes, there is a bit of a difference, but I think there are some exceptions to the rule.<\/span><\/p>\n“The thing about being a founder is that we’re always feeling like we can do better.”<\/span><\/p><\/blockquote>\nIsa:\u00a0<\/b>The thing about being a founder is that we’re always feeling like we can do better. I find that there\u2019s a delineation between how I talk to, and lean on, my \u201cformer operator\u201d investors. There’s just a level of empathy and honesty that I can have with them. Quite frankly I would say that ever since I became a founder, pretty much all my new friends are founders. It’s a really weird experience that only a handful of people know and understand.<\/span><\/p>\nFundraising expectations vs. reality<\/b><\/h2>\n
Ade:\u00a0<\/b>When you were thinking about fundraising, how did you decide how much to raise, what valuation, and what was going to be the use of funds?\u00a0 How much did your plan end up mirroring what finally happened?<\/span><\/p>\nAriel:\u00a0<\/b>I’ve raised quite a few rounds at this point (earlier rounds). In terms of hindsight, I probably under-raised, which just meant that I had to raise again sooner. But I think there\u2019s a process that we\u2019ve taken on. We think about the use of funds — what are we trying to invest in? What are our strategic initiatives? Is it hiring? Is it technology? Is it marketing? How long do we expect this capital to help us sustain and grow? You want to set those expectations pretty early.<\/span><\/p>\n“When you talk to founders, a lot of times they think VCs have the power because they have the money. No, no, no…it\u2019s an honor for VCs to be invested in us. It\u2019s a privilege. We should treat it as such, and make sure we\u2019re bringing on the best strategic partners.”<\/span><\/p><\/blockquote>\n\n
In terms of valuation,\u00a0 oftentimes the market sort of dictates it. You can come out and say, \u201cThis is my expectation,\u201d but I’ve found that it doesn’t always line up. The more term sheets, or the more people involved, you can potentially increase your valuation. There are also highs and lows to being overvalued, and what that means in the future. In my experience, there\u2019s a fine line in terms of wanting to be fair, not over-dilute your other investors or your team, but also make sure that in future rounds you won\u2019t have to do a flat round (or a down round, or anything like that).<\/span><\/p>\nWe typically look at three- to five-year budgets, which don’t necessarily end up being quite accurate, but they’re really good exercises. They help think through capital allocation, what your growth levers are, what happens if you scale quicker [than expected] and for us, how much inventory that\u2019s going to require. Things like that can help us back into the right amount to raise. It’s definitely an art and a science.<\/span><\/p>\nBut I <\/span>have<\/span> been in those moments where we\u2019ve got a limited amount of time left (in terms of cash), and it\u2019s not a fun place to be. So you do want to give yourself a bit of a buffer. You do want to think about raising capital when you don\u2019t need it, versus when you\u2019re desperate.\u00a0<\/span><\/p>\nIsa:\u00a0<\/b>I do also want to mention really quickly — I\u2019ve been asked when to spend good money on lawyers. I have spent probably six figures just dealing with unwinding things that lawyers have messed up. There are some things you want done right. Especially your formation docs, your fundraising docs, all the investor docs…sometimes, spending a little extra money on it early on saves you a lot of money in the long run. I had a very, very hard lesson in that.<\/span><\/p>\nThe impact of COVID-19<\/b><\/h2>\n
Ade:\u00a0<\/b>Isa, has COVID changed how you think about these questions of fundraising and valuations?<\/span><\/p>\nIsa:\u00a0<\/b>For me, Ariel raises a good point around the market dictating valuations. Right now, there are three flavors of Series A — there’s the five-to-seven million, there’s a ten million, and there’s a 20 million. When you go too far outside that, you start to create a lot more attention for yourself. I think the market dictates a lot of that.\u00a0\u00a0<\/span><\/p>\n“There’s no pandemic manual for founders…While there’s a lot of optimism about what the next year holds – like the vaccine – there’s still a lot of question marks about what the next year or two will look like.”<\/span><\/p><\/blockquote>\nFrom a COVID perspective, I think that the \u201cuse of funds\u201d question is so business dependent. In the social space, we’ve taken in capital for the pure fact that we were gaining a lot of momentum and we want to capitalize on that. I don’t know if that’s COVID dependent — I think it\u2019s market-specific.<\/span><\/p>\nAde:\u00a0<\/b>Ariel, how have you been thinking about budgeting and strategic fundraising during COVID?<\/span><\/p>\nAriel:\u00a0<\/b>There’s no pandemic manual for founders. We were a company that never, ever, worked remotely. There was a lot of change. It’s been a hard year for everyone in various ways, but what a wild year professionally, too. COVID hit, and like every other business (especially product based businesses), we had no idea how it was going to impact us. We made a lot of tough decisions very quickly in March. We had to close our stores. We had to think about inventory. We brought marketing down to zero. We basically halted the business and said, \u201cOkay, what should the goal be?\u201d\u00a0<\/span><\/p>\nWe decided that this year, the goals should be adding cash to the balance sheet, becoming profitable, and really making sure that we were in control of our financial destiny. We\u2019re fortunate that home as a category has been extremely strong in performance. People are investing a lot in their homes because they are home a lot. We\u2019ve had a really strong year despite it being a huge change for our team.<\/span><\/p>\nWe\u2019ve thought a lot differently about our growth strategy. We thought a lot differently about our retail strategy, in terms of how quickly we’re going to scale our retail stores. There\u2019s definitely been a lot of change…but with that said, we’ve also experienced this tremendous growth, and so we’ve actually accelerated some of our inventory buys. We’ve moved into new categories. We\u2019ve brought on more robes (because robes are the new blazer and everyone’s wearing them all the time). It’s been a very strange year to have this kind of success.<\/span><\/p>\nIt was important to us that we ended this year in a very strong cash position, and that we were in control of our financial destiny. While there’s a lot of optimism about what the next year holds – like the vaccine – there’s still a lot of question marks about what the next year or two will look like.<\/span><\/p>\nAde:\u00a0<\/b>Arielle, Isa, congratulations to you for coming out strong and in control of your own destiny this year. It was been great to learn more about both of you and your businesses — I\u2019m sure everyone watching has grown a lot.<\/span><\/p>\nDISCLOSURE: This communication is on behalf of eShares Inc., d\/b\/a Carta, Inc. (\u201cCarta\u201d). This communication is not to be construed as legal, financial, accounting or tax advice and is for informational purposes only. This communication is not intended as a recommendation, offer or solicitation for the purchase or sale of any security. Carta does not assume any liability for reliance on the information provided herein.<\/i><\/h6>\n<\/div>\n","protected":false},"excerpt":{"rendered":"
Raising funds is an exciting, stressful, and entirely unique part of every founder’s journey. In our Raising Capital panel at the 2020 Table Stakes Summit, we joined Ade Ajao (co-founder & managing partner, Base10), Isa Watson (founder & CEO, Squad), and Ariel Kaye (founder & CEO, Parachute)\u00a0for an honest discussion about their fundraising experiences. (This …<\/p>\n
Raising capital: A conversation from Table Stakes 2020<\/span> Read More »<\/a><\/p>\n","protected":false},"author":16,"featured_media":8234,"comment_status":"closed","ping_status":"closed","sticky":false,"template":"","format":"standard","meta":[],"categories":[19,9,10,37],"tags":[423,18,334,336,373,263,374,287,437,398,106,289,130,323,291,397,292,396,438,337,93],"acf":[],"_links":{"self":[{"href":"https:\/\/www-staging.carta.com\/sg\/wp-json\/wp\/v2\/posts\/8233"}],"collection":[{"href":"https:\/\/www-staging.carta.com\/sg\/wp-json\/wp\/v2\/posts"}],"about":[{"href":"https:\/\/www-staging.carta.com\/sg\/wp-json\/wp\/v2\/types\/post"}],"author":[{"embeddable":true,"href":"https:\/\/www-staging.carta.com\/sg\/wp-json\/wp\/v2\/users\/16"}],"replies":[{"embeddable":true,"href":"https:\/\/www-staging.carta.com\/sg\/wp-json\/wp\/v2\/comments?post=8233"}],"version-history":[{"count":0,"href":"https:\/\/www-staging.carta.com\/sg\/wp-json\/wp\/v2\/posts\/8233\/revisions"}],"wp:featuredmedia":[{"embeddable":true,"href":"https:\/\/www-staging.carta.com\/sg\/wp-json\/wp\/v2\/media\/8234"}],"wp:attachment":[{"href":"https:\/\/www-staging.carta.com\/sg\/wp-json\/wp\/v2\/media?parent=8233"}],"wp:term":[{"taxonomy":"category","embeddable":true,"href":"https:\/\/www-staging.carta.com\/sg\/wp-json\/wp\/v2\/categories?post=8233"},{"taxonomy":"post_tag","embeddable":true,"href":"https:\/\/www-staging.carta.com\/sg\/wp-json\/wp\/v2\/tags?post=8233"}],"curies":[{"name":"wp","href":"https:\/\/api.w.org\/{rel}","templated":true}]}}