I led our recent fundraise, was heavily quoted in the TC article, and had 200k views on my social posts.
And yet, all inbound VC interest went to my male cofounder’s inbox.
These VCs are going to miss out on incredible companies led by women (not just ours) with this mindset.
Officially convinced that a sales background is the most valuable one for a founder. Coming from Harvard or McKinsey matters a lot less if you can’t get users, raise money, or recruit (all sales)
Life update: I moved to SF 👋🏻
Miami was good to me but it was hard to find people in the trenches, building in the early days. I’ve learned most things from other founders and I’m pumped to be around that 24/7.
SAY HI IF YOU SEE ME!!
Onboarded a new hire today who spent over a decade at one of the largest insurance companies. When asked what she is most excited about she said "Taking my healthcare knowledge and doing something bold that actually puts the consumer first." 🥲
I love how clients are always surprised when they call our 1-800 number and get me on the line 😂
(Most of these calls are tech issues or prospects - both of which provide really valuable feedback for founders!)
Name an investor whose guidance, support and friendship has far surpassed the value of any check they gave you or could ever give you.
I’ll go first:
@alexandernorman
☺️
Started a company and raised money but I’ve never stepped foot in SF… until next week 👀
Who’s around March 8-11?! Have more coffee chats booked than my bladder can handle but got room for a few more!!
It's sexier these days not to spend money as a founder.
Snuck my way into a conference a couple weeks ago for free. Secured a new customer, company advisor, angel check, and headshots.
Cost: $45 in ubers
Had a bit of fun with the headshots cause why not
In less than a week we went from possible collapse due to a bank run to being the top voted new to market software in an industry-wide report on financial services technologies.
Whoever warned me of the ups and downs of startup life didn’t tell me they’d be THIS EXTREME!!
Our customers are such big advocates for what we do that Caribou was “the leading vote-getter” for technologies that should have been included in this year’s
@t3techhub
Insight Information Technology Survey, per
@BobVeres
and
@FinTechie
! 🎉
#T32023
First time founder hack: get a bunch of 2x founders on your cap table so you can learn from all the mistakes they’ve made in the past and what they did differently the next time around.
Just lost a candidate in late stage interviews who decided their current startup really burnt them out and they are "weary of jumping back into early-stage startup life."
Is this unavoidable? How can we create environments so people can work for startups for forever!?!
Processing your emotions is a competitive advantage for startup founders. Everyone gets stressed, tired, or even excited, but the best can quickly move past it to think clearly, make good decisions, and execute.
We hired my little sister for the summer. She's never worked at a startup. Slack msgs from week 1:
Mon: Ok boss lady
Tues: What's standup?
Wed: *posts giphy in dev channel*
Thurs: When are you shipping the next release?
Fri: Can I live in your pool house?
They learn so quick 🥲
Got interviewed today re. funding distributed to underrepresented founders in 2021
Most surprising stat they shared with me: the # of meetings booked with female teams is higher than males, but funding is still way lower
Excited for more visibility on this when it's published
The generation entering the workforce right now terrifies me.
Was just speaking with a recent grad who told me she was looking for a job. I asked “are you into tech?” and she said “I’m into doing the least amount of work possible.”
These emails aren’t uncommon for us.
A financial advisor requested a demo because his client wants healthcare costs included in their financial plan.
Every year more clients list healthcare as a top financial concern. Will you wait for clients to ask or be one step ahead?
Founders need to have a competitive edge and a burning desire to win.
This is especially important when it comes to early sales. I get excited by weird things like the words "We're also assessing a different vendor."
Wow, what an incredible list of to be part of!
Looking forward to sharing the stage with people doing incredible things in fintech and wealth management at
@FutureProofAC
, co-hosted by
@AdvisorCircle
&
@RitholtzWealth
"Our 2023 lineup dials things up considerably with out-of-the-box thinkers who are defining the future of investing and advice. We are going to blow last year out of the water.” -
@MattMiddleton__
Click below to see a full list of confirmed speakers, musical acts, and updates!
While I’m relieved (all funds were in SVB), founders need to be practical about the trickle effect of this on employee retention in tech, how to communicate their company’s stability to customers, and fundraising plans. Rooting for everyone that had a crazy past 72 hours ❤️
One of my first jobs was a snowboard instructor. It was a lucky experience as it taught me early in my career that work never feels like work if you love what you do.
Spent a few days in Vail thinking about how that's true of every job I’ve had since, especially
@caribou_wealth
Will be sending out exclusive data to investors tmr showing just how quickly the market for financial healthcare planning software is growing 👀
If you want to make sure you’re included on the update, drop your email below or shoot me a DM (even if we’ve never spoken before)!
I’ve said this before and I’ll say it again: sales experience is one of the most important skillsets for a founder.
Sales isn’t just acquiring new customers - it’s recruiting, fundraising, and being able to ask the right questions to build something people actually want.
Few founders get it.
You have to be solid at Sales.
@chris_simone
is not only solid at Founder-Led Sales but has paved the way for the future Sales success of her company.
Full Episode:
Say what you will about hustle culture but there has been a very consistent correlation between times we put in really late (or early) hours and some of our biggest wins...
The tech scene in MIA is so welcoming 🥰 In just a few days I've already met with founders and investors across South Florida. Who else should I meet?
@FrancisSuarez
@MiamiMayor
As software budgets get cut this year, we’re probably going to see a lot of startups switch to usage-based business models since they give you the opportunity to start small, prove value/ROI over time, and upsell once you’re already in the door.
Healthcare spending doesn’t really change in a recession. Although it seems like a constant, there are often ways to optimize/reduce those costs.
The average user on our platform in May alone accessed cost savings of $4.1k/yr.
And it’s only the start of what we have planned 📈
One big misconception of starting a company is that you get to pick when you work.
With team members across multiple timezones and customers who typically reach out outside of their own work hours, I've never owned my calendar less.
Daylight savings would’ve been a good excuse to have a slow week. Instead, we had our best week yet 🎉 We onboarded our highest number of clients, got some kick-ass testimonies (“some of the best money I’ve ever spent”) and shipped to prod almost every single day.
Quote from Caribou's newest celebrity user, a NYT best selling author whose book was turned into an Oscar-winning movie:
"Do you offer this for any other types of insurance like auto or home? This would be great to use on all my products. It was an amazing experience."
😎
Security & compliance is a hugely overlooked competitive advantage and growth accelerant.
We chose to explore this sooner rather than later knowing that we’d move up-market eventually.
We just passed a top-20 broker dealer’s compliance review in less than 24 hours 🤯🎉
Startup hack: write a customer onboarding guide that apparently sucks so much that one of your customers completely rewrites it for you to use with future customers.
(Yes this happened and yes I wrote the original one)
Been a year since we closed our first customer. Feels like yesterday and 10 years ago at the same time.
A few things I’m proud of:
- the renewal (0% churn😏)
- 3xed our ACV in Y2
- reduced healthcare cost risk by $60k
Some founders dream of this. Need to pinch myself sometimes
From signing our first customer to being featured in
@BobVeres
' annual report of must-have technology for financial advisors in less than a year. So proud of our team at
@caribou_wealth
⭐️
Currently sending out a sales email campaign (written by ChatGPT) while listening to a playlist (created by ChatGPT) and eating a protein ball (recipe by ChatGPT)
There are many hidden incentives in the healthcare system - even amongst the startups - that sway decisions and introduce a lot of financial risk.
I wrote about a different approach that has saved our users over $1.5M in the last year 👇
Emily Weiss, founder of Glossier and a face on the Mount Rushmore of start-up culture, will no longer be the beauty company’s CEO. She's the latest of the so-called girlbosses to step away from their creations, effectively marking the end of the archetype.
My grandfather came to Canada "with $5 in his pocket" like many other Italians did. This year, he teamed up with
@UWGreaterTO
to make sure 20,000 people won't go hungry this Christmas. He is my inspiration 🥰
From "the most important thing was keeping the team" to "I wanted to fire half the team to reduce burn months ago but the board didn't want to" in 20 mins...
Good morning to all of the hardworking women that are too busy breaking down added barriers to get to the same place as their male counterparts to recognize
#IWD2021
beyond posting a single tweet 👊
If you’ve ever wondered “What on earth is Christine talking about with all this healthcare planning stuff??” then make sure to come to this webinar next week!
Excited to join
@AndresMazabel
of
@trustandwill
to talk about why healthcare is a BIG part of successful financial plans
How are advisors incorporating healthcare into their planning conversations? Join us next week for a great conversation with
@chris_simone
from
@caribou_wealth
.
Customer success/service is one of the most important things a founder needs to pay attention to in the early days. You need to make your first few customers feel SO special.
When the Thanksgiving OOO email replies start to come in and you start thinking about all of the focus work you're about to get done for the rest of the week
You've created a great retirement plan, you and your client both feel great, but then an issue comes up...healthcare. Don't fall short!
Here are the most common mistakes I see across the industry when it comes to healthcare planning in retirement:
6 months ago I wrote an article for
@crunchbase
about how I was being blatantly ignored as a women selling to financial advisors.
Today, I'm writing guest articles for one of the leading publishers in the financial services industry.
Don't give up.
This was so much fun!
Two years ago, a session about Medicare wouldn’t have made it onto a conference agenda for financial professionals - let alone get 150+ attendees with one standing up midway through to say it was worth the whole trip to San Diego 🥲
Just hired our second software developer from Africa. He was hesitant to accept the salary we offered him because it was too high...
Remote work has opened up a whole new playing field for attracting talent, but don't forget to pay people what they're worth.