Co-Founder @ Stage 2 Capital, Prof @HarvardHBS; Founding CRO @HubSpot; Author of Best Seller "The Sales Acceleration Formula"
You are a first time founder, CEO, sales leader, or marketing leader. Your startup is crushing it. You just landed the big $10 million Series A check. Congrats. Now you're at your board meeting. The multi-decade venture capitalist is feeding you with advice and counsel, and you take it. The problem is... sometimes the advice is wrong. But how do you know? You've never been in this seat before. And how can you push back on someone that just wrote a $10M check? In this episode of #TheScienceOfScaling, I call on my friend and Stage 2 Capital LP, Jen Grant. Jen has experienced the startup ecosystem from almost every viewpoint. She has been a product leader at Google, marketing leader at Box, Elastic, and Looker, CEO at Appify, and is currently COO at Cube and sits on 3 boards of directors. She is one of the few people in the ecosystem that has seen the board meeting unfold from every seat in the room. We dissected the ups and downs of those meetings. Here are a few of my take-aways: (1) A common suboptimal piece of advice from a new investor is to go upstream to the enterprise too early and too quickly. Jen walks us her narrative to manager the pothole that entails explicitly agreeing with the strategy but listing out the organization capabilities needed to do so, the incremental milestones to measure progress toward those requirements, and an estimated timeline with corresponding revenue growth targets that will only be unlocked if the milestones are achieved. (2) Diligence your prospective VC partners. A lot can be learned from the questions they ask about your business through their diligence process. Do these questions spark fresh perspective on your business that you value? Or do these questions signal a lack of understanding on your vision, opportunity, and business model? And, always talk to founders that took that partners in the past to dive deeper into the working relationship. (3) The saying goes, "it is lonely at the top". Jen points out it doesn't need to be. Nearly 100% of Series A term sheets require an independent board member. A critical role for that member is to be a coach and a sounding board (and sometimes a therapist) to the Founder/CEO. Pick someone that has been through the journey in your seat before. Lean on this independent to help filter and manage counsel from the investor board members. (4) Build an advisory board with 1 advisor for each functional leader. Cap the term to 6 months to ensure the advisors are relevant to the upcoming phase of execution. As the CEO, hold a quarterly advisor-only meeting to gain a different lens into the status of each function and enable another communication mechanism through which to drive cross-functional strategic alignment. As a bonus, Jen and I role play how she handles a VC board member that wants the organization to scale revenue faster than it is capable of. Listen to the role play and the entire episode here: https://lnk.to/TSOS!mr
Mark Roberge this is such a great topic and advice sorely needed for founders. In my humble experience most board/VC have good intentions when giving advice but often don’t have enough context and perspective. Teaching founders tools to both take it in, but also stick to their own convictions (with explanation and dialogue) is needed. The advisor advice is also good. Biggest pothole I see here -getting too many advisors, with each having more advice and opinions (along with board advice) and the founder is then overwhelmed. Thanks for covering this topic.
Having worked on Jen Grant team, I’ll say she was the same as a manager to her team when she didn’t know something. Never pretended to know something she didn’t know but confident in her team that we can all figure it out. One of the many lessons I learned from Jen is showing vulnerability builds trust faster than overconfidence and brings the team together to solve problems.
Juicy. On the weekend listening list. Sounds like a great one.
The man with the plan. 🙌🏾
Great role play and insights, I just finished listening to the podcast!
Very informative
Love this!! 👏 thanks for sharing
Great advice! As always, I say be honest and authentic, don't try to impress anyone, especially not your new Board. Thank you for sharing, Mark.
Thanks for sharing Mark Roberge. Great nuggets here.
Founder @ FDTC | AEs and Sales Teams Win More with My Training, Enablement, and Coaching | 2x VP of Sales | >10x Startup Advisor & Consultant |#helpmedontsellme
3wFor early stage founders, if you're looking for sales advisors, I'd recommend not romanticizing about the advisor's time at big logo companies. What an early stage founder might need is an advisor that knows how to go from 0-$10M before they look up an advisor that has most experience with going from $15-$50M