Tips for Founders Sales: Lessons from Starting Two B2B Startups

Honestly I felt the same way, but the trick is to pick a start up where you know how and are able to do this. Or find a partner who can. The most likely way to do this is to go to conferences, happy hours, and introductions from friends.

If you are writing software for accountants and don't know how to spend time with accountants you're screwed, if you are writing software for in house counsel at utility companies and you don't know how to hang out with them you're screwed, and this goes for pretty much any B2B startup.

I did this with our early customer by offering to help in a few different ways. Especially if they are geographically a bit more distanced then you can tell them you would be happy to be there for 1 or 2 days to do multiple things, like run a few workshops, have a coffee with their manager and meet with IT (all three just examples). It isn't a very strange question to ask to use a spare desk in between those things.

the obvious way is to adjust the product to their needs. like if you were consulting. so you go there, watch the user use your product, write code. rinse, repeat. of course you can do that only for the first ten customers

Companies who are potential early customers are also usually growth stage startups themselves (100-500 people) and want to help out other entrepreneurs. Email the founders to tell them what you're up to, and tell them you won't be a drag on productivity. A company like this almost certainly also has extra office space as they rent for growth.

No quick tips, but can highly recommend the book The Charisma Myth by Olivia Fox Cabane. It has some great exercises that help you build habits to overcome many things, including imposter syndrome.

Yes, as a founder keep to the mindset that you don't have to really do sales. You can do a much more powerful thing: Do business by talking about the business with them.

Especially in the early days it's not super key to extract 100% of the potential budget from a client. It's much more useful to get to 80% of their budget and have a very strong relationship for feedback and to get referrals for new customers. You do that by doing business with them as a founder instead of applying hardnose sales tactics.

Imposter syndrome or just not sure where to go? If it's the latter, there's a structure to enterprise deals that you can usually follow.

1st uncover the buyer journey with some form of this question: "Just so I can help plan accordingly, let's imagine your company decides to move forward, what does the purchase process at your company look like?" Try to unearth all the steps they need to go through (is it out of their personal budget, department budget, VPs budget? Are there other groups we'll need approval from and what does their process look like? (IT, Legal, etc). How long does it usually take to close a purchase and get a vendor paid in your firm?

The goal is to uncover the end to end process that results in $$s early so you can plan accordingly. If the process takes 18months and requires deep IT and Legal approval - make sure you're priced high enough to absorb the pre-sales time & labor.

And when pricing comes up - if you have a well established market, then price within the norms (your champion isn't using their own money, they're using the company's - they just need to justify the cost). If the product is a new category, price the product to organizational value. If your product reduces the number of sourcing staff or multiplies their effectiveness - a typical strategy is to show the business impact. Perhaps Salary of HR hires saved + number of good hires * impact factor on business (whatever works best to show $$s of impact to the business). Then charge a fraction of that value yearly.

There are a bunch of great books on enterprise sales, but 99% of it after showing value is uncovering the purchase plan and helping nurture your champion (and possibly others) to accomplish the sale to their internal stakeholders for you.

And as a previous commenter said before - don't worry about pricing it perfectly. Fit the budget they have today and readjust next budget cycle or during next year's renewals.

Best of luck!

Just continuously think about 1) how much value you product brings and why this is good for them 2) most sales reps are pretty mediocre at best 3) many other founders have gone through this before.

If you're selling a B2B product for <$1K, you'll probably need the customer to come to you instead of you reaching out to them. This could be through strong marketing and branding.

I only have experience with >$1K B2B which implied outbound sales (company contacts potential customers).

These tips are OK, but they miss, in my view, two essential components. My background is ten years as CTO and sales lead from founding to cashing out at a B2B software startup.

The two key points:

1) Know your product. Know it inside out, what it can do, what it will do, what it can’t and won’t do, and why those things are the case. You should be able to answer any question, and you should know the metrics you’ll inevitably be asked about like your mother’s phone number. If you’re a founder doing sales, this is doubly important, as it not only answers the question, but shows that you are deeply involved in the business/product, which brings me to

2) Passion. If you’re passionate and excited about your product, even the most stone-faced pessimist will be wanting to sign a contract by the end of the pitch. Enthusiasm is contagious. Have your story and why you set out to provide this solution ready to go, and tell it. Narrative tells people why you’re passionate, and allows them to share that narrative, that passion.

I converted almost every pitch I made, to the tune of £100M or so over the years - early days, sales of £10k each, a dozen a year. When I left, I was selling as many £5M three year contracts each year with the same core two points. I don’t say this to brag, just to underscore that these aren’t scale-limited factors, and that as a founder, this is a pretty solid strategy - particularly if you’re selling to other founders.

The hardest hurdle was filling in the RFPs - always different, always asking the wrong questions. All that worked there was putting in the hours.

You probably will. But I wrote the post so that people don't feel like becoming a sales person is this impossibly hard thing to do...

See this? "BRINGING LOW COST, FLEXIBILITY, AND FREEDOM TO EDA"

Put it in the location and font size of the Millenium Software Design above it.

I had to read the whole page before I could figure out what you sold. And I knew what EDA was beforehand. Still had to figure out if what I understood as EDA was the same thing you sold.

What made you change your mind to view it as so horrible?

Or it was written assuming that people may read it in the future when this whole situation we are in (I hope) has blown over.

Also, Phil (original author), if you're reading these comments, hi!

> Sorry, the title isn't clear.

If only the there was more to the title - like a link to an article that answers your question in literally the first paragraph.