Most companies think the answer to more revenue is to sell enterprise, but they aren't aware of the massive hassle and costs that come with going upmarket.

There's no such thing as free money. The bigger the deal, the more attention you need to give your customer. The more customizations you offer, the more versions of your product you have to maintain.

Many founders think the air is better up there because they think it'll solve their money problems. Spoiler alert: It won’t.

On this episode, Melissa and Todd discuss all things enterprise sales and why they stayed away from it, and why they think you should too if you have a good thing going with self-serve SaaS.

Takeaways:
• What we learned from spending a decade selling to big companies
• The not-so-hidden costs of enterprise: sales, operations, product
• Why going upmarket is not always a path to more revenue
• Things you should consider before going upmarket

Contact ProfitLed

• Tweet us at @profitledfm.
• Find show notes of each episode on ProfitLed.fm.

Connect with our host

• Follow Melissa Kwan on LinkedIn where she share stories & lessons from her founder journey weekly.
• Follow @themelissakwan on Instagram, TikTok, Twitter and YouTube where she shares short videos of business advice and other truth-bomb sound bites.

This podcast was brought to you by eWebinar.
Learn more at ewebinar.com and find out how you can turn pre-recorded videos into automated webinars that perform better than a live webinar.

Thanks for listening!

Hiring is one of the biggest challenges every company faces. For bootstrapped startups, this challenge is even bigger as we have to compete against funded companies and tech giants.

Part of building a startup is trial and error, throwing things against the wall to see what sticks. Hiring is no different - it’s a learning process that can sometimes get expensive if you don’t “fire fast”.

On this episode, Melissa and Todd dives into their 5 most costly hiring mistakes, what happened, and what they learned from each experience that helps them better define job requirements and run interviews in the future.

Takeaways:
• The profile of people startups should never hire
• Why marketing agencies can’t take a company from 0-to-1
• When dev shops make sense (and when they don’t)
• What “firing fast” means and why it matters for startups
• Hard lessons we learned about hiring and firing

Contact ProfitLed

• Tweet us at @profitledfm.
• Find show notes of each episode on ProfitLed.fm.

Connect with our host

• Follow Melissa Kwan on LinkedIn where she share stories & lessons from her founder journey weekly.
• Follow @themelissakwan on Instagram, TikTok, Twitter and YouTube where she shares short videos of business advice and other truth-bomb sound bites.

This podcast was brought to you by eWebinar.
Learn more at ewebinar.com and find out how you can turn pre-recorded videos into automated webinars that perform better than a live webinar.

Thanks for listening!

eWebinar was built in a silo for 18 months before the first person signed up for a trial. Melissa and her team had no idea if this business would become “real”, and if people were going to pay for the service.

On this episode, Melissa and Todd recount stories of when they knew they were onto something, through customer interactions and feedback, outgrowing their marketing website, and hitting scaling issues from increased usage.

Takeaways:
• Signs of our business business becoming “real” post launch
• How customers, marketing, and pricing changed as business grew
• Product enhancements we had to do as a result of scaling issues
• How growth changed the way we approached the business

Contact ProfitLed

• Tweet us at @profitledfm.
• Find show notes of each episode on ProfitLed.fm.

Connect with our host

• Follow Melissa Kwan on LinkedIn where she share stories & lessons from her founder journey weekly.
• Follow @themelissakwan on Instagram, TikTok, Twitter and YouTube where she shares short videos of business advice and other truth-bomb sound bites.

This podcast was brought to you by eWebinar.
Learn more at ewebinar.com and find out how you can turn pre-recorded videos into automated webinars that perform better than a live webinar.

Thanks for listening!