Trish Lessard

CEO @mediajunction #inc5000 award-winning web design agency #HubSpot Elite Partner. Passionate about building beautiful websites that get results.

[Hiten Shah @hnshah]

If you’re a first-time founder, this is what you signed up for.

The investor who never replies. The customer who churns without warning. The teammate who quits two weeks before launch. The launch that flops. The week where nothing moves.

And the question that creeps in quietly: “Am I even good at this?”

Nobody prepares you for that part. They talk about product-market fit, go-to-market, fundraising. But they don’t tell you what happens when all of it stalls at once. And you’re still the one who has to figure it out.

Here’s the truth:

You’re not building a startup. You’re building the version of you that can survive one.

That means making decisions with half the data. Keeping morale up when yours is gone. Holding the line when everything feels shaky.

It’s not about being fearless. It’s about showing up when you’re full of doubt.

It’s not about having a plan. It’s about moving when the plan falls apart.

First-time founder doesn’t mean first-time pressure. It means first-time accountability when it’s all on you.

And still you keep going. That’s what makes you real. Not traction. Not funding. Not followers.

Just the ability to stay in it. Long enough to become undeniable.

[Chris Hladczuk @chrishlad]

Ex-Snowflake CEO Frank Slootman telling the hard truths.

[Trish Lessard @trish_lessard]

@bhalligan You are taking this “I wish I could clone myself” to a literal level. I like it but I also know I will always like the real BHal the best. 🧡

[Trish Lessard @trish_lessard]

@katieburkie @HubSpot Your impact was so substantial the partner community felt it. A sense of belonging is what humans want and need. Thank you for making HubSpot something we could all love—together. 🧡 😭 🧡

[Trish Lessard @trish_lessard]

@comcastbusiness do you know that your website is down?

[Trish Lessard @trish_lessard]

@bhalligan Both. Mutual investment.

[Trish Lessard @trish_lessard]

@bhalligan @dharmesh The best. Hands down. The best.

[Trish Lessard @trish_lessard]

@davegerhardt Hmmm… disrupt vending vending machines and laundry mats. Seriously there are some boring business types that seem super attractive.

[Trish Lessard @trish_lessard]

@dantyre @HubSpot @HubSpotAcademy Looking forward to seeing you Dan!

[Trish Lessard @trish_lessard]

@dharmesh I would nominate so many people. Brilliant minds and so much goodness. @dantyre comes to mind immediately.

[Trish Lessard @trish_lessard]

@dharmesh Great point. Your company will replace your job.

[Trish Lessard @trish_lessard]

Just claimed my free #MagikMaker! Can't wait to learn more about NFTs/Web3 and unlock exclusive holder events and opportunities with @HubSpot! https://t.co/9GphXsEqLL

[Trish Lessard @trish_lessard]

@dharmesh Agree. I am the most amazed with how well AI video is.

[Trish Lessard @trish_lessard]

@ahmedreza @dharmesh You are correct. .ai has been around since the 90’s as a country domain. I remember the big hoopla over .tv a little country name Tuvalu. I still only really value the .com for commerce. Call me old school but countries should be countries and organizations should be .org—etc.

[Trish Lessard @trish_lessard]

@dharmesh @sama @OpenAI Exciting!!!!!!!

[Trish Lessard @trish_lessard]

@Schornack Healthcare (esp) mental health is the golden ticket for college bound students. AI will disrupt universities. It will be interesting to see if they start offering trade coures. Still need to figure out a way to fix a toilet or repair a furnace. A 3d printer can build a house.

[Trish Lessard @trish_lessard]

@dharmesh competitor analysis. 🦄

[Trish Lessard @trish_lessard]

@richtwood Holla.

[Trish Lessard @trish_lessard]

@nickdeckerdevs @bhalligan You are probably too young but when Adobe acquired macromedia—such a fail. Still can’t get over that one. Adobe always swoops up their threats.