David Kelly

Mentor story

·

Midas · 183 sessions

“What keeps me here: helping founders dodge pitfalls I already hit growing a SaaS, and the diversity of people. I learn as much from them as they do from me.”

David Kelly

GM, AppSumo Originals · AppSumo Originals

USA · dmkthinks.org ↗ · Jun 2026

The Work

Tell us about what you do and how you got here.

I run AppSumo Originals as my full-time job. We have eight different products, things like SendFox, TidyCal and KingSumo, that roughly 500,000 people use. Over the past five years we've grown from zero to around five million a year.

That's the work that taught me the game. The zero to one part is hard, and the one to five part is hard, in different ways. I joined GrowthMentor back in 2018 or 2019 because I wanted to start growing a coaching business on the side. I'd built and grown a team building SaaS for entrepreneurs, and I wanted to teach people what I'd learned so they could skip some of the pain I went through. I joined, immediately started meeting really cool people, and it cascaded into a lot of fun coaching relationships and even friendships.

Why Mentor

What's the most rewarding part of being a mentor here?

A couple of things stand out. One is helping people avoid the same pitfalls I ran into growing a SaaS business. The zero to one game is hard and the one to five game is hard, and being able to save someone from a mistake I already made is huge.

The second is the sheer diversity of people. So many interesting humans from very different backgrounds, different countries, different businesses at different stages. I genuinely think I learn as much from some of them as they learn from me. I've had really cool conversations with over 150 mentees at this point, and that range is the part I keep coming back for.

Who They Help

You say there's no magic marketing channel. That's the advice you give most. Why?

Everyone wants to know what the best marketing channel is, or more specifically, what channel should I do. I get that question more than anything else by a significant margin. People want the magic bullet.

Here's what running eight products taught me. Same team, similar creation process, similar PMF process, similar user bases to a degree, and different marketing channels work differently for every single one of them. So the channel was never the answer. What actually matters is the strategic process: define a marketing experiment, run it as fast as you can, judge traction or failure honestly, and act accordingly. There's no perfect channel, but there are effective and ineffective processes for testing channels.

The advice I give is concrete. Go find a list of 15 to 20 marketing channels, and I'll hand you some if you need them, then let's figure out how to test them systematically so we can measure traction instead of guessing. People come to me with three channels they picked out of a hat. The work is replacing the hat with a process.

A Standout Session

You've said the hardest feedback to give a founder isn't "your business is bad." What is it?

Honestly, 95% of the mentees here are fantastically aware of their business. It's almost unprecedented that I have to tell someone they have a bad business, the quality of people on the platform is that high. Very serious people who've done an impressive job ideating or getting to product market fit.

The hard thing to tell people is about wasted time. We generated around 17 million in revenue, and despite that, so much of my own time went down pathways I shouldn't have taken. It's easy to say stop doing this, your business is bad. It's much harder to say you wasted six months on things that were less important. Business success, to me, is ignoring the noise. And startup success, which is even harder, is saying no to good things in service of the great things that will definitely help. Saying no to good ideas is the most difficult part of the whole thing.

Inside the Platform

A lot of your "hair on fire" calls aren't even tactical. What's really going on?

A lot of what I teach isn't tactical. The tactical has its place: what marketing channel, how do I build this spreadsheet, what does my email copy look like, what does my PRD or product roadmap look like. But running a startup is an emotional rollercoaster, and I see a lot of burnout, exhaustion and genuinely hard emotional journeys in founders and early executives.

So the urgent, pressing calls are usually about reframing the overwhelm and getting someone back to a place of simplicity. I can often watch it happen in real time, a letting go, a settling down, the realisation that the mental chatter can actually be solved. And when we're in that position ourselves, we usually need someone external to help. I have my own coaches, business and life, who I talk to regularly for exactly this. We complicate things because part of us thinks complexity makes us look smarter. Clarity and simplicity are what actually help people most.

What They Got Back

You use the platform as a mentee too. What have you gotten out of being on both sides?

I love being a mentee here, and I encourage everyone to do it. We usually talk about mentorship as something that only comes from people who've already walked the path you want to walk, and that's real. But peer relationships are just as valuable. Every single week I talk to a fellow entrepreneur who runs a business in the one to ten million range, and my questions are simple: what are you seeing out there, how did you solve this, what does your pricing model look like. It's really nice to talk shop with someone who understands your industry and is at a similar level.

Mentoring also sharpened my own service offering. The sheer diversity of session requests forced me to get clear on what I'm genuinely great at and which mentees I align with best. You don't get that clarity sitting alone in your own business.

The deeper change is a reminder I keep relearning: people enter business to get freedom, to build something they love, and then they think they have to follow the traditional pathways, which often means recreating the exact thing they hated about corporate life. So staying true to what you actually love, and being honest about what success means for you specifically, is most of what I coach now. What success means for me is different from what it means for the next person, and that's the whole point.

The Filter

Who should and shouldn't apply to be a mentor?

Don't apply if a stranger's problem doesn't genuinely interest you. The people who treat it as a credential or a side income don't last, and mentees can feel it.

Apply if you actually enjoy meeting a huge diversity of people and helping them avoid pain you already went through. The traits I see lead to success, in mentees and in anyone running a business, are humility and consistency. Humility doesn't mean trusting everyone's opinion. There's a saying I love: there are no statues built for committees. With this surplus of information we don't know who to trust, so we take input from everyone and end up building a flat, boring business with no soul. Be the key decision maker, take inputs, then decide. Pair that with the consistency to do something you love for a very long time, and you'll eventually figure it out. That's as true for mentoring as it is for building.

The Verdict

Three adjectives for GrowthMentor.

Diverse
grounding
energising

Your turn

The next story could be yours.

Fewer than 5% of applicants get in. If you've solved these problems, help the next founder.