There's a persistent myth in the startup world that engineers can't sell. That we're too introverted, too technical, too focused on features instead of benefits. That we need to hire a "real salesperson" as soon as possible.
I believed this myth for years. Then I actually tried selling.
At Mainteny, I was the technical co-founder. I was supposed to build the product while someone else figured out how to sell it. But early-stage startups don't work that way. Everyone sells. So I started taking calls, doing demos, and talking to prospects.
And something surprising happened: I was pretty good at it. Not because I had natural charisma or had memorized clever closing techniques. I was good at it because I actually understood the product, the problem it solved, and the technical landscape our customers operated in.
That deep understanding turned out to be a superpower.
The Myth That Engineers Can't Sell
Where does this myth come from? Partly from Hollywood stereotypes of socially awkward engineers. Partly from the real observation that many technical people are uncomfortable with traditional sales tactics.
But here's the thing: traditional sales tactics are mostly garbage anyway.
The pushy closer. The artificial scarcity. The manipulation techniques. The "always be closing" mentality. These aren't just uncomfortable for engineers—they're increasingly ineffective for everyone. Modern B2B buyers are sophisticated. They can smell manipulation from a mile away. They have Google. They talk to each other on LinkedIn and Slack communities. They don't need a salesperson to tell them about your product; they need someone to help them figure out if it's right for their specific situation.
And that's exactly what engineers are good at.
"The best salespeople don't sell. They help people buy."
— Josh Braun
When I was at Bain building Aura, I watched how the most successful internal sales happened. It wasn't through flashy presentations or clever persuasion. It was through deeply understanding someone's problem, showing them exactly how the solution worked, and being honest about what it could and couldn't do. The partners who adopted Aura most enthusiastically were the ones who felt genuinely helped, not sold to.
Why Deep Product Knowledge Beats Sales Techniques
Let me tell you about a call I had at Mainteny. The prospect was evaluating us against two competitors. He'd already talked to their sales teams and received polished demos with all the usual bells and whistles.
During our call, he asked a technical question about how our system would handle a specific edge case in their workflow. It was a detailed question—the kind that usually gets a "Let me get back to you on that" response.
But I built that part of the system. So I walked him through exactly how it worked, why we designed it that way, and what the tradeoffs were. I also pointed out a limitation he hadn't asked about but would definitely encounter given his use case. Then I suggested a workaround.
He signed the contract that week. Later, he told me the competitors' sales reps couldn't answer his technical questions and had to "check with the product team." That delay and uncertainty cost them the deal.
This is the unfair advantage technical founders have. You don't need to check with anyone. You ARE the product team. You can go deeper on technical questions than any salesperson who's memorizing feature lists.
More importantly, you can have real conversations about architecture, integrations, and implementation. In B2B software, those conversations often matter more than anything else. Your buyer isn't just buying software—they're buying a solution to a technical problem. Having someone who genuinely understands that problem on the other side of the table changes everything.
The Consultative Approach: Help, Don't Pitch
Here's the mental shift that changed everything for me: stop thinking of sales calls as opportunities to pitch, and start thinking of them as opportunities to help.
Josh Braun calls this "selling without being salesy." The idea is simple: your job isn't to convince people to buy. Your job is to help them figure out whether what you have is a fit for what they need. If it is, great. If it isn't, that's also valuable information—for both of you.
This approach feels natural to engineers because it's basically how we approach problem-solving anyway. You start by understanding the problem. You consider different solutions. You weigh tradeoffs. You make a recommendation based on the specific context.
On a sales call, this looks like asking genuine questions about their situation, listening carefully to the answers, and then honestly mapping your solution to their needs—including being upfront about gaps.
The Consultative Mindset
- Instead of: "Let me show you our features"
- Try: "Tell me about what you're trying to accomplish"
- Instead of: "Our product does X, Y, and Z"
- Try: "Based on what you've described, here's how we could help with X. Y might not be the right fit, but let me explain why."
- Instead of: "What would it take to close this deal today?"
- Try: "Does it make sense to keep talking, or is this not a priority right now?"
This approach has a counterintuitive benefit: it actually increases your close rate. When you give people permission to say no, they trust you more. When you're honest about limitations, they believe you when you talk about strengths. When you focus on helping rather than closing, the right prospects lean in and the wrong ones self-select out.
How Engineers Naturally Do Discovery Well
Discovery—the process of understanding a prospect's situation before proposing a solution—is where most sales processes break down. Traditional salespeople often rush through it to get to the pitch. They ask a few token questions, then launch into their demo script.
Engineers, by contrast, are almost pathologically inclined toward thorough discovery. We want to understand the problem before suggesting solutions. We're uncomfortable making recommendations without sufficient context. We ask follow-up questions because we genuinely want to understand the edge cases.
This is a feature, not a bug.
Good discovery questions from a technical founder might include:
- "Walk me through how you're handling this today"
- "What does your current tech stack look like?"
- "Where does the process break down?"
- "What have you tried that didn't work?"
- "If you could wave a magic wand, what would the ideal solution look like?"
- "Who else is involved in making this decision?"
- "What's driving the timeline on this?"
The key is asking these questions with genuine curiosity, not as a checklist. When someone describes their current workflow, you should be naturally interested in understanding it deeply. That interest comes through and builds trust.
I've found that the best sales conversations feel like technical design discussions. You're both trying to figure out the right solution to a real problem. Sometimes that solution is your product. Sometimes it's something else. Either way, you've had a valuable conversation.
Handling Objections with Technical Honesty
Traditional sales training teaches you to "overcome" objections with clever rebuttals. Engineers often struggle with this because it feels manipulative. We can see through our own tricks.
Here's the secret: you don't need tricks. Honesty is more effective.
When a prospect raises an objection, they're telling you something important about their needs or concerns. The worst thing you can do is dismiss it or spin it away. Instead, take it seriously.
If the objection is valid—if your product genuinely has a limitation they're worried about—acknowledge it directly. Then do three things: explain why that limitation exists, describe what you're doing about it (if anything), and help them evaluate whether it's a dealbreaker for their specific situation.
"Prospects don't trust salespeople who have an answer for everything. They trust salespeople who are honest about tradeoffs."
At Luminik, I've had calls where prospects asked about features we don't have yet. Instead of pretending we're "working on it" (the classic sales dodge), I tell them exactly where it is on our roadmap and why other things are prioritized higher. Sometimes they're fine waiting. Sometimes it's a dealbreaker. Either outcome is better than setting false expectations.
Technical founders are particularly well-positioned for this kind of honesty because we understand the engineering tradeoffs behind product decisions. We can explain not just what the product does, but why it does it that way. That depth of understanding builds credibility that no sales technique can replicate.
The Power of "I Don't Know, But I'll Find Out"
Here's something that took me a while to learn: saying "I don't know" doesn't hurt your credibility. It helps it.
When you pretend to know something you don't, people can usually tell. Even if they can't tell immediately, they'll find out eventually. And then they won't trust anything else you've told them.
But when you say "That's a great question, and I'm not sure about the answer. Let me find out and get back to you"—and then actually follow through—you demonstrate integrity. You've shown that you won't make things up to close a deal. That's rare and valuable.
As a technical founder, you'll know more about your product than any salesperson could. But you still won't know everything. You might not know the specifics of a particular integration. You might not know whether your system can handle a specific edge case until you test it. You might not know the exact pricing for an unusual configuration.
In all these cases, "I don't know, but I'll find out" is the right answer. And the follow-through matters: send them the answer within 24 hours, ideally with more detail than they expected. This becomes a trust-building moment rather than a credibility gap.
Practical Tactics for Technical Founders Doing Sales
Alright, let's get practical. Here are the specific tactics that have worked for me:
Structure your calls
Don't wing it. Have a loose structure: opening (build rapport, set agenda), discovery (understand their situation), demo/discussion (show relevant parts of your solution), and next steps (agree on what happens next). The structure keeps you on track while leaving room for genuine conversation.
Demo less, talk more
Engineers love showing off what they've built. Resist this urge. Spend more time in discovery and less time in demo. When you do demo, only show the parts relevant to their specific use case. A targeted 10-minute demo beats a comprehensive 45-minute feature tour every time.
Take detailed notes
Write down what they tell you during discovery. Not just for your CRM, but so you can reference their exact words later in the conversation. "Earlier you mentioned that X was a problem—here's how we handle that" is much more powerful than generic feature descriptions.
Send a summary after every call
Within 24 hours, email them a summary of what you discussed, what you understood their needs to be, and the agreed next steps. This demonstrates professionalism and creates accountability. It also gives them something to share with other stakeholders.
Use the "negative close"
Instead of pushing for a commitment, give them an easy out: "Based on what we've discussed, do you think this is worth continuing, or is it not the right fit?" This removes pressure and paradoxically makes them more likely to say yes if they're genuinely interested.
Follow up without being annoying
Many engineers are so afraid of being pushy that they don't follow up at all. That's a mistake. People are busy; they forget. A simple "Just checking in—did you have any other questions?" after a week is helpful, not annoying. Set a cadence (maybe day 3, day 7, day 14) and stick to it until they respond either way.
Get comfortable with silence
After you ask a question, wait for the answer. Don't fill the silence. This is hard for many people, but silence often prompts prospects to share more information than they initially planned to.
Record your calls (with permission)
Review them later. You'll notice patterns—questions you ask poorly, moments where you talked too much, objections you could have handled better. This is how you improve.
When to Keep Selling vs. When to Hire
The question every technical founder eventually faces: when should I stop doing sales myself and hire someone?
The conventional wisdom says "as soon as possible." I think that's wrong.
Founder-led sales has enormous advantages in the early stages. You learn directly from customers. You understand objections firsthand. You can make product decisions based on what you're hearing in sales calls. You build relationships with early customers that will be valuable for years.
More practically, you also haven't figured out your sales motion yet. What's the ideal customer profile? What messaging resonates? What's the right price point? What objections come up repeatedly? What's the typical sales cycle? You need to answer these questions before you can hire someone to execute a playbook that doesn't exist yet.
Keep doing sales yourself if:
- You haven't closed at least 10-15 customers yourself
- You can't articulate a repeatable sales process
- Your ICP is still evolving
- Your pricing isn't stable
- Sales cycles are long and require deep technical credibility
- You're not yet overwhelmed by the sales workload
Consider hiring when:
- You have a documented, repeatable sales process
- Sales is consuming more than 50% of your time
- The product needs more attention than sales does
- You have enough pipeline that deals are falling through the cracks
- You can afford to pay a good salesperson properly
- You have clear metrics to evaluate sales performance
Even then, your first sales hire probably shouldn't be a quota-carrying rep. Consider a sales development rep (SDR) who handles outbound and qualification, leaving you to do the actual selling. Or a customer success person who handles post-sale work, freeing you up for more prospects. The goal is to extend your capacity, not replace yourself entirely.
When you do hire a salesperson, look for someone who matches your consultative approach. The pushy, "always be closing" types will feel wrong to you and will alienate the customers you've been building relationships with. Find someone who genuinely wants to help customers solve problems, not just hit quota.
The Uncomfortable Advantage
Here's the truth that took me years to accept: being uncomfortable with traditional sales tactics isn't a weakness. It's actually aligned with how modern B2B sales should work.
Buyers don't want to be sold to. They want to be helped. They want to talk to someone who understands their problem deeply and can have an honest conversation about solutions. They want technical credibility, not charisma.
As a technical founder, you have all of that. You just need to stop thinking you need to be something else.
The engineer who deeply understands the product, asks thoughtful questions, gives honest answers, and follows up reliably will outsell the smooth-talking rep who's working from a script. Not because of sales skills, but because of trust.
Trust compounds. The prospect you helped today—even if they didn't buy—remembers that experience. They might come back later when the timing is right. They might refer a colleague. They might become a customer at their next company.
Sales isn't about closing deals. It's about building relationships with people who have problems you can solve. Engineers are good at solving problems. Turns out we can be good at building those relationships too.
You just have to stop trying to be a salesperson and start being yourself—an engineer who wants to help.
These lessons come from my experience at Mainteny, Bain, and now Luminik. If you're a technical founder figuring out sales for the first time, I'm happy to share what I've learned. Not a pitch, just a conversation between founders.