Table of Contents >> Show >> Hide
- $100M feels huge… until you’re in M&A
- So… should you hire an investment banker for a sub-$100M tech deal?
- What an investment banker actually does (when they’re good)
- How fees usually work (and how to keep them from eating your lunch)
- Who would I recommend in Silicon Valley for sub-$100M tech M&A?
- Buying a tech company under $100M: do you need a banker then?
- A simple decision tree: banker, lighter advisory, or DIY?
- Final take: bankers aren’t required, but leverage is
- Experiences founders and buyers often have in sub-$100M tech M&A (and what they teach you)
- Experience #1: The “single-buyer romance” that turned into a term-sheet breakup
- Experience #2: The “process” that added $15M… mostly by making buyers nervous
- Experience #3: The earn-out that sounded fine until everyone remembered they’re human
- Experience #4: The buyer who “loved the product” but didn’t understand the customers
- Experience #5: The underrated winchoosing the right buyer, not just the highest price
- SEO tags (JSON)
Selling (or buying) a tech company under $100 million is a little like trying to park a Tesla in San Francisco: it can be smooth, it can be chaotic,
and at least one person will insist they “know a shortcut.” The real question isn’t “Do I need an investment banker?” It’s:
Will a banker create more value than they costwhile keeping the deal from turning into a six-month group chat with lawyers?
If you’re a founder with $5–$20M ARR, a bootstrapped software business with steady EBITDA, or a venture-backed company that’s “not dead, just… pre-famous,”
you’re in the sweet spot where process can add real dollars. Under $100M, the outcomes are often decided by a handful of things:
story, buyer list, timing, structure, and who flinches first in negotiation.
$100M feels huge… until you’re in M&A
In the public markets, $100M is “small-cap.” In private tech M&A, it’s “lower middle market,” which means buyers still care deeply about
fundamentals: retention, growth efficiency, product defensibility, customer concentration, and whether your revenue is real or “PowerPoint recurring.”
At this size, you can absolutely close a deal without a banker. People do it every day. The problem is they often leave money on the table,
agree to painful terms, or burn months chasing buyers who were never serious. A good banker isn’t a luxury accessorymore like a traffic controller
for a runway you didn’t know had potholes.
So… should you hire an investment banker for a sub-$100M tech deal?
Hire a banker when “running a process” will change your outcome
In practice, a banker can be worth it if you need any of these:
- Competition: Multiple credible buyers, not just “a random inbound from a corp dev associate.”
- Positioning: You want to frame the narrative (why you win, why now, why you’re scarce).
- Complexity: Earn-outs, rollovers, preferred stock rights, debt, multiple subsidiaries, cross-border buyers.
- Time protection: You want to keep running the business while someone else manages outreach, Q&A, and buyer herding.
- Terms power: You want to negotiate price and the stuff that secretly matters (escrow, reps & warranties, working capital, retention packages).
The best use case: you’re selling something desirable, but not universally understood.
Think vertical SaaS, developer tools, security niche products, data infrastructure, or a category that needs a sharp explanation to unlock strategic value.
Skip the banker (or go lighter) when you already have “the buyer”
Sometimes a banker is optional, like a treadmill in a house with great sidewalks. Consider a lighter approach if:
- You have a warm, vetted buyer: A strategic partner, customer, or known sponsor ready to move.
- The deal is small and simple: Asset sale, acquihire, or a straightforward acquisition with minimal structure.
- You’re optimizing for speed over price: You need a quick close and can live with “fair” instead of “top of market.”
- Valuation is modest: If you’re closer to $10–$20M enterprise value, broker-style advisory or a marketplace + strong legal support may be more cost-effective.
Even in “no banker” land, you still want strong deal support: an M&A attorney who’s done tech deals, someone finance-savvy (CFO/FP&A/transaction advisor),
and a clean data room so diligence doesn’t feel like an escape room with missing clues.
What an investment banker actually does (when they’re good)
1) Builds a valuation story that buyers can repeat to their bosses
Buyers don’t pay premiums for spreadsheets; they pay premiums for credible inevitability:
“This product is becoming category-standard,” “This team has the roadmap,” “This customer base expands our TAM,” “These unit economics scale.”
A banker helps you package reality in a way that travels through investment committees without mutating into nonsense.
2) Finds the right buyer universe (not just the loudest one)
For sub-$100M tech, your buyer set is usually some mix of:
strategics (product adjacency, talent, customer access), private equity platforms (recurring revenue + add-ons),
and occasionally “roll-up” sponsors hunting specific metrics (ARR, churn, margins, growth).
A banker with a real network knows who is buying now, who just raised a new fund, who has an integration team,
and who will waste your time while “learning the space.”
3) Runs a process that creates leverage without creating chaos
The goal is a clean funnel: NDA → teaser/CIM → management meetings → indications of interest → LOI → diligence → definitive agreement → close.
Sounds neat. In real life, buyers procrastinate, internal champions change jobs, and diligence lists multiply like rabbits.
A banker keeps momentum and prevents the “we’ll get back to you next week” spiral.
4) Negotiates structure, because structure is where value hides
For deals under $100M, structure can swing founder proceeds dramatically:
cash vs. rollover equity, earn-outs, retention, escrow size, working capital targets, and whether “recurring revenue” survives accounting scrutiny.
Many founders focus on headline price and later discover the terms were a stealth discount.
How fees usually work (and how to keep them from eating your lunch)
M&A advisory fees in the lower middle market are typically a blend of:
(1) a monthly retainer (often creditable against the success fee),
(2) a success fee paid at close (usually a percentage),
and sometimes (3) an “accelerator” if you hit higher valuation tiers.
The tricky part is that under $100M, the banker’s work isn’t “half as hard”it can be just as time-consuming as a $500M process, but the fee pool is smaller.
That’s why you’ll see minimum fees, retainers, and percentage ranges that feel chunky. You’re not imagining it.
Practical tips that keep economics sane:
- Ask for clarity on the fee base: Is the percentage applied to enterprise value, equity value, or cash proceeds?
- Use a tiered structure: Lower % at the bottom, higher % above your target valuationaligns incentives.
- Define “success” precisely: What if the deal is a majority recap, partial sale, or structured earn-out?
- Limit tail periods: Don’t accidentally owe a fee 18 months later because you once emailed a buyer.
- Confirm who does the work: If you hire a senior rainmaker and get an intern with a calendar invite addiction, that’s a problem.
Who would I recommend in Silicon Valley for sub-$100M tech M&A?
“Recommend” here means: firms with a visible tech M&A presence in the San Francisco / Silicon Valley orbit that are often discussed in founder and sponsor circles.
You should still interview multiple advisors, confirm deal fit, and verify registrations where appropriate.
Strong starting list (Silicon Valley / San Francisco footprint)
- Vista Point Advisors (San Francisco) Boutique sell-side focused on founder-led software and internet businesses; a fit when you want a founder-friendly process.
- GrowthPoint Technology Partners (San Francisco) Mid-market tech M&A and capital advisory; useful when you want operator-style guidance and a broad tech lens.
- Drake Star (San Francisco) Global tech investment bank with a San Francisco office; can be strong for cross-border interest and category-specific coverage.
- Union Square Advisors (San Francisco) Technology-focused advisory with M&A and financing experience; often relevant when the transaction touches capital strategy.
- GP Bullhound (San Francisco) Tech advisory with an established SF presence and international reach; helpful if buyer interest may be global.
- Atlas Technology Group (San Francisco) Tech-focused investment bank known for software M&A; a fit for founder-led software and sponsor-led processes.
- Cascadia Capital (Silicon Valley expansion) Boutique bank building a Silicon Valley hub for tech M&A; worth a look if you want a firm actively investing in tech coverage.
- AXOM Partners (San Francisco) Newer tech M&A boutique founded by experienced tech bankers; often discussed around software and AI transactions.
- FT Partners (San Francisco) If your company is fintech (broadly defined), this is a specialist shop that lives and breathes the category.
This isn’t a ranking (there is no universal “best”).
The right choice depends on your sector (SaaS, fintech, security, infra), your metrics (ARR, growth, margins), your cap table,
and whether your best buyer is strategic, sponsor, or both.
How to pick the right banker (without getting dazzled by logos)
Use this short checklist in banker pitches:
- Relevant deals: “Show me 3 deals like mine in the last 24 monthssize, buyer type, and why you won.”
- Buyer map: “What’s the buyer universe for my niche, and who is actively buying right now?”
- Team clarity: “Who is quarterbacking weekly, and who is building materials?” (Names, not titles.)
- Process plan: “How do you run outreach, management meetings, and diligence without blowing up my calendar?”
- Fee alignment: “How does your fee motivate you to push for value, not just a close?”
- Conflicts: “Do you represent buyers? Are you ‘unconflicted’ on sell-side work?”
Red flags that should make you politely back away
- Vague buyer talk: “We know everyone” but no concrete buyer thesis.
- Too much focus on the deck: Pretty slides, thin plan for outreach and negotiation.
- Unrealistic valuation promises: Anyone who guarantees a number before diligence is doing motivational speaking, not banking.
- Time-wasting process: A process that maximizes meetings instead of leverage.
- Registration hand-waving: If compensation involves securities transactions, be clear on how the firm is properly registered or exempt.
Buying a tech company under $100M: do you need a banker then?
If you’re the buyer (PE, strategic, or an independent sponsor), you can use bankers in three ways:
(1) sourcing off-market opportunities, (2) valuation/negotiation support, and (3) financing strategy.
Some buyers prefer to build an internal corp dev function instead. Under $100M, a scrappy corp dev lead + good legal support can go far.
When a buy-side banker can be valuable: you’re entering a new category, you need proprietary deal flow,
or you want to avoid the classic mistake of buying a product that looks great until you realize churn was “temporarily paused by discounts.”
A simple decision tree: banker, lighter advisory, or DIY?
| Situation | Best-fit approach | Why |
|---|---|---|
| You want the highest price and best terms; multiple plausible buyers | Hire a tech-focused boutique banker | Competition + structure expertise usually pays for itself |
| You have one strong buyer already (warm inbound or partner) | Light advisory + strong M&A counsel | You’re negotiating, not marketing |
| Very small, simple deal; speed matters most | DIY + specialized attorney | Fees can overwhelm marginal value |
| Founder-led SaaS with clean metrics but unclear buyer universe | Banker or specialist sell-side advisor | The right buyer list changes the outcome |
| Fintech, regulated workflows, complex partnerships | Sector specialist banker | Category knowledge prevents painful diligence surprises |
Final take: bankers aren’t required, but leverage is
You don’t hire a banker because it’s “what grown-ups do.” You hire one because you want leverage:
better buyer reach, cleaner process, sharper negotiation, and fewer regrettable clauses.
For sub-$100M tech deals, the best advisors are the ones who can speak both languages:
founder reality and buyer logicwithout turning your life into an email marathon.
Experiences founders and buyers often have in sub-$100M tech M&A (and what they teach you)
Below are composite, anonymized experiences that mirror what founders, operators, and buyers commonly run into.
Think of these as “pattern recognition” rather than gossip. If you’ve lived any of them, congratulations:
you’re officially in the club no one asked to join.
Experience #1: The “single-buyer romance” that turned into a term-sheet breakup
A founder gets an inbound from a strategic buyer: great brand, strong corp dev team, fast-moving VP sponsor.
The founder thinks, “Perfectno banker, no circus, clean exit.” The first LOI looks good. The founder mentally buys a celebratory hoodie.
Then diligence starts. The buyer asks for customer-level retention, contract exceptions, security questionnaires, code escrow discussions,
and a working capital target that basically translates to “we’d like to keep some of your money, thanks.”
The founder realizes two things: (1) they negotiated the LOI without competitive pressure, and (2) the buyer is now negotiating from inside the house.
Deals like this don’t always die, but they often get repriced or restructured. Lesson: if you’re going single-buyer, treat the LOI like a real negotiation.
Bring in experienced counsel early. Consider a lightweight “market check” (a few additional buyers) to create leverage without running a full auction.
Experience #2: The “process” that added $15M… mostly by making buyers nervous
Another company has strong metrics: low churn, expanding ACVs, and a product that sits in the middle of a hot workflow.
They hire a tech-focused boutique advisor. The banker spends time tightening the positioning:
why the category is inevitable, which buyers have the strongest synergy, and how to show retention without hiding risk.
Then they run a controlled processclear deadlines, crisp materials, and a disciplined Q&A flow.
Two sponsor-backed platforms and one strategic all make offers. Suddenly, the founder isn’t “asking for a price.”
They’re choosing between alternatives. The final buyer improves price and terms: less escrow, cleaner working capital mechanics, and a shorter exclusivity window.
The funny part is the banker didn’t invent value; they revealed it and forced buyers to compete.
Lesson: competition is the closest thing M&A has to magic.
Experience #3: The earn-out that sounded fine until everyone remembered they’re human
Earn-outs can be reasonable in sub-$100M deals, especially when growth is strong but durability is still being proven.
Here’s the trap: earn-outs turn business performance into a scoreboard, and scoreboards turn into arguments.
Sellers feel constrained (“We could hit the target if you’d let us ship”), buyers feel exposed (“We paid for growth; show us growth”),
and teams get pulled into metric debates that feel like couples therapy with spreadsheets.
Good advisors push earn-outs to be: measurable, limited in duration, based on metrics the seller can influence, and not dependent on integration choices the buyer controls.
Lesson: if you can’t explain the earn-out rules in plain English, you’re signing up for future conflict.
Experience #4: The buyer who “loved the product” but didn’t understand the customers
In another deal, a buyer is excited about the tech but underestimates onboarding, support needs, and the reality of customer concentration.
Late in diligence, they discover revenue risk and ask for heavy escrow or a big haircut. The founder feels ambushed.
The buyer feels like they’re being responsible. Everyone stops sleeping.
Lesson: pre-diligence your own business. Before you ever go to market, build a defensible data room:
cohort retention, churn drivers, contract terms, product roadmap, security posture, and customer references.
The smoother your diligence, the less room there is for “surprise discounts.”
Experience #5: The underrated winchoosing the right buyer, not just the highest price
Especially under $100M, the “best” outcome isn’t always max price. It might be the cleanest close, the best cultural fit,
the strongest retention package for your team, or the highest-probability path to your rollover equity being worth something later.
Some founders choose a slightly lower headline number in exchange for fewer contingencies, clearer governance,
and a buyer who actually has an integration plan beyond “we’ll figure it out.”
Lesson: optimize for probability-adjusted value. A $90M deal that closes cleanly can beat a $100M deal that collapses after 4 months of distraction.