I Actually Used Lead Routing Software. Here’s What Worked (And What Made Me Groan)

I’m Kayla. I run sales ops, and I’m the one folks ping when a hot lead goes missing. I’ve tried a few lead routing tools with real teams, real reps, and real mess. Some days it felt like herding cats. Other days it just clicked.
One newcomer I’ve been watching is Cupid Systems, which promises drag-and-drop routing without the enterprise price tag.
If you want a deeper dive, they’ve chronicled their own hands-on experience—successes, face-palms, and all—in a candid write-up.

Let me explain what I saw, what I set up, and what broke at 4:45 p.m. on a Friday.


Why Routing Even Matters (Yep, It Really Does)

  • Speed to lead: minutes matter. We moved from 22 minutes to 3. People called back.
  • Fairness: no more “Why did Sam get five demos and I got one?”
  • Clean handoff: AE, SDR, AM—each lead goes to the right person the first time.
  • Backup plans: if a rep is out, leads still move.
  • Proof: logs, notes, and a paper trail when someone asks, “Where did it go?”

You know what? When this stuff works, the team stops yelling. That alone is gold.

Thinking about resilience made me realize that the logic is a lot like a good backup plan in IT infrastructure—if one route fails, another picks up the load. For a neat parallel, see how a specialist stress-tests disaster-recovery tools so teams never have to panic later.


LeanData in Salesforce: My Workhorse

I set up LeanData for a 40-rep SaaS team on Salesforce. We had US and EMEA, named accounts, a partner channel, and that one region everyone forgot. Fun times.

What I built:

  • Match by email domain to the right Account. If it was one of our ABM accounts, it went to the owner’s AE.
  • If no account match, send it to the SDR round robin. We had 12 SDRs, with weight for ramping reps.
  • EMEA leads went to EMEA, unless the company was already owned in the US. Then it stayed with US.
  • Partners used a keyword check and got routed to a partner queue.
  • PTO rules paused reps who were out. They didn’t get leads while at Disney.

Real results:

  • Speed to first touch dropped from 22 minutes to 3.
  • Meeting rate went up about 15% in the first month.
  • Fewer “Where’s my lead?” pings. I slept better.

One Friday got messy. A lead from “TX” didn’t match “Texas,” so it skipped a branch and landed in a queue. The AE saw it late and was salty. I added a small state map node. It took 10 minutes. Fixed.

What I liked:

  • Visual graph. Easy to see where a lead flows.
  • Strong account match. Cleaner than native rules.
  • Nice audit log. I could prove why a lead went left, not right.

What bugged me:

  • Price. Not tiny.
  • The first build took time, and I had to babysit it for two weeks.
  • Huge graphs get hard to scan. I used little labels like “US > Named > ABM” to stay sane.

Would I use it again? Yes. It handled our mess without falling over. Before we fully committed, I also skimmed LeanData’s own take on what not to overlook—see their blog on the 6 Red Flags to Avoid When Purchasing Lead Management Software for a quick gut-check.

Designing that spider-web of flows felt surprisingly similar to orchestrating rail shipments: countless branches, strict handoffs, and zero room for delay. If you’re curious how that kind of logic plays out beyond SaaS, take a peek at this real-world week with Railinc’s RailSight software. On a lighter note, the ‘people-to-people’ version of rapid matching is the local dating space; you’ll see the same rules-engine ethos at work when a site like FuckLocal’s adult search instantly pairs nearby singles based on filters instead of territories, which means users spend less time scrolling and more time meeting someone who fits their exact criteria. Similarly, if you’re in Southwest Florida and want something even more hyper-local, the revived classifieds on Backpage Bonita Springs showcase up-to-the-minute listings from nearby users, so you can cut through the noise and connect fast without wading through posts from other cities.


HubSpot Lead Routing: Easy Mode for Small Teams

At a 6-rep B2B e-comm team, HubSpot was enough. We kept it simple.

What I set up:

  • Round robin for SDRs.
  • If country = Canada, send to the Canada team. If product = “Pro,” send to a senior rep.
  • If UTM Campaign had “TradeShow,” route to our Events SDR and send a Slack ping.

Real slice:

  • A Toronto form fill hit at 8:07 a.m. It got picked up in 4 minutes and booked same day. That never happened before.
  • We used a fallback owner named “Triage Queue” for any weird edge case. I checked it twice a day, like watering plants.

What I liked:

  • Fast to build. I made the rules over lunch.
  • Clean with HubSpot forms and lists.
  • Easy to test with fake leads.

What bugged me:

  • Account matching wasn’t as strong. Some big logos slipped.
  • Cross-team handoff (SDR to AE) got clunky when rules stacked up.
  • When volume spiked (webinar days), a few leads lagged in queues.

If you’re under 10 reps and already on HubSpot, it’s kind of perfect. Keep rules simple.


Chili Piper: The Speed Fix on the Form

Chili Piper sat on our “Get a Demo” page. When someone hit submit, it checked Salesforce and booked a meeting right away. No waiting. Reps loved it. My inbox loved it more.

How I set it:

  • If the lead matched an owned account, it booked straight with the AE.
  • If not, it went to an SDR pool and showed whoever was free.
  • We weighted calendars. New reps got fewer slots while they ramped.
  • If no one was free, it offered tomorrow or routed to a queue with a Slack alert.

Real stuff:

  • We shaved “time to meeting” from days to same-day on many forms.
  • One week, Google Calendar auth broke for two reps. Slots didn’t show. We re-authed and fixed it in 5 minutes, but it was a scare.

What I liked:

  • People booked while they were still warm. It felt smooth.
  • Territories and ownership checks worked with Salesforce.
  • Clear “why this person got the meeting” notes.

What bugged me:

  • If the website script got blocked by a strict browser, no router. We added a plain fallback form.
  • Price per seat can add up.
  • Clean calendars are a must. If reps don’t keep them tidy, you’ll see weird gaps.

For inbound forms, it’s a win. Pair it with your main router for full coverage. That said, Chili Piper themselves call out situations where their platform isn’t the best choice in 8 Reasons You Should Not Buy Chili Piper—worth a read before you swipe the card.


Quick Word on Native Salesforce Assignment Rules

I’ve used them too. They work for basics:

  • State-based routing
  • Simple round robin (with some hacks)
  • One queue for “stuff we can’t place”

But I hit walls fast. Debugging is rough. I once had Rule #14 beating Rule #6 because of order. Took me an hour, two coffees, and one loud sigh.

It’s fine for a starter pack. Not for heavy needs.


What I Use Right Now

My stack today:

  • LeanData for the deeper, messy logic and account match.
  • Chili Piper on high-intent forms for instant booking.
  • HubSpot routing for small teams that live in HubSpot and don’t need fancy stuff.

No, it’s not perfect. But reps get the right leads fast, and managers stop guessing.


Little Tips That Saved Me

  • Build a “Parking Lot” queue for bad or odd leads. Check it daily.
  • Create a “Test Me” form and run fake leads with edge cases: two emails, short states, weird countries, partners, and students.
  • Add Slack alerts for high-intent leads that miss an owner for 5 minutes.
  • Pause reps when they’re out. I use a field called “Accepting Leads.”
  • Keep a tiny “routing notes” doc. When someone yells, you’ll have proof.

Final Take

Lead routing isn’t sexy. When it works, it’s invisible. But it changes the mood of a team. Fewer fights. More meetings. Less noise.

If you’re small