December 3, 2025
If you’re an expert in your field and you’re stuck at $20K months, the bottleneck is usually your conversion rate. In this episode of Bringing Simplicity Unfiltered, Judy and Greta explain how they get clients unstuck at $20K and up to six-figure months by using systems in the business, and how you can start using those systems today.
More sales equals more money, which gets you closer to seven figures. Greta obsesses over the data, Judy obsesses over the sales side, and together they look at three places to increase conversions: your offer, your follow-up, and your re-engagement, plus the hires that make it all sustainable.
If your marketing agency isn’t asking about your sales conversions, it isn’t a full growth marketing agency. It’s only talking about how many $2 leads it can get you. We go straight to the back-end data, because if we get you leads and you can’t close them, that makes us look bad, and we don’t like looking bad.
Sales solves everything. If you’re not where you want to be, the answer is probably sales in some way. No amount of marketing will solve your problem if you can’t sell your offer.
Greta might tell Judy, “Their closer converts at 21%. That’s solid, but we could get it back to 25% or 27%.” Here’s what Judy looks at:
We look at the full process, not just the front end. Time in pipeline, how long it takes from first contact to purchase, matters a lot once you run ads. Tweaks like the offer structure or fast-action bonuses can increase your conversion rate and shorten that time. Greta sees the numbers in black and white. Judy asks, “How can we strengthen your masterclass pitch? Are you presenting bonuses in a way that feels empowering, not overwhelming?”
Some people show interest and then don’t book the call or attend the masterclass. Nurturing them with email sequences and text messages is non-negotiable. At minimum, nurture people for 14 to 21 days. Ads help too, through retargeting and thought-leadership content, so you don’t disappear the moment they click.
If 21 days of emails and texts sounds like a lot, it doesn’t have to be. You can build a 21-day automated sequence in about an hour.
Urgency is key, and people need to be reminded why your offer is good for them. But in a world full of technology, people also want to be heard and told directly that you’ll support them. That might be a voice-note DM or a call a few days later: “I noticed you attended the masterclass and asked amazing questions, but I didn’t see your purchase come through. Is now not the right time, or was something missing?” Often nothing was missing. Maybe they didn’t realize you had a payment plan, or they just wanted to feel special.
Something most agencies don’t do: we review your emails and texts and ask, “Does this sound like a bot or a person?” Knowing where each lead came from lets you personalize the sequence.
If you’re at $20K months, you likely sell a mid- to high-ticket offer. It can take 30 days for someone to come up with the capital for the first payment. They’re often just buying time, and nothing is wrong with your offer.
And don’t prime someone to buy from someone else. If you nurture for 21 days and then stop, they may buy from the next person advertising to them, possibly a competitor whose ads they started seeing after clicking yours. Twenty-one days is the minimum. Leads should never fall off your radar until they tell you to take them off the list.
Re-engagement covers everyone from day 21 onward, up to a year or more, who hasn’t asked you to stop.
Greta points to a story Hormozi has shared: in a room full of his buyers, he asked how many first found him in the last month, three months, six months, a year, two years. Most had been exposed to him for two years or more before buying. That’s someone spending millions, prolific on social media, and emailing weekly. If it takes that long for him, it takes that long for you.
Greta got pushback on a reel saying you can’t be afraid to keep showing up in people’s inboxes. It isn’t about being annoying. People need time, want proof you’ll keep showing up, or need more time to know, like, and trust you. Keep re-engaging with:
Think about the biggest investment you’ve made, like a house or car. You probably saved for a while before buying. The “five-figure months in my first month of business” stories online skip the months and years of prep. We don’t promise overnight results, and often it takes six months to a year to see a return. Plan on about two to five hours a week for re-engagement, depending on your list size and promotions.
At one point, Greta says, that list would have made her put her head down on the desk and cry. There wasn’t more time in the day. The only way past $20K months was hiring. Judy writes the job descriptions, interviews, and builds the training. She has a process to get a new VA working within five days (DM us “HIRING” on Instagram to learn more).
We call them outreach specialists, or setters. They handle DMs and calls, know your offer inside and out, and follow up right after a promotion with questions like “What did you think of the masterclass?” or “What have you implemented from the free resources?” They might share more resources, invite them to the next masterclass, or book a call if their questions are personal enough to need one.
Speed to lead matters, but do it with intention. “Are you going to buy?” is not the conversation. Many setters have a bad reputation because they were trained with robotic scripts. We work with Sphere Rocket, which started in real estate, where you build relationships over time because nobody buys a house tomorrow. Their training has that human touch built in.
About 80% of the time, Judy assigns re-engagement to an outreach specialist. About 10% of the time, a higher-end customer success role. Occasionally, with high-ticket offers, it’s the closer.
Greta adds social media support: someone who engages in comments, follows up on ManyChat downloads, and keeps you showing up consistently, which feeds your reach campaigns. Judy clarifies that’s re-engaging your social audience rather than your leads, and it’s different from creating graphics and reels.
When a business is stuck at $20K months, the number one thing to improve is usually conversion rate, driven by your offer, follow-up, and re-engagement, and strengthened by the right hires and clear data. Most people don’t even know their current conversion numbers.
Focus on your conversion rate before more leads. Strengthen your offer, follow up for at least 21 days, keep re-engaging past leads, and hire help so it happens consistently.
At least 14 to 21 days of emails and texts after first contact, then ongoing re-engagement until someone asks to be removed.
It varies. Some need 30 days to arrange the first payment, and many buyers watch someone for a year or two before purchasing.
A VA to track data, update offer materials, and prompt follow-up, plus outreach specialists to handle human follow-up and re-engagement.
If you want a full-funnel look at your offer, follow-up, and re-engagement, see our services or reach out to us.
Want more? Watch every episode of Bringing Simplicity Unfiltered on our YouTube channel.
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Bringing Simplicity is a full-service marketing and Meta Ads agency helping established online businesses scale proven offers through paid advertising, stronger systems, and smarter strategy.
