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Tivan A.

Tivan A.

Cold Calling | Telemarketing | Appointment Setting | Lead Generation

I studied business at the University of Pennsylvania, and as an entrepreneur I've raised millions in venture capital, built and sold companies, and generated over $500 million in client revenue across the products and services I've built. The real secret behind it has been building the right team and giving them the freedom and inspiration to execute. That's the exact discipline I bring to cold calling. Most cold calling programs fail, and not because the phone stopped working. Outbound is one of the hardest things in business to get right, and it takes a genuinely experienced, executive mind to build the strategy correctly and then actually execute on it. Anyone can dial. Very few people can design the offer, the targeting, the sequencing, and the conversation that turn a cold list into booked revenue. I run Upwind, an inbound and outbound phone agency built around cold calling, telemarketing, and appointment setting. My team places tens of thousands of cold calling and telemarketing dials every month into every industry, and we currently book over $620,000 per month in pipeline for our clients. That is what disciplined cold calling looks like when it's measured instead of guessed at. The most important thing we do isn't dialing. It's matching you with the exact person your business needs. We source, train, and manage a cold calling appointment setter, or a full team, who learns your product like it's their own, so your prospects build a real relationship with one consistent voice instead of a rotating cast of strangers reading a script. From there we run the whole engine. We build and rapidly iterate the scripts and targeted prospect lists that make sales cold calling actually connect, and we run b2b cold calling campaigns into the founders, executives, and decision-makers who are hard to reach any other way. For property clients we run real estate cold calling for agents, investors, and brokerages who need a pipeline full of live conversations, plus real estate telemarketing follow-up that keeps those leads warm long after the first dial. Our cold calling lead generation work feeds qualified opportunities straight into your CRM, while telemarketing lead generation and telemarketing sales campaigns extend the same motion into higher-volume and consumer markets. For B2B teams we combine b2b telemarketing and cold calling telemarketing sequences with email follow-up so nothing goes cold between touches. Appointment setting is where all of it lands: qualified meetings booked straight onto your calendar, confirmed and reminded so they actually show up. We also handle inbound reception and customer service with the kind of care that keeps opportunities from slipping through, and we provide the virtual assistant and administrative support that keeps your pipeline organized while your closers stay on the phone. I speak fluent Spanish, so Spanish cold calling and bilingual outreach are available on request. Why clients stay with us for years: we treat cold calling like a lab. We test openers, timing, sequencing, and buying signals until we find what converts, then scale it. And because our callers are on the phone all day, we obsess over keeping them happy. That's 80% of the equation, because prospects want to talk to happy people. A caller who's genuinely enjoying the conversation brightens the prospect's day, and that energy is what turns a cold list into booked revenue. If you want more qualified conversations and more booked revenue from the phone, let's talk. Even if we mutually decide we aren't the best fit, my advice on cold calling is always free, and I'm happy to point you in the right direction.

🇺🇸Swampscott, United States$35/hr100% JSS4.45 (4)Since Jul 2023

Earnings and projects

MRR
$1.5k

Last 6 months ÷ 3.1 months active (since Aug 2026)

World#32,742 / 412k
🇺🇸Country#6,268 / 62.1k
Revenue, last 30 days
$2.6k

Last 6 months: $4.6k

World#15,369 / 412k
🇺🇸Country#3,580 / 62.1k
Total earnings
$4.6k
World#261,454 / 412k
🇺🇸Country#41,073 / 62.1k
Per project
$578

$761 in the last 6 months

World#169,537 / 412k
🇺🇸Country#28,673 / 62.1k
Projects, last 6 months
6
100% fixed0% hourly
World#34,405 / 412k
🇺🇸Country#4,906 / 62.1k
Projects in all
8
100% fixed0% hourly
World#223,560 / 412k
🇺🇸Country#31,849 / 62.1k

Earnings, last 30 days

$4.6k+$2.5k earned since Oct 9Billed in all, before Upwork's fee · drag across the chart to see what was earned in any stretch
$2k$4k$6kOct 9Oct 24Nov 7

Tracked from Oct 9, 2026.

Skill rankings: Top 6% in List Building

Ranked by MRR among everyone on Upwork with the skill.

  1. #43Business with 10-99 Employees358 freelancers · 🇺🇸 #13Top 12%
  2. #46High-Ticket Closing404 freelancers · 🇺🇸 #12Top 11%
  3. #53Business with 1-9 Employees545 freelancers · 🇺🇸 #11Top 10%
  4. #101Real Estate Cold Calling1,357 freelancers · 🇺🇸 #7Top 7%
  5. #194Sales Development1,688 freelancers · 🇺🇸 #36Top 11%
  6. #309List Building5,419 freelancers · 🇺🇸 #30Top 6%
  7. #366B2B Lead Generation4,880 freelancers · 🇺🇸 #53Top 8%
  8. #435Business Development4,098 freelancers · 🇺🇸 #123Top 11%