Reggie Marable

I'm a passionate sales leader

[Bret Taylor @btaylor]

I am excited to have a discussion with @djrosent and @gilbert from @AcquiredFM (my favorite podcast by a mile) in NYC on June 24. You can register to attend in person at the link below.

We're discussing "The AI Paradox" - all the apparent contradictions of AI (If AI is displacing jobs, why are there more job postings for software engineers today than there were a few years ago? If AI is deflationary, when will see lower prices? If AI is destroying the software industry, why are some younger applied AI companies growing so quickly?). David and Ben are the smartest and most well researched interviewers on the planet, and I'm really looking forward to our discussion.

https://t.co/Kuad1ek1CA

[Reggie Marable @ReggieMarable]

"Build a team so strong that no one can point out the leader." - Michael Crosby MBA (Retired Army Command Sergeant Major)

[Bret Taylor @btaylor]

Sierra just hit $200M in ARR. It took seven quarters to get to $100M, and only two more quarters to add our next $100M. Proud of the team and very grateful to our customers and partners.

[Reggie Marable @ReggieMarable]

"Life will never get easier. What happens is, you become someone that handles hard better." - Kara Lawson

https://t.co/Iqv6BMOd4C

[Reggie Marable @ReggieMarable]

"Greatness isn't a gift; it's a transaction. The currency is relentless work and unwavering belief. Pay in full." - Unknown

[Reggie Marable @ReggieMarable]

“Never let success get to your head, and never let failure get to your heart.” - Anonymous

[Reggie Marable @ReggieMarable]

I really enjoyed vibing with
@GuillaumeMbh on the BILLIONS podcast.

https://t.co/xlohbz2JYm

[Bret Taylor @btaylor]

Sierra is raising $950 million from new and existing investors, led by Tiger Global and GV, at a valuation of over $15 billion. We now have more than $1 billion to invest in becoming the global standard for companies wanting to transform their customer experiences with AI. 

We’ve never had such conviction in the opportunity for Sierra and our customers. Just a couple of years ago, we had four design partners. Now, Sierra is serving over 40% of the Fortune 50, and agents built on our platform are powering billions of customer interactions — everything from refinancing homes to processing insurance claims, returning orders, and helping people raise millions in fundraisers.

We’re deeply grateful to our customers for helping show what’s possible. If you’re not yet using Sierra, we’d love to partner with you. https://t.co/tT4tBSeSoR

[Reggie Marable @ReggieMarable]

"The only thing I can control is how hard I work." - Kobe Bryant

[Sierra @SierraPlatform]

What does “always-on hospitality” actually look like? For Woodside Collection CEO Greg Alden, it's simple:

– Guests get answers instantly
– Reservations happen in real time
– Staff spend less time on the phone, more time with guests

Read more: https://t.co/AUGhHfUpsX

[Sierra @SierraPlatform]

We're excited to announce that Sierra has acquired Paris-based Fragment, which helps businesses scale their operations using AI. Fragment's cofounders are passionate about building better, more human customer experiences with AI, and bring valuable strength to our agent development efforts in France.

[Reggie Marable @ReggieMarable]

“There’s always pressure but I change that pressure into motivation.” - Lyoto Machida

[Reggie Marable @ReggieMarable]

“The last drop of gas in your tank is the one that will bring you to your ultimate goal.” - Unknown

[Sierra @SierraPlatform]

We’ve rebuilt search so agents have everything they need to fully solve the problem. Our purpose-built retrieval and reranking models outperform off-the-shelf ones, driving up to 16 percentage point improvements in resolution rates.

Read more here: https://t.co/k6CKyhqowh

[Sierra @SierraPlatform]

Introducing the first Level 1 PCI-compliant payment capability for AI agents. No more “please hold” or clunky IVRs when it’s time to pay. With Sierra, customers complete secure payments right inside a chat or voice conversation.

Read more here: https://t.co/gI0IF55UHH

[Sierra @SierraPlatform]

More on Payments! When a customer needs to make a payment or activate a card, even the best AI conversations often end in a clunky IVR handoff, causing frustrated customers to hang up the phone. Now, agents built on Sierra can securely collect card information and complete payments—across voice and chat—entirely within one conversation.

[Reggie Marable @ReggieMarable]

"Never give up on your dreams. Keep coming back. Keep working hard." - Rory McIlroy

[Digits @digits]

Starting today, we're changing our business model to guarantee results.

𝐈𝐧𝐭𝐫𝐨𝐝𝐮𝐜𝐢𝐧𝐠 𝐨𝐮𝐭𝐜𝐨𝐦𝐞-𝐛𝐚𝐬𝐞𝐝 𝐩𝐫𝐢𝐜𝐢𝐧𝐠 𝐟𝐨𝐫 𝐚𝐜𝐜𝐨𝐮𝐧𝐭𝐢𝐧𝐠 𝐟𝐢𝐫𝐦𝐬.

Firms only pay for clients where Digits actually eliminates the tedium—meaning 95% or more of that client’s transactions are booked, reconciled, and reviewed without your team ever touching them before period close.

If we do the work, we should get paid. If we don’t, we shouldn’t.

We’re also excited to welcome @ReggieMarable, Head of Sales at Sierra—one of the pioneers of outcome-based pricing in AI—as a Strategic Advisor.

Learn more 👉 https://t.co/zOxDzBxsOt

[Reggie Marable @ReggieMarable]

"A lot of people notice when you succeed, but they don't see what it takes to get there." - Coach Dawn Staley