It may not be quite as big a deal as a purchase of NXP Semiconductors by Qualcomm -- but LogMeIn's (NASDAQ:LOGM) proposed deal with Citrix Systems (NASDAQ:CTXS) is still getting tech investors excited on Wall Street.

I've been following LogMeIn off and on since its IPO seven years ago. But I was as surprised as anyone when, in July of this year, the company announced that it had arranged a merger with its primary competitor, Citrix Systems. That news got investors pretty excited, driving LogMeIn stock up 20% when it was announced. What may surprise you even more is that there may be even more gains in store.

This morning, analysts at Barclays Capital announced a huge upgrade of LogMeIn stock. As reported on, Barclays raised its rating on the company from equal weight to overweight, and lifted its price target from $82 all the way to $105 in expectation of greater-than-expected cost synergies from the merger. This implies a further 16% in profits are awaiting investors in the company, assuming the deal to merge with Citrix's divested GoToMeeting and related assets goes forward.

Here are three things you need to know about it.

LogMeIn software helps people access their computers from anywhere. Image source: Getty Images.

1. "A great new opportunity"

LogMeIn was built for telecommuters and computer fixer-uppers. Its core focus is building software that permits a user on one computer to remotely and securely access and operate a computer far away. Over time, the business has evolved to offer new capabilities to its users, and the addition of Citrix's GoTo assets, which include videoconferencing and remote training applications, will turn the company into an "industry leader" in the "Software as a Service" space.

In fact, according to data from LogMeIn's 10-K filings, once the merger takes place, the only remaining direct competitor of significantly larger size remaining would be Oracle.

2. Revenue and profits

In a press release in July, Citrix and LogMeIn sketched out the effects of combining LogMeIn with Citrix's GoTo assets. According to the companies, their combined operations will generate "pro forma revenue of $1+ billion," and pro forma EBITDA (earnings before interest, taxes, depreciation and amortization) in excess of $350 million in 2017.

Synergies from the merger will unleash a wave of excess cash production, says management, saving the companies an estimated $65 million in cash the first year after the merger, and perhaps $100 million two years out. In dollars and cents, this could work out to "pro forma free cash flow" of more than $250 million in the merger's first year.

3. Market capitalization

That sounds pretty good, but at the same time, LogMeIn and Citrix also described their free cash flow thusly: "Anticipated Pro Forma 35%+ Free Cash Flow Accretion over Standalone LogMeIn (after year one run rate cost synergies)." What, one wonders, does all that mean?

Well, according to data from S&P Global Market Intelligence, stand-alone LogMeIn only generated about $71 million in free cash flow (cash from operations, minus capital spending) last year. "Plus" another "35%" would only grow that number to about $96 million -- which is quite a ways short of the $250 million LogMeIn promises elsewhere in its press release.

The most important thing: Valuation

And this is where Barclays' rationale for recommending the merger could fall apart. According to Citrix and LogMeIn, the combined market value of the merging companies was expected to be approximately $1.8 billion back in July. But that estimation was based on LogMeIn's then-recent share price of $65.31 -- which has since shot past $90, pushing LogMeIn stock's valuation to nearly $2.3 billion, as investors got more and more excited about the merger.

Now, paying $2.3 billion for a company generating $250 million or more in free cash flow might make a lot of sense. That would work out to a price-to-free cash flow ratio of less than 10, and for a company that S&P Global says is likely to grow its earnings at 25% or better annually over the next five years, that's a very cheap price indeed.

On the other hand, if the best a combined LogMeIn-cum-Citrix can manage is $96 million in free cash flow post-merger, then the resulting valuation of 24 times free cash flow -- while still attractive -- becomes much less so. Such a valuation calls into question Barclays' estimate that the combined company's stock will grow in value from $90 today to $105 a share a year from now. In fact, it might already be about tapped out, and fairly priced.

So is LogMeIn a bargain, or is it not? It really all depends on which free cash flow estimate we are supposed to believe -- which one turns out to be fact, and which one mere market puffery. For the answer to that puzzler, we'll probably have to wait for the merger to be effected -- so for now, my best advice is to just wait and see.

This article represents the opinion of the writer, who may disagree with the “official” recommendation position of a Motley Fool premium advisory service. We’re motley! Questioning an investing thesis -- even one of our own -- helps us all think critically about investing and make decisions that help us become smarter, happier, and richer.